The Best Covered Outdoor Wedding Venues in Chester, NY

The Best Covered Outdoor Wedding Venues in Chester, NY

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8 Wedding Venues in Chester, NY

Covered outdoor
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Seven Ponds Farm 

4.9

  • Up to 130 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $25,000

Seven Ponds Farm is a heavenly spot way up in the Catskill mountains, with a dozen ponds and lakes, and pastures as long as the eye can see. GALLERY Seven Ponds is the new sister property of Blenheim Hill Farm, a well-known destination wedding venue with raving reviews. Seven Ponds has been designed to host smaller, intimate weddings from 75 guests up to 130 guests with the same magical qualities and attention to detail as our sister farm Blenheim.

Why you'll love this venue

  • Classic seating dinner
  • All-inclusive venue packages
  • Flexible event spaces

Venue considerations

  • Not for you if you don't want a rustic vibe
  • On-site parking not available
  • Not for you if you are drawn to more unconventional venues
Awarded Best of Zola
“Seven ponds was an absolute dream for our wedding. The location itself is breathtaking and gorgeous. To The mountains, the ponds, the farm animals to the tasteful decorations, us and our guests were blown away by the beauty of this venue. Beyond being beautiful, the team at seven ponds farm were incredible. The team is really there for you the whole weekend and to help ensure your wedding is a success. We had several older guests in need of help, and they were driven by a golf cart around the venue which was extremely helpful. The food and drinks were amazing, our guests are still raving about the food. And Maria, was amazing. Our wedding was amazing, and our vision came true, and we couldn’t have done it without the support and help from the team here at seven ponds. We highly recommend this venue and are so thankful to the team there.”
Talia B., a year ago
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The Wedding Foundry Hudson Valley 

5.0

Highland, NY
  • Up to 75 guests
  • All-inclusive
  • Outdoor
  • Starts at $15,000

We include coordination and staff, photography, officiant, florals, catering, desserts and more. Say "I do" to a stress-free wedding experience with The Wedding Foundry. Let us handle the details while you focus on what truly matters – celebrating your love in a setting that's as unique and unforgettable as your relationship. We host perfect Micro Weddings up to 75 guests.

Why you'll love this venue

  • Provides lighting and sound
  • Allows pets
  • Exudes old-world charm

Venue considerations

  • Not for you if you don't want a rustic vibe
Awarded Best of Zola
“Booking with The Wedding Foundry at Liberty View Farm is the best thing my husband and I have ever done. We were looking to have a small intimate wedding, but every venue tour we did still had a 75-100 person minimum and required a large cost requirement for catering. Then I happened upon The Wedding Foundry when researching micro weddings. We had one phone call with Billiam and immediately signed the contract, without even viewing the venue first. As a bride, the fact that they were including the venue, the officiant, photography, florals and catering was the best thing ever. It took so much stress off of me while planning this wedding, as I did not have to run around to different vendors. Billiam and Erica were extremely communicative and really took the time to learn what we were looking for. Day of, Billiam and his day of coordinator Cathy made sure the day ran perfectly. We were absolutely blown away from how beautiful our venue was. The florals they created made our wedding look like a fairy tale. Our guests said it was the most beautiful wedding they have ever been to. Erica was an absolute pro with photography, really taking her time with my husband and I for our portraits. Throughout the night she made sure to capture every moment. Erica sent teasers to us within a week of our wedding and the photos are beautiful. The officiant, Michele, was amazing. She created the most personalized and beautiful ceremony that fit us perfectly. We loved how she included a hand-fasting ceremony as well. Multiple guests approached us to let us know that there was not a single dry eye during our ceremony. The Wedding Foundry truly created our perfect day. We are so happy with our intimate wedding, we had 46 of our closest friends and family and everyone truly enjoyed the day. I highly recommend booking The Wedding Foundry at Liberty View Farm for your intimate wedding.”
Courtney P., 8 months ago
Sugarhouse 
Chester, NY
  • Up to 350 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $15,000

Located in Hudson Valley, this 1854 Stone House Farm offers a beautiful, rustic setting for enchanting weddings & events. We love hosting a dream wedding but it’s not all we do! Wow your guests with delicious catering and scenery to pair with any event: showers, holiday parties, birthdays, company events, reunions, or any reason to gather and party. SugarHouse offers on and off site catering for any occasion.

Why you'll love this venue

  • Multiple event spaces
  • All-inclusive venue packages
  • Provides catering services

Venue considerations

  • Not for you if you're looking for a sleek and contemporary space
  • Not wheelchair accessible
  • No on-site guest accommodations
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Blooming Hill Farm 

5.0

Monroe, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

Blooming Hill Farm is a rustic wedding venue located in New York's Hudson Valley. This family-owned farm is known for growing organic produce on land in Blooming Grove for over 30 years. They use their own fresh ingredients to give you and your guests a true farm-to-table experience. Their friendly staff will work closely with you to coordinate decor, timelines, vendors, etc. Its beautiful natural setting and fresh cuisine make for a wedding your guests won't soon to forget.

Why you'll love this venue

  • Rustic charm with elegance
  • Handles all cleanup logistics
  • Flexible event spaces

Venue considerations

  • Large venue, not ideal for small guest lists
  • No dedicated areas for getting ready
  • Not for you if you're looking for a sleek and contemporary space
“Blooming Hill Farm was an absolute dream to work with for our wedding day. From the very first interaction, their communication style was thorough, attentive and easy - Kate gave me her personal cell number and was available to answer any questions I had almost immediately in the days leading up to our big day. The farm was absolutely breathtaking, with the venue's natural beauty and lush landscaping providing the perfect backdrop for our special celebration. Our guests could not stop talking about how good the food was and everyone said it was the best wedding they have ever been to. The staff was so amazing, making sure to think about everything possible in advance to ensure our wedding day went off without a hitch. We can’t wait to come back to the restaurant on our anniversary! We are so grateful to the entire Blooming Hill Farm team for helping to make our day truly unforgettable.”
Brittany K., 7 months ago
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Rushmore Estate 

5.0

Highland Mills, NY
  • Up to 250 guests
  • Select services
  • Indoor & outdoor
  • Starts at $30,000

Rushmore Estate was built in 1908 by Charles Rushmore for his dear wife. Fast-forward to today, the estate sits on 50 private acres with four private suites and is a gorgeous wedding wedding venue. Rushmore is where old-world charm meets modern luxury. Complete with a 60-foot heated infinity pool, private lake with beachfront and private hiking trails, basketball and tennis courts, large bonfire pit, Rushmore has it all. Our gorgeously detailed ballroom ceiling tops it all off for the perfect reception area. Contact us today for a tour!

Why you'll love this venue

  • Provides catering services
  • Has a glamorous vibe
  • Bridal suite on site

Venue considerations

  • Not wheelchair accessible
  • Not for you if you are drawn to more unconventional venues
  • Does not allow pets
“Absolutely magical. Getting married at Rushmore Estate was like stepping into a dream. From the moment we arrived at the grand gated entry to our lakeside bonfire after-party, everything was beyond what I ever imagined. The property is stunning, with 50 acres of pure serenity, scenic views, trails, and that private lake? Unreal. The staff was incredible—so helpful, patient, and genuinely dedicated to bringing our vision to life. What really set the experience apart was how thoughtful and accommodating they were from start to finish. Months before the wedding, they helped coordinate an amazing bachelorette weekend for me and my bridesmaids. They arranged airport pickups, planned day trips into the city, and even recommended a walking trail right on the property. The night before the wedding, we had a peaceful slumber party in one of the estate’s suites. No stress, just laughter, wine, and the kind of calm I never thought possible before a wedding. Every single detail, from the day trips to the fire pit after-party, was handled with care. If you're looking for a venue that’s elegant, relaxing, and full of heart, Rushmore Estate is it.”
Alex, 16 days ago
Events and Weddings By Allan 

5.0

MIDDLETOWN, NY
  • Up to 200 guests
  • Select services
  • Outdoor
  • Starts at $6,000

Events and Weddings by Allan has been providing full-service catering to the Hudson Valley region since 2015. We are dedicated to creating unforgettable culinary experiences for couples on their special day. We partner with unique venues in the Hudson Valley from Rustic barns to Historic Estates, to Tree Farms or Microbreweries . Our fully equipped state of the art food truck provides us with flexibility in choosing the desired venue location and creating a memorable dining experience for you and your guests. Contact us today to discuss your wedding catering needs and let us bring your vision to life !

Why you'll love this venue

  • Provides lighting and sound
  • Wheelchair accessible
  • Surrounded by nature

Venue considerations

  • No on-site guest accommodations
  • Large venue, not ideal for small guest lists
  • No on-site bridal suite
“My (now) wife and I enjoy the food at Alan's Falafel (Chester, NY) so much that when it came time to select a caterer we were very happy Alan's was available and worked with us on what we were looking for. We wanted to share the food we love and enjoy with our family and friends. We have been to so many weddings where the food was just underwhelming. Alan's did not disappoint. We still receive so many comments on how much the food was enjoyed and the People at Alan's worked very hard to make sure our day went smooth and we were left satisfied. Cannot recommend them enough.”
Michael R., 6 months ago
Falkirk Estate And Country Club 

4.0

Central Valley, NY
  • Up to 300 guests
  • Select services
  • Outdoor
  • Starts at $179

Our Venue is conveniently located approximately 3 miles north of the Woodbury Common Premium Outlets, New York State Thruway and Route 17 in Central Valley, NY. Nestled in the foothills of the Ramapo Mountains, Falkirk Estate and Country Club can accommodate any size affair, from Grand Weddings and Social Galas to more intimate Cocktail Receptions. Lush landscaping, waterfalls and an elegant white wrought iron Gazebo are all options for the perfect backdrop to your outdoor ceremony as well as memorable photographs at our Rustic Barn and Historic Stone Gate House. Guests will marvel as the sunsets behind the Ramapo Mountains, illuminating the late afternoon sky above your ceremony. Your special day should be as wonderful as you have always imagined.

Why you'll love this venue

  • Offers full-service amenities
  • Blends luxury with trendiness
  • Has a dance floor for celebration

Venue considerations

  • Not for you if you prefer a more modern aesthetic
  • Not for you if you are looking for something nontraditional
  • Large venue, not ideal for small guest lists
“We started the wedding planning process by starting to look at venues. Falkirk was the first venue we had toured and immediately fell in love with it. From seeing the golf course, the waterfall, the gazebo, and incredible views, it was breathtaking and we imagined ourselves getting married there immediately. We met with Andrea during our tour, and had the pleasure of getting to work with her throughout our planning process, and was absolutely incredible on the day of our wedding! She made herself available to answer our (many) questions, going over timelines, and ensuring that our vision and dreams for the day came true. They had it all, from phenomenal staff to incredible food, not to mention the stunning views. We could not have asked for better! They truly make you feel like a VIP throughout the entire wedding weekend. Andrea was an absolute gem to work with, and made sure everything we dreamed of came true. And when we got the opportunity to have fireworks during our reception?! To this day, we have friends and family still talking about the firework show. Andrea worked seamlessly with other vendors and the firework staff to make sure it was a surprise show that no one would forget. Our wedding day was a dream, and we are so glad we had it at the Falkirk Estate and Country Club. We are so incredibly happy we got the pleasure to work with them, and would recommend any couples that are starting the wedding planning process, to reach out to them.”
Juliette N., 9 months ago
The Captain’s Table 
Monroe, NY
  • Up to 100 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $1,050

Ensure that your next party or work event is a great success by hiring The Captain’s Table to prepare the food! We offer both in-house private dining and off-site catering available. We have dozens of dishes for you to choose from with ½ trays and full trays available. Depending on the nature of your event, different types of foods may be more appropriate than others. Certain trays will be ideal for a buffet-style feast while others are intended to be enjoyed as hors devours with drinks for a casual affair. Great for After Wedding Celebrations!

Why you'll love this venue

  • Both indoor and outdoor options
  • Provides event staff
  • Provides catering services

Venue considerations

  • No on-site bridal suite
  • No on-premises lodging options
  • Does not allow pets

Location flexible? Discover venues near Chester, NY

The Studio at Beaver Mill
North Adams, MA
TurnPark Art Space

5.0 (1)

West Stockbridge, MA
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Elmartin Farm
Cheshire, MA
Race Brook Lodge
Sheffield, MA
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Cricket Creek Farm

5.0 (1)

Williamstown, MA
Stonover Farm
Lenox, MA
Quick responder
The Prospect

5.0 (2)

Egremont, MA
South Farms

5.0 (3)

Morris, CT
Cottage Farm of the Berkshires

5.0 (1)

Pittsfield, MA
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Camp Lenox
Otis, MA
Berkshire Lake Camp

5.0 (2)

Hinsdale, MA
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Winbrooke
Tyringham, MA

Get inspired by real weddings in Chester, NY

View all real weddings in Chester, NY
Boho Barn Wedding
Rustic Traditional Wedding at Blooming Hill Farm
Elegant Romantic Center at The Tappan Hill Mansion
Wedding at The Brick House
Fall-Hued Nuptials at FEAST at Round Hill
Sweet Natural Nuptials in New York
Traditional Wedding at The Old Tappan Manor
Classic Spring Wedding at FEAST at Round Hill
Classic Nuptials at Arrow Park
Whimsical Wedding at Camp Sacajawea
Romantic & Lush Celebration in the Hudson Valley
Dreamy Gold & Pastel Pink Winery Wedding

Event types for wedding venues in Chester, NY

About wedding venues in Chester, NY

Why is New York the Perfect Wedding Destination?

New York gives you incredible variety for your special day, from Manhattan's iconic skyline to the charming countryside of Upstate. You can enjoy timeless elegance at The Plaza Hotel with its grand ballrooms overlooking Central Park, or take in breathtaking panoramic views of Manhattan at Tribeca Rooftop. Brooklyn offers photography-friendly industrial-chic spaces like The Foundry with its character-filled exposed brick and factory windows. Head Upstate and you'll find City Winery Hudson Valley where your celebration unfolds against the backdrop of a working vineyard with mountain views that change beautifully with each season. April sees the most wedding inquiries in New York, showing just how many couples are drawn to the region during spring's beautiful blooming season.

What's the Reality of Wedding Costs in New York?

Expect to pay more for your New York wedding than the national average of $6,500-$12,000 for venues alone. New York venues typically cost around $16,709 which makes up about 22% of your total wedding budget. Your overall costs will vary based on how many guests you're hosting:

Guest CountTotal Wedding Budget
50 guests (small wedding)$32,316
100 guests$54,844
150 guests$76,011
200 guests$94,911
250 guests$113,810
300 guests (large wedding)$132,709

Your other major expenses will include catering at $13,367 (18%), bar services running $10,694 (14%), florals at $8,177 (11%), planners costing $6,044 (8%), photography at $5,119 (7%), videography at $4,622 (6%), entertainment at $2,298 (3%), cake and desserts at $1,067 (1%), and hair and makeup averaging $550 (1%).

How Do NYC Wedding Venues Compare to Upstate Locations?

NYC venues offer you urban sophistication with distinctive skyline views. At Tribeca Rooftop + 360° you'll enjoy floor-to-ceiling windows showcasing Manhattan panoramas while The Plaza presents opulent ballrooms featuring chandeliers ornate molding and gold accents. The 620 Loft & Garden gives you a stunning rooftop terrace overlooking St. Patrick's Cathedral and Fifth Avenue.

Upstate venues surround you with natural beauty and historic architecture. City Winery Hudson Valley welcomes you to a renovated factory featuring vaulted ceilings stone walls and vineyard views. You can host up to 350 guests here and customize your outdoor ceremony areas to create exactly the atmosphere you're dreaming of.

Which New York Venues Offer Outstanding Culinary Experiences?

You can treat your guests to Two Michelin star cuisine at Manhatta perched 60 floors high in the Financial District where Executive Chef Justin Bogle creates memorable dishes like hamachi and black truffle dumplings. The River Cafe in Brooklyn serves Michelin-starred cuisine featuring Hudson Valley foie gras and Nantucket Bay scallops with Brooklyn Bridge views right outside your window. For a farm-to-table experience Blue Hill at Stone Barns in Westchester County offers cuisine sourced directly from their on-site farm with their HayLoft space accommodating anywhere from 40 to 260 guests.

Where Can You Find Accessible Wedding Venues in New York?

For couples prioritizing accessibility 620 Loft & Garden offers customizable settings that can work with various needs though you'll want to confirm specific features during your planning. Prospect Park Boathouse and Central Park Conservatory Garden provide accessible options with proper pathways for all your guests. Always ask about specific accommodations like wheelchair ramps elevators and accessible restrooms when you're researching potential venues to ensure everyone can fully participate in your celebration.

How Can Guests Participate Remotely at New York Weddings?

Historic Manhattan venues can make remote guests feel included by incorporating virtual tours during ceremony breaks while Midtown Loft & Terrace supports interactive platforms that go beyond simple passive streaming. You might consider venues in Chelsea or SoHo that can enhance those famous skyline views with live streaming that includes interactive elements like virtual photobooths live chats or virtual toasts. These features help create genuine engagement for participants joining your special day from afar.

What types of wedding venues are in Chester, NY?

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