The Best Retreat Wedding Venues in Chester, NY

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3 Wedding Venues in Chester, NY

Lodges, retreats
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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
“We cannot recommend Black Walnut Farm enough—it was the perfect place for the wedding of our dreams! From the breathtaking forest ceremony site that felt like stepping into a fairytale, to the warm and vibrant barn that created the ideal setting for our reception and dance party, to the sprawling wildflower gardens that surrounded our golden cocktail hour — every part of the venue is magical. The venue owners, Sarah and Jim, were incredible to work with—so flexible and supportive in helping us create a wedding that truly reflected us. They not only encouraged our own ideas but also suggested thoughtful details we wouldn’t have considered on our own, making our day even more special. It felt like a true collaboration and both my wife and I felt understood by them in this partnership. What really stood out is how effortlessly beautiful and well-equipped the venue is. We only added some simple table flowers, and that was it! It’s truly a “ready-to-go” venue that makes wedding planning so much easier while still looking stunning. We’re already looking forward to attending more events at Black Walnut Farm so we can keep the connection to this incredible place. It’s not just a venue—it’s a place that feels alive with love and celebration. If you’re considering it for your wedding, stop searching—you’ve found your perfect spot!”
Dana R., 2 years ago
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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.

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