The Best Wedding Planners in Cheshire, MA

The Best Wedding Planners in Cheshire, MA

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124 Wedding Planners in Cheshire, MA

GemHidden gem
Only In My Dreams Events 

5.0

  • Offers 3 services
  • Starts at $3,000
  • Serves Cheshire, MA

We know that planning a wedding can be a daunting task! You’ve made the wonderful decision to declare your love in front of friends and family. Now the stress can begin. You’ll likely start asking yourself questions like: Where should we marry? What vendors do we need? Can we afford it? Who should we invite? How do we stick to a timeline? Never fear, after over 10 years of helping couples plan their dream weddings, we’re here for you. .Our wedding coordinator/planner extraordinaire Phil will be there to guide you from the start of your process until the end of your wonderful day.

Awarded Best of Zola
Oskar and his team at "Only In My Dreams Events" is just that, a dream to work with. We have worked on many weddings and events together through the years and I can confidently say they are the BEST in the area. Attention to detail and going above and beyond for each and every client! When you work with Oskar, Mike and Phil you can be reassured your Wedding will be the most amazing day of your life, with all your dreams coming true. Leave your planning worries behind and hire "Only In My Dreams Events"!!!!
EFC by Amy , 2 years ago
Nene's Deco LLC 

5.0

  • Offers 4 services
  • Starts at $950
  • Serves Cheshire, MA

Decoration is my passion! Nene's Deco offers decorations services for all type of parties from wedding, to birthdays , baby shower, bridal showers, proposal, intimate decorations , baptism, corporate events, all milestones in your life or in the life of your business you will allow us to celebrate with you. We offer also event planning services, day of coordination, partial and full planning. We serving the Berkshires, Albany area, Springfield area , 50 miles radius from our location in Pittsfield MA. Choose your date and your theme, and we will take care of everything else. 💞

Nene and team were amazing. Amazing. I could write an entire book on how helpful they were before and during the wedding. Nene was our Day of Coordinator and helped us stay on track throughout the entire event. We put together a backyard wedding and Nene helped us to put together an entire schedule for the day. She became the point in contact of all of our vendors, and she helped control the flow of the crowd during this event. Where Nene shines is that everything I said Nene took control of unprompted. She never needed any direction and most of the time gave us ideas we did not initially think of. We were so lucky to have Nene on our side. She made our day special.
Chukwudi M., a year ago
GemHidden gem
Katie O' Weddings & Events 

5.0

  • Offers 7 services
  • Starts at $3,500
  • Serves Cheshire, MA

At Katie O’ Weddings & Events, our goal is to make every client sparkle. This means brighter smiles, louder laughs, and more excitement than you have ever experienced. Sparkling is about being fully immersed in the moment; it’s about being completely present, completely joyful, aware, and moved by all the positive energy and love surrounding you.

Katie and her team worked with us over nine months to ensure the wedding of our dreams was realized. They kept us on track with all the necessary, decision timelines, recommended our vendors, and visited a number of venues with us. Every minute of the day was orchestrated by the team flawlessly. One of the best moments was when they revealed the venue to us. It was magnificent. We cannot thank them enough.
Tracy M., a year ago
Quick responder
Effortless Events 

4.8

  • Offers 7 services
  • Starts at $1,000
  • Serves Cheshire, MA

Imagine walking into your wedding venue and being completely blown away by how perfectly every detail has come together. No stress, no worry - just pure joy and excitement for the celebration ahead.✨ At Effortless Events, we're dedicated to making that vision a reality. Our passion is to deliver unforgettable experiences that exceed your expectations, making your special day truly unforgettable. We believe that every wedding is more than just an event - it's a once-in-a-lifetime celebration of love, commitment, and happiness. That's why we're here to take care of every detail, from start to finish, so you can relax and enjoy every moment.

Awarded Best of Zola
From the moment I spoke to Madison, I just knew we were in the best hands. The last three months can be extra stressful leading up to the wedding and Madison and her team made me feel so at ease leading up to our big day. From coordinating with vendors on all the logistics, to the small details that I wouldn't have even thought of, Madison and her team always had it covered and handled everything with professionalism and always 5 steps ahead. They truly went above and beyond, allowing us to enjoy every moment without a single worry. And no ask was too small or large - we had to fully dismantle the venue the same night of and Madison and team took this off my plate which was a lifesaving moment! If you’re looking for a wedding planner who will treat your special day as if it were their own, look no further. Thank you, Madison & team!
Christina P., 7 months ago
Dhalia Events 

5.0

  • Offers 6 services
  • Starts at $3,600
  • Serves Cheshire, MA

Dhalia Events is an award winning event production company & was recently named "Best Planners in the Northeast" by LuxLife Magazine. Our magic is borne out of an insistence on creating bespoke, highly personalized experiences. We focus on the uniqueness of our couples by encouraging them to be their most authentic and raw selves. We've commissioned events for large brands such as Volvo Cars and worked with top tier social media influencers to plan their events. Our team has also worked regionally and internationally producing gatherings including destination weddings & corporate retreats. Our couples book us for the following reasons:

Awarded Best of Zola
Hiring Dhalia Events was one of the best decisions we made when we were planning our wedding. I am skeptical of the wedding industry in general, but I am convinced that wedding coordinators like Deliece and Melissa are skilled, experienced professionals in a niche field who can make a huge difference in the quality of your experience. And what's the point if you don't get to enjoy your wedding experience? Here are some specific things that Deliece and Melissa did that were super-helpful on the day of: 1) I couldn't find the body tape I had bought, but they had some on hand. 2) I needed to stay hydrated after I got my makeup done, so they provided straws so I could drink without messing up my lipstick. 3) The groom's vest had fallen to the bottom of his garment bag after we dry cleaned it, but they had a portable steamer and were able to get the wrinkles out. 4) They arranged a tent for our DJ for the ceremony, which was outdoors, when they discovered at the last minute that the contract required a tent rain-or-shine. 5) They made sure we ate dinner (and dessert). 6) They made sure waitstaff were replacing our drinks at regular intervals during the reception. 7) They brought a handheld portable fan, which was a lifesaver since it was more than 90 degrees outside. 8) They provided transportation around the property, which was a vineyard that wasn't very walkable in my nice shoes. 9) A friend left something in their car by accident at the end of the night, and they arranged to mail it to her a few days later. All of these things were nice surprises. It's not like we asked them to bring straws, it didn't even occur to us that we'd need them. But Deliece and Melissa brought them anyway because this is their job and they know what they're doing. They were PREPARED. I also want to note that I did not buy full wedding planning services from them, just month-of coordination, but they never treated me like a less important client. There were cases in the months leading up to the wedding where I asked them for help that was actually outside the scope of services we had agreed on, and they were very professional in letting me know that it wasn't included in my package. I appreciate that they enforced their boundaries so politely and respectfully-- I like that in a person. Overall, I can't recommend Dhalia Events highly enough.
Caroline W., 3 years ago
GemHidden gem
Liv Charron Events 

5.0

  • Offers 3 services
  • Starts at $5,000
  • Serves Cheshire, MA

Hi there! My name is Liv and I am a New England born event planner. Being the youngest of 12 cousins, I went to my fair share of weddings growing up. I naturally fell in love with seeing the first chapter of my friends and families life begin. I’ve worked with some of the best vendors in the Seacoast, learning and growing as much as possible. In October 2021, I took a leap of faith and opened my own business! I'll never take for granted being able to work with clients I love, doing what I love. Let’s make your dream wedding a reality!

Awarded Best of Zola
We recently had the pleasure of working with Liv as our day-of coordinator, and we cannot recommend her enough! From the second Liv got started with us she made the entire experience seamless and stress-free. Her attention to detail was impeccable, ensuring that every element of our wedding went off without a hitch. Liv’s organizational skills are second to none; she managed our timeline with precision and handled last-minute changes with such grace. Her calm demeanor and problem-solving abilities were truly invaluable on our big day. Not only was she incredibly professional, but Liv also brought a warm and personable touch to the role, making everyone feel at ease. So many of our guests commented about how wonderful she was. Our wedding party was impressed with her organization. She went above and beyond to make sure every detail was perfect, and her efforts did not go unnoticed. If you’re a DIY Bride or Groom seeking a Day Of Coordinator to execute your vision on your wedding day (while you focus on getting yourself ready), Liv is your girl! She is both highly skilled and genuinely dedicated, Liv is the one you want. I had met with a few other coordinators and had an instant connection with Liv! As my husband has said numerous times, Liv was worth every penny! She made our day unforgettable for all the right reasons. Thank you, Liv, for your outstanding work and for making our wedding day so special!
Mr & M., a year ago
Quick responder
The Bailey Experience Wedding and Event Co 

4.2

  • Offers 6 services
  • Starts at $2,000
  • Serves Cheshire, MA

The Bailey Experience Wedding and Event Co. specializes in creating unforgettable weddings and destination celebrations. Led by our master certified planner, Teyanna, who brings years of experience and a keen eye for detail, we transform your unique vision into a stunning reality. From intimate ceremonies to grand receptions, our dedicated team tailors every aspect to reflect your personal style. We pride ourselves on exceptional service and a seamless planning experience, ensuring your day is as magical as your love story. Let us turn your dream wedding into a cherished memory. Welcome to The Bailey Experience, your wedding, your way!

Awarded Best of Zola
We booked Teyanna in 2022 for our August 2024 wedding and did not regret it one bit. It was an absolute pleasure from start to finish. Teyanna was beyond accommodating and informative throughout the entire process. Her precise, creative, and professional "client-first" mentality shone through. From countless Zoom calls to meeting up in person to select flowers, it was more than we could have asked for and were expecting. Her professionalism and creativity showed through when we had to improvise our outdoor ceremony to an indoor one thanks to a horrific tropical storm. She called us on the morning of our wedding to ensure we were doing okay and went over every detail with both my husband and me to make sure she and her team didn't miss anything. We cannot wait to work with Teyanna again in the future.
Stephanie D., 9 months ago
Quick responder
Thyme & Details 

5.0

  • Offers 3 services
  • Starts at $3,500
  • Serves Cheshire, MA

Thyme & Details offers wedding planning and design services to sentimental couples looking for good vibes and premium personal touches. We know how important it is to be present in the moment – not worrying about organization, budgeting, managing vendors, etc. Let's make planning zesty so you can focus on your VIPs and enjoying your journey. We are based in Ohio but available for travel. Reach out so we can create something unforgettable!

Awarded Best of Zola
Working with Thyme & Details was a dream come true for our wedding day. Dana and her team were prompt, professional and completely focused on making our vision a reality. Their excellent work and attention to detail resulted in so many compliments from our guests. Dana and her team were prepared for everything, seamlessly collaborating with our other vendors and the venue to ensure the day went off without a hitch. As the mother of the bride, I was able to relax and enjoy the entire day without a single worry, as the Thyme & Details team took care of absolutely every detail. The bride was present, relaxed and happy the entire day thanks to their hard work. We would highly recommend this vendor to any couple planning their wedding.
Jenni C., 10 months ago
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Mills Memories 

4.9

  • Offers 4 services
  • Starts at $400
  • Serves Cheshire, MA

Justine Mills is the founder of Mills Memories, a full-service wedding company dedicated to creating unforgettable celebrations. With a deep passion for helping couples bring their unique vision to life, Justine blends creativity, organization, and an eye for detail in every event she plans. Known for her warm approach and dedication to stress-free, seamless weddings, she works closely with each couple to craft beautiful, personalized experiences. Justine’s commitment to excellence ensures that every wedding is not only stunning but also a joyful, meaningful day for all.

Awarded Best of Zola
Hiring Justine as our day-of coordinator was hands down one of the best decisions we made for our wedding. From the start, she was the most professional, passionate, and dedicated person I’ve worked with. She truly gives over 120% and is a master at what she does. Justine went above and beyond to make sure our day went off without a hitch. I trusted her completely with my vision, and she delivered beyond what I could have imagined. The way she set up our décor was absolutely beautiful—elegant, sophisticated, and full of intention. It was like she read my mind and brought everything to life perfectly. She was “there without being there”—discreet, but completely in control behind the scenes. As someone with a type A personality, I appreciated how detail-oriented she was. She kept everything on track and made sure every detail was perfect without ever needing to ask. Justine was also so warm and friendly with our families, and incredibly respectful throughout. She blended right in and made everyone feel comfortable and supported. If you're looking for a flawless, stress-free wedding day, Justine is your person. It was such a pleasure working with her and I would recommend her to absolutely anyone. She made our day everything we dreamed of and more!
Sarah C., 5 months ago
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Before You Say I Do 

5.0

  • Offers 5 services
  • Starts at $2,400
  • Serves Cheshire, MA

Hello, my lovely couples! My name is Annie and I have started my business at the beginning of 2023 and so far I've had clients from all over the East Coast. I am focused on Partial, Full time Wedding planning, Elopements and A-la carte. My goal is to help my clients and make sure that their wedding goes by the plan that they created.

Awarded Best of Zola
Annie is an absolute dream to work with! I never thought I would have a DIY wedding, but here we were-and Annie made it all come together perfectly. From the moment we hired her to the final moments of our wedding day, she was organized, thoughtful, and incredibly calm under pressure. Every detail was executed flawlessly, and her ability to bring our vision to life exceeded all of our expectations. On the wedding day, Annie and her assistant, Marina, ensured everything ran seamlessly. Their attention to detail, professionalism, and genuine care made the entire experience feel effortless. We truly could not have done this without them! If you’re looking for a wedding planner who will go above and beyond to make your day magical, Annie is the one. We are forever grateful for her dedication and expertise in making our wedding so special. Highly, highly recommend! Mr. & Mrs. Decker
Magdalena D., 7 months ago
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Rye Street Events 

5.0

  • Offers 3 services
  • Starts at $1,875
  • Serves Cheshire, MA

Rye Street Events was born from a deeply personal place: the joy she discovered while planning her own wedding! Inspired by the joy and creativity she found in bringing her special day to life, Caroline launched RSE with a mission: to turn each client’s unique vision into an unforgettable reality. With a strong unwavering commitment to excellence, Rye Street Events specializes in crafting one-of-a-kind experiences that leave lasting impressions. We are ready to bring your next celebration to life — and create memories you and your guests will cherish forever.

Awarded Best of Zola
Caroline executed our vision perfectly and I couldn't have made it through the day without her! She took my vision and made it an absolute dream. Every detail was perfect and it cut out so much unnecessary stress for me on our big day. She is so personable, creative, friendly, and reasonably priced and we couldn't be happier! Thank you for everything, Caroline! I would 100% recommend Rye Street Events for any of your coordinating, decorating, and planning needs.
Kelsey B., a year ago
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The Professional Maid of Honor 

5.0

  • Offers 5 services
  • Starts at $2,500
  • Serves Cheshire, MA

💍 The Professional Maid of Honor isn’t just a planning service—it’s your wedding day hype squad and backup bestie! Based in Boston and serving all of New England (Maine, New Hampshire, Vermont, Massachusetts, Rhode Island & Connecticut), we handle everything from dreamy invites to vendor wrangling with style, creativity, and a little extra sparkle. Whether you need full planning, partial support, or just someone to run the show on the big day, we’ve got you. Let’s ditch the stress and make your “I do” unforgettable!

Awarded Best of Zola
Katelynn made the planning of our wedding a pleasure. She was organized, always upbeat, has a great network, excellent ideas, yet not afraid to push back when needed. She kept the process moving along which allowed us to mostly enjoy the whole thing. She set us up for an amazing wedding, more beautiful than we could have even imagined. We loved working with her and recommend her wholeheartedly.
Elizabeth V., a year ago
Quick responder
Wedding Planning Plus 

5.0

  • Offers 7 services
  • Starts at $2,500
  • Serves Cheshire, MA

The WPP Team is unlike any other wedding planning company in Upstate New York. Composed of a core group of four event planners, including the only in-house event designer in the area, WPP is able to care for their couples and bring their visions to reality from day one until the confetti hits the floor as the celebration ends. Add to that a talented group of dedicated event coordinators and Team WPP is able to build authentic event experiences and dazzle on wedding day like no one else can.

Wedding Planning Plus was an excellent choice for our wedding planning needs for our June 2025 wedding at the Equniox Resort in Manchester, VT. From the start, their communication style was direct, helpful, and calming, which was greatly appreciated as we planned our big day. The quality of their work and value they provided was outstanding - they were focused, supportive, and incredibly well-connected in the region, using their network of vendors to perfectly execute our wedding and beautifully and bringing our garden party tent reception vision to life. On the day of, Eliza ran the schedule effortlessly and her competence completely allowed my husband and I to be fully present. In particular, we appreciated the way that she approached us over the course of the wedding to check if we still wanted to do the next scheduled item, it gave us a sense of control over how we spent our time rather than feeling like we were manically running from task to task. So many of our friends and family have reported back that the wedding was the smoothest of the weddings they had attended this year, and its all thanks to WPP. We are so grateful for the incredible support Wedding Planning Plus provided and would highly recommend them to any couple planning their wedding.
Lydia S., 17 days ago
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Simply Loved Weddings 

5.0

  • Offers 4 services
  • Starts at $150
  • Serves Cheshire, MA

I'm Charissa owner & lead planner. My doormat says it best, 'running on coffee, wine, and the dog's time', but seriously I start every intro call with the disclaimer that you may hear the barking, snoring, or a squeaky toy in the background. I'm the twenty-something-year-old that's gone from throwing "Weddings" in her neighbor's driveway, to throwing them in some pretty amazing spaces. With over a decade of experience in weddings and corporate events, this isn't my first rodeo. Weddings are sort of my thing!

Awarded Best of Zola
Simply Loved Weddings was an absolute pleasure to work with for our wedding. From the moment we met Charissa, we were impressed by her calm, direct, and easygoing communication style. She truly listened to our vision and was able to elevate it through her organized, efficient, and trustworthy approach. Charissa went above and beyond, checking in with us multiple times to ensure everything was running smoothly. On the day of, we were able to simply enjoy ourselves, confident that Charissa and her team had everything under control. As far as we know, the entire event went off without a hitch, thanks to their incredible coordination and delegation skills. We cannot recommend Simply Loved Weddings highly enough!
Anne-Levert, a year ago
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The Traveling Tee Events 

5.0

  • Offers 4 services
  • Starts at $3,500
  • Serves Cheshire, MA

Curating timeless memories with the beauty God gave us. Sustainably-focused, intentional design for intimate experiences. We offer full planning and design, month of coordination plus, and content creation through our Moments by The Traveling Tee Events division.

Working with Steph was a dream! We decided to elope on Cape Cod – a new destination for both of us. As we live on the West Coast, we had no idea how to choose a great location or the best vendors from afar. After hours of online research, we stumbled upon a website that specializes in elopements and there was Steph! From the first phone call, it was clear that she is passionate about planning and helping couples have the wedding day of their dreams. She walked us through every decision and was there with recommendations when we had specific questions about enjoying the Cape. She thought of every detail to make our day as smooth as possible – including removing seaweed from the beach the morning of our ceremony! We highly recommend Steph’s expertise and passion to anyone planning their wedding.
Lauren B., 2 years ago
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Avenue Design Studio - Planning & Rentals 

5.0

  • Offers 6 services
  • Starts at $250
  • Serves Cheshire, MA

At Avenue Design Studio, we began as a floral business, but quickly realized we could offer so much more to our clients. Over our 10+ years of working with couples on those special lifetime moments, we found ourselves stepping in to assist our brides and event clients with planning, vendor coordination, and overall event management. This inspired us to shift our focus and create Avenue Design Studio, a full-service event planning and design company. Whether you’re looking for full-service planning or just need assistance with specific aspects, we provide multiple packages and a la carte options to fit your needs. You dream it, we create it.

You made my day incredible. I had a vision and Chad blew it out of the water. I walked into the reception before our happy hour started and my mouth dropped. Stunning. I had no stress at all on my wedding day and he handled any issues that arose beautifully. I cannot say thank you enough for ensuring my day was more than I even imagined.
Jenna G., 10 months ago
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Idyllwild Event Design 

5.0

  • Offers 3 services
  • Starts at $7,500
  • Serves Cheshire, MA

Idyllwild is an event design company for revolutionary spirits. We create laid-back and luxurious mountain love parties for New York's most passionate people. Idyllwild serves the Hudson Valley, south-central and eastern Catskills, and Western Berkshires, and functions in a hybrid online/in-person capacity. In addition to helping you plan all the visual aspects of your event, we offer floral design service, vendor and rental recommendations, sourced and custom-built decor and signage, and vintage accent furnishings. If your style is timeless as it is eclectic, rooted in Nature, beauty, and community, Idyllwild is for you!

Working with Jasmin is a complete dream. From the moment we had our first Zoom call, almost 2 years before the wedding, I immediately adored her. She was recommended to me by our venue, Roxbury Barn and Estate, but I had already scoped her out via Instagram since she was tagged in many of the venue's photos. Her style is absolutely breath-taking and I knew I wanted to work with her right away. After our Zoom call and her shared 'vision board' and proposal, I was so excited to keep planning. She wanted to know my vision and details from the start, and welcomed allllll of the inspo pictures I sent her way! I can't emphasize enough how she truly 'sees' the vision her clients want to bring to life -- and brings her knowledge of florals and eye for design to her work with each couple. She is communicative and collaborative: she asks detailed questions to ensure you 100% love the florals in each aspect of your event. Beyond that, she is so sweet and takes the time to write detailed emails that make you feel seen and heard. Wedding planning can be a stressful process but with Jasmin's talent, professionalism, and collaboration, it feels exciting! I couldn't have been more happy with how my bouquet turned out; in fact, all of the girls and beauty vendors were gushing over the bouquets the morning of the wedding. Our floor alter, which we repurposed as florals in front of our sweetheart table at dinner, were absolutely gorgeous. As Jamin so accurately observed, I was really going for "effortless elegance" (her words, but my exact thoughts!). The gorgeous bud vases and flameless candles came together perfectly, as well as the branches I asked if she could add last-minute! From the very start, I said Jasmin was my favorite vendor to work with and I just can't recommend her enough! If you are in need of a florist in the area, book her -- it will be the best decision you make for your big day!
Emma K., a year ago
Quick responder
MB Events 

5.0

  • Offers 3 services
  • Starts at $3,000
  • Serves Cheshire, MA

Here at MB Events, our number one goal has always been to have happy clients. From helping them plan at a pace that works for them, to keeping everything organized and stress free. We truly value the friendships that are made throughout the process.

Awarded Best of Zola
My husband and I frequently find ourselves looking at each other and exclaiming, “we had the perfect wedding.” And we did, it was perfect in every way we could have imagined. I’m certain that we wouldn’t be able to say that if we hadn’t worked with MB Events. For context, I didn’t want a wedding. I wanted to elope because it would be easy and I just wanted to be married, but my husband encouraged me to consider an intimate wedding with our closest friends and family on his parents’ property. He also insisted on getting a wedding planner to make this as stress-free as possible for both of us. We talked to several wedding planners, but when we got off the phone with Marissa from MB Events, I immediately said “she’s the one.” Marissa was the only planner we talked to who asked about our story, our families, and our feelings right off the bat. She listened to us and gave us frank, honest advice about planning a “backyard wedding” (spoiler: it takes a village). I was truly starry-eyed while talking to her because she is the epitome of calm confidence. Now, this land needed some serious TLC… I remember when MB Events first came to look at the property, it was hard for any of us to imagine how we could turn it into our wedding venue, but Marissa saw through the wild overgrowth and created the loveliest vision that we never would have thought of without her help. It was the spark that motivated us to make this work. We didn’t really know what we wanted this wedding to look like, only some vague ideas: warm and whimsical, like a garden party with lots of light and color. We shared Pinterest boards with a wild mix of inspiration, and she was able to sift through all our ideas to nail down a theme that considered who we are as individuals and as a couple. Planning a wedding on family land requires a lot more thought and effort than a wedding at a venue. You need to consider things like bathroom trailers, weather protection, parking, and countless other things that were not even close to the front of our minds. MB Events thought of everything – this was clearly not their first rodeo. Marissa put together floor plans, mood boards, and schedules detailed down to the minute. She held our hands through every step of the process, kept in contact via call and text, and sent us reminders to be sure that nothing was forgotten. We took all her recommendations without question, including her vendor recs (which are top tier, btw), and I’m so glad we did. There are no words to adequately capture how incredible our wedding turned out to be. It all came together seamlessly, and we’ve been so humbled by the number of compliments we’ve received from our guests. But the best part for us was not having to worry about a single thing the entire wedding day. Knowing MB Events had everything handled gave us the peace of mind to be fully present (especially on the dance floor), and that is a gift that we will be forever grateful to them for. It’s priceless. At the end of the night, we exchanged tearful goodbyes; it feels like we’ve known them for ages instead of a year. It’s so obvious that they love what they do. Their love, care, and authenticity radiates. We cannot recommend MB Events enough; we can say confidently that our wedding day was the best day of our lives, and considering one of us didn’t want a wedding in the first place, we think that’s saying something. 10/10 would renew our vows just to do it all over again.
Alex C., 4 months ago
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Yours Truly Planning 

5.0

  • Offers 7 services
  • Starts at $1,000
  • Serves Cheshire, MA

***CLICK ON GLOBE ICON UNDER PROFILE PHOTO TO FILL OUT WEDDING INQUIRY FORM. WE WILL ONLY RESPOND VIA BY FORM.*** If you would like us to get start on planning directly, we ask that you kindly fill out the form and one of our team members will get back to you as soon as possible!

Awarded Best of Zola
Truly Planning made our wedding spectacular! They made sure every detail we requested was executed. Would hire them again for future events.
Mary J., 10 months ago
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The Perfect Plan 

5.0

  • Offers 7 services
  • Starts at $347
  • Serves Cheshire, MA
  • Offer

The Perfect Plan was born from a deep-seated belief that every couple deserves to experience the joy of their engagement without the stress of wedding planning. Our founder, Connie Nye Clark, spent two decades immersed in the hospitality industry, mastering the art of event execution and building a robust network of trusted vendor relationships. She saw firsthand the difference a seamless, expertly planned event makes—not just for the guests, but for the couple themselves. We exist to guide you through every decision, big or small, ensuring your journey to "I do" is as beautiful and stress-free as the day itself.

From the moment my husband and I booked The Perfect Plan as our wedding planners, we were impressed by their quick responsiveness and the wealth of information they provided. Connie and her team were incredibly knowledgeable, with a great attention to detail that allowed them to think ahead and ensure our special day ran smoothly from start to finish. Connie's upbeat and excited personality was a calming presence throughout the day, keeping me feeling calm and joyful. We are so grateful to The Perfect Plan for making our wedding day everything we dreamed it would be and more. Their professionalism and dedication truly made all the difference.
Danielle, 21 days ago
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Charity Lynn Weddings 

5.0

  • Offers 1 service
  • Starts at $11,000
  • Serves Cheshire, MA

Through intentional design and meticulous planning, I craft a wedding experience that reflects your unique essence, infused with awe-inspiring details. Because your love story is the most extraordinary of all, I strive to create an experience that encapsulates the elements that make you special while meticulously attending to every logistical detail. Imagine a harmonious blend of beauty in the details and a spirit of epic celebration. I am passionate about creating authentic and thoughtfully designed weddings for couples who cherish their families.

Awarded Best of Zola
Charity is such an awesome person to work with! She’s very organized, and also inspiring to be around! She really is the best planner around!! I hope we get to work again ASAP!
Jordan Canney, a year ago
GemHidden gem
A Lively Event 

5.0

  • Offers 4 services
  • Starts at $3,150
  • Serves Cheshire, MA

At ​A Lively Event, we specialize in thoughtful, detail-driven wedding planning for couples. Our focus is simple: bringing your unique wedding vision to life while building a genuine relationship with you every step of the way. We believe that planning your wedding should be just as joyful as the day itself. We prioritize communication, trust, and collaboration. Whether you’re dreaming of a romantic mountain ceremony or an elegant ballroom celebration, our team is here to guide you with expert logistics, creative solutions, and unwavering support. We handle the behind-the-scenes details so you can stay present and excited for your big day.

Katie was great to work with leading up to our wedding and on our special day. She is very detail oriented and made the planning process stress-free. She has a wonderful personality making it so easy to work together.
Monica M., 2 years ago
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West Monroe Events 

5.0

  • Offers 6 services
  • Starts at $1,500
  • Serves Cheshire, MA

Welcome to West Monroe Events – Your go-to for unforgettable weddings. Serving cities like Austin, Boston, and San Diego. We specialize in crafting beautiful, personalized weddings. Our expert team is dedicated to turning your dream day into a reality, handling every detail with care and precision. From intimate ceremonies to grand celebrations, we ensure your special day reflects your unique love story. Contact us today to start planning a wedding that you'll cherish forever.

I had the absolute pleasure of working with Amanda for my wedding in December 2024, and I can honestly say that choosing her was one of the best decisions we made for our wedding and wedding planning process. From the very start, she was so warm and approachable, making us feel like we were in the best hands. Her attention to detail was impeccable and she took the time to truly understand our vision and preferences, then helped us bring it all to life. On the wedding day itself, Amanda and her team were absolutely on top of everything! She managed all the logistics flawlessly, so we could focus on enjoying our special day. The timeline was executed perfectly, and I never had to worry about a thing. The day went exactly as we envisioned, and I owe that to her thorough planning and organization. I cannot recommend West Monroe Events enough! If you're looking for someone who is not only professional but also genuinely cares about making your wedding day exactly what you've dreamed of, look no further. Amanda truly made our day unforgettable, and I am so grateful for her incredible help and support. :)
Arianne A., 7 months ago
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Cathy's Elegant Events, LLC 

5.0

  • Offers 4 services
  • Starts at $9,000
  • Serves Cheshire, MA

Cathy founded Cathy's Elegant Events in 2010. Although she was born in NYC, her family moved to the Catskill Mountains at a young age, but they maintained a home in Brooklyn. This allowed her to have a unique upbringing in both Upstate New York and Brooklyn, where many of her relatives still reside. Cathy holds a degree in Mathematics and Statistics.

It was so fun getting to spend time with her and getting to know her during this process. Cathy made every little detail of our fairytale wedding come true. She was terrific during the planning process. When I wanted to try to handle projects myself, she stepped back and let me handle them, but was always there if I needed advice or help with anything. When I needed her to be more involved and hands on, I felt completely confident and comfortable letting her take things in the direction that she felt was best. She was always quick to answer emails and talk on the phone to hash out big picture items or last minute details. The week leading up to the wedding Cathy was AMAZING. We spent almost 2 hours on the phone making sure every last detail was taken care of and exactly the way I envisioned it. She ran our ceremony in the pouring rain and was always cheerful and positive, she was there for me for moral support all afternoon while I was getting ready, she helped setup the barn and ceremony beautifully and made sure every detail was in order. During the ceremony and reception, she made sure that my husband and I were taken care of the entire evening. Our day was absolutely perfect from start to finish and Cathy's expertise, guidance and help played such a huge part in the success of our wedding day. Thank you Cathy!! Tim and I are so grateful for all the hardwork and love you put into making our day great.
Elise D., 10 months ago
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Eileen Smith Events 

5.0

  • Offers 5 services
  • Serves Cheshire, MA

Her experience, creativity & knowledge in the event industry puts her ahead of most in the area. She loves creating and working with clients on all levels to make their vision become a reality. "I love getting to know my clients and enjoy becoming their "New Best Friend" prior to the event.". Her talent in design, organization, and management makes any experience working with her effortless. She makes you feel so comfortable & give you the confidence it will be an amazing event.

Eileen was amazing as our wedding planner / month-of coordinator. Both my husband and I were SO glad we hired her. Eileen helped us make so many decisions during the planning process that led to an extremely smooth wedding day - from where the bar was located to how we processed down the aisle, from whether to do cake or a dessert bar, to when champagne was poured - she really nailed it. She also worked with all of our vendors to coordinate setup and was onsite to help make sure everything was set up correctly & as planned. Everyone jokes that something *always* goes wrong on your wedding day, no matter how much you plan, but really we had nothing go wrong thanks to Eileen! She made our day stress-free! It's also important to call out that our venue wedding coordinator quit a couple of weeks before our wedding, and Eileen stepped up and swooped in to make sure our new point of contact at the venue was fully up-to-speed. Thank god for Eileen! I highly recommend her. And if you're on the fence about needing a wedding coordinator -- just take the leap! SO SO worth it.
Claire M., a year ago
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Allure Affair 

5.0

  • Offers 5 services
  • Starts at $500
  • Serves Cheshire, MA

At Allure Affair, we specialize in creating luxurious, beautifully curated weddings and events. Whether you're planning a grand celebration or an intimate elopement, we bring your vision to life with creativity, precision, and seamless execution. Our services include full-service planning, event design, and day-of coordination, ensuring a stress-free and unforgettable experience. For couples seeking select assistance, our à la carte services provide customized support tailored to your needs. From sourcing stunning venues to collaborating with top-tier vendors, we handle every detail with care and expertise.

Allure Affair was an absolute delight to work with for my best friend’s birthday celebration. Their prompt and efficient communication eased the stress of planning, ensuring every query was addressed with care. Their professionalism was matched by their ability to seamlessly incorporate our personal vision into the event, making it feel uniquely ours. Despite working within a limited budget, they went above and beyond, creatively utilizing existing décor to maximize impact without compromising elegance. Their meticulous attention to detail and dedication truly elevated the occasion, leaving us thoroughly impressed. Worth every penny—without a doubt, we would love to collaborate with Allure Affair again for future events.
Sri L., 7 months ago
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CityLux Events, Boston Wedding Planners 

5.0

  • Offers 5 services
  • Starts at $3,000
  • Serves Cheshire, MA
  • Offer

CityLux is a boutique studio based in the Boston area. We started out as photographers and have recently expanded our services, offering video, and now wedding planning services. We are a small dedicated team of professionals. Our couples are down to earth types, who appreciate attention to detail, and laid back luxury.

Awarded Best of Zola
Allie and the CityLux team really outdid themselves! Everything was seamless and most importantly, FUN! I was hesitant to have a large wedding because of all of the planning that it entails, but hiring CityLux to help was hands down the best vendor choice we made. Our planning timeline was put together, and we’re were told what to focus on and when, which was a huge help with juggling life and work outside of wedding planning. Allie helped pull the vision out of my head and put it all together in a way I didn’t even know was possible to achieve! The actual wedding weekend was executed flawlessly, and we’ve had multiple guests tell us that the flow of the wedding day and entire weekend was so seamless. Some even said they had more fun at our wedding than their own kids! Our guests were wowed by the entire thing. You often hear people say their wedding day flies by, but my husband and I both look back on the weekend and know that we were entirely present and able to soak in each and every moment because of Allie and Sarah. I’ll cherish the memories forever!
Anna D., 5 days ago
Events by Wei Yuh 

5.0

  • Offers 4 services
  • Starts at $3,500
  • Serves Cheshire, MA

As an event planner with over a decade of experience, I've had the privilege of helping countless couples create unforgettable celebrations. My passion lies in crafting personalized events that reflect your unique love story. From intimate ceremonies to grand receptions, I'm dedicated to ensuring every detail is perfect.

Awarded Best of Zola
Alex helped make our last-minute decision to hire a photographer for our elopement incredibly easy and worthwhile. She helped to facilitate the initial meet-and-greet with the photographer and guided us through questions and considerations we didn't even know to ask. Her additional support on the day of contributed to a seamless experience and allowed us and our families to enjoy the photoshoot and all the memories we made. We're grateful to Alex for making our low-key wedding feel extra special!
Cici, a year ago
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Forever Awaits by Valerie LLC 

5.0

  • Offers 6 services
  • Starts at $2,400
  • Serves Cheshire, MA

Hi, I’m Valerie — planner and designer behind Forever Awaits. I create weddings that feel effortless, elegant, and completely you. From lakeside celebrations in New Hampshire to Icelandic elopements, my style blends romantic, natural, and luxe design with seamless coordination. When I’m not crafting wedding magic, I’m exploring the outdoors with my husband Justin and our Swiss Mountain Dog, Minnow. I’m passionate about transforming your vision into an unforgettable experience that feels genuine, beautiful, and stress-free.

Valerie planned the most incredible elopement for us in Iceland. And she did it all in under a month! This woman is fabulous and kind and an all around amazing human. She was organized and had back up plans to back up plans. Seriously, if we had any questions, she found time to listen and talk through everything with us. She was even able to procure an entire picnic for us, that was vegan friendly too! She made all of our florals, and got them to the location we were at. I think she's a magician. She certainly made our elopement magical! I highly recommend Valerie for the elopement of your dreams!
Taylor + A., a month ago
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Royal Elite Events 

5.0

  • Offers 4 services
  • Serves Cheshire, MA
  • Offer

At Royal Elite Events, we specialize in creating unforgettable celebrations, turning your dreams into reality. Whether you’re planning an extravagant wedding or a sophisticated corporate event, our dedicated team ensures that every detail is flawlessly executed. With a keen eye for elegance and a passion for perfection, we handle everything from conceptualization to execution, so you can enjoy every moment.

From the start, my husband and I found Royal Elite Events to be prompt and easy to communicate with. They were very responsive to our questions and requests throughout the planning process. We were surprised by the creative and personalized touches they brought to our wedding day. They made the venue look absolutely beautiful and the whole event truly memorable. Royal Elite Events seems very trustworthy and professional, and we would highly recommend them to any couple planning their wedding.
Kabeer, 6 months ago

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