The Best Retreat Wedding Venues in Chester, NY

How do we sort results, including Sponsored Ads and personalized results?


4 Wedding Venues in Chester, NY

Lodges, retreats
Quick responder
Blenheim Hill Farm 
Rating: 5.0 (25 reviews)
  • Up to 225 guests
  • All-inclusive
  • Outdoor & indoor
  • Starts at $30,000

Blenheim Hill Farm is a heavenly wedding destination in the Catskills Mountains. Our capacity is from 70-220 guests. We grow the food and cook it for you in ​our ​own kitchen. You don't have to worry about outside catering, rentals, or even a planner. Our in-house team helps you every step of the way, and everything is included. Our historic farmhouses ​ ​are gorgeously appointed sanctuaries for you and your family, sleeping up to 40 guests. With over 15 years in farm-to-table dining and destination weddings, we are committed to hosting your best-day-ever with extraordinary attention to detail, making it a very personal experience.

Why you'll love this venue

  • Classic, vintage atmosphere
  • Provides lighting and sound
  • Unique barn setting

Venue considerations

  • Venue feels large for events with small guest lists
  • Not for you if you are looking for something nontraditional
  • No free parking
Awarded Best of Zola
“We loved Blenheim Hill farm when we first saw it, which was under a foot of fresh snow, but when we returned for our wedding day (8/1/26) and saw everything in bloom we loved it even more. The place is beautiful, remote and relaxing. There are no sounds of traffic and the views are incredible. When guests starting arriving on Friday night everybody just kept asking us “where did you find this place??” Its truly beautiful! An idyllic place to get married. The Farmhouse, where we had close family stay for the weekend, is charming and comfortable. The kids loved playing with the goats, exploring and swimming in the lake. The adults relaxed and walked the property. The staff were helpful and fantastic the entire time. Leading up to the wedding, the venue had an online portal that organized lots of our wedding details which helped immensely with planning. The staff were very helpful with any questions we had. The food for the rehearsal dinner, wedding night, and brunch were all fantastic. They went above and beyond what most people expect when attending a wedding. Many people told us it was the best food they’ve had at a wedding. In fact, many people told us it was the best wedding they had ever been to! (We agree) A side note, we were worried about guests finding accommodations for the wedding, but everyone had a pretty easy time finding AirBNBs/local bed and breakfasts really close by. When we got engaged and started planning our wedding, we heard many people say your wedding is “just one day,” but it really is much more than that: it's the months of planning leading up to it and all the times you think back on it in the years to come too. We really enjoyed doing all the wedding planning with Blenheim's help and the wedding weekend was perfect. We will cherish the memories of our wedding for the rest of our lives. We’re sad that it's over, but if you want to invite us to your wedding so we can go back, we accept!”
Max F., a month ago
Quick responder
The Barn at Black Walnut Farm 
Rating: 4.9 (74 reviews)
·Ratings include Zola and Google reviews
Saugerties, NY
  • Up to 175 guests
  • Select services
  • Outdoor & indoor
  • Starts at $13,500
  • Offer

Black Walnut Farm is a 34-acre historic estate in Saugerties, NY, where the Catskills meet the Hudson Valley and where weddings become full weekends of revelry. Settle in, welcome your favorite people, throw one hell of a party, and actually enjoy it all! Celebrate in our temperature-controlled 1891 barn with a four-foot disco ball, gather around the bonfire, and stay onsite in our 1747 farmhouse. 2027 Wedding Weekend Venue Fees are $13,500 off-season (Nov-April + July) and $16,500 prime season (May-June and Aug-Oct). A two-night farmhouse stay ($1,200/night) and 15% service fee apply; your welcome event has no additional site fee. Most couples plan for an overall wedding budget (including all outside vendors and services) of approximately $55,000–$100,000+. Our hospitality team is here throughout the weekend, taking care of the details so you can spend your time with your guests. We believe in great food, seriously good drinks, packed dance floors, and one more song.

Why you'll love this venue

  • Allows pets
  • Wheelchair accessible
  • Provides lighting and sound

Venue considerations

  • Best for events with big guest lists
  • Not for you if you prefer a more modern aesthetic
  • On-site parking not available
Awarded Best of Zola
“If anyone were to ask me what my favorite part of my wedding was I’d have to say “Black Walnut Farm!” What a remarkable experience it has been to work with Sarah, Jim, Lish, Lindsey, and of course, Miss Lilly! My partner and I didn’t even bother viewing another venue because we could instantly feel how special the BWF property was — we called 30 minutes after our tour and said we were ready for the contract and deposit. Even still Black Walnut Farm far exceeded our expectations! Everything about this venue is so thoughtfully curated and managed. There is just so much care and consideration that has gone into every inch of this very special place! My partner and I decided to have a “honeymoon” week during the week of the wedding; we chose to have the extended package where we stayed on the property just the two of us. Unwinding in front of the fireplace while playing chess and drinking wine was such a lovely way to relax the night before. The sunroom is the perfect place for getting ready the morning of the wedding! After our wedding (in lieu of an after party) we just asked to have the hot tub ready for us, which was the best move ever! Most importantly, the BWF team were so kind and patient, cool and collected. In the face of some extreme family drama and chaotic spring weather they always rolled with the punches. I felt that I could trust them fully and always felt safe and cared for. I was not afraid to defer to their expertise in the midst of the chaos, and I do not regret any of those decisions! In fact, the backup rain plan ended up being better than the original plan! Thank you again, Black Walnut Farm. You have created something so very, very special and we will be eternally grateful!”
Darby H., a year ago
TrendlineTrending
Zanger Estate 
Rating: 5.0 (1 review)
Campbell Hall, NY
  • Up to 130 guests
  • Raw space
  • Outdoor & indoor
  • Starts at $1,200

A historic home and gardens nestled in scenic Campbell Hall, New York. Restored for a memorable, charming atmosphere, and devine experience. This is the preferred place to plan your event that will be remembered by all.

Why you'll love this venue

  • Offers full flexibility in setup and decor
  • Both indoor and outdoor options
  • Has a dance floor for celebration

Venue considerations

  • Does not provide event staff
  • No venue-provided food services
  • Not for you if you are looking for something nontraditional
“From our first conversation with the team at Zanger Estate, we knew we had found the right venue for our wedding. They were patient and accommodating throughout the entire planning process, making every step a pleasure and treating us with genuine honesty about what they could deliver. The estate itself is absolutely gorgeous—the grounds and spaces are exquisite, with a charm that made our guests feel like they were stepping into a fairy tale. The staff was easy to work with and assertive in their recommendations, which helped us avoid mistakes and create an unforgettable experience. Everything about our day felt luxurious and beautiful, from the moment we arrived until the last dance. We supremely recommend Zanger Estate to any couple looking for a stunning backdrop to celebrate their love.”
Stacy, 5 months ago
Sleep Inn & Suites Middletown - Goshen 
Middletown, NY
  • Up to 2500 guests
  • Select services
  • Indoor
  • Starts at $175

Dream better at The Sleep Inn & Suites hotel in Middletown, NY. We are near the Galleria at Crystal Run mall and are a simple stylish sanctuary that’s designed for a happy night’s rest. Our location off Interstate 84 makes it easy to enjoy hot air balloon rides, outdoor activities in the Poconos in Pennsylvania and attractions like: Hudson River, Holiday Mountain Ski Area and Monticello Raceway. You’ll find current, stylish design elements inspired by nature to refresh and relax around every corner at our affordable Middletown hotel. Our reasonable amenities simply complete your stay and include: Free breakfast ,Free WiFi, use of our indoor pool, fitness center, and business center. All of our guest rooms help you rest and unwind and include microwaves and refrigerators! Dream better at the Sleep Inn & Suites. Middletown hotels like ours are just as restful as home, but better–so that you leave with a smile on your face and a spring in your step.

Why you'll love this venue

  • Accommodates more than 200 guests
  • Wheelchair accessible
  • Dressing room available

Venue considerations

  • No in-house catering options
  • No built-in audiovisual options
  • Does not allow pets

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 other Chester vendors will I need?

What other wedding venues are nearby?

What other wedding services are nearby?