The Best Small Wedding Venues in Pawling, NY

The Best Small Wedding Venues in Pawling, NY

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3 Wedding Venues in Pawling, NY

Farms, barns, ranches
Up to 50 guests
Available on September 13, 2026
Quick responder
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
Billiam, Erica and their entire team were amazing! The whole process was smooth and they were always able and willing to answer any of our questions, we had lots of them! The end result of our wedding was incredible. I was blown away at the beauty of the venue and the food was incredible. My guests were all amazed at how gorgeous everything was and couldn’t get over how delicious the food was. They are still talking about it! I can’t wait to see the photos Erica took, she was great to work with and made us feel comfortable during the whole process! I recommend this venue to everyone! Thank you to everyone at Liberty View Farm for making our day perfect! It was truly a fairytale wedding.
Samantha B., 4 days ago
Kirby Hill Farm 

5.0

Pawling, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $15,000

“The Quintessential Hudson Valley Farm Wedding Venue” Nestled in Quaker Hill, a small hamlet northeast of Pawling, NY, Kirby Hill Farm offers a rustic-styled wedding backdrop on a sprawling countryside. Kirby Hill farm is a unique and beautiful equestrian farm just an hour north of New York City. It offers horse enthusiasts the finest boarding, training & recreational options for nearly every discipline and skill level. The estate is complete with indoor riding arenas, horse barns, paddocks, riding trails, an outdoor event field with observation pavilion and clubhouse. With over 250 majestic acres, you will find yourself surrounded by beautiful outdoor landscapes, a few breathtaking ceremony sites to choose from, and newly renovated barn overlooking our pristine grounds. From intimate celebrations to large formal occasions, Kirby Hill Farm couples farm elegance and modern celebration in a country setting with many picture-perfect spots to capture your special moments.

Why you'll love this venue

  • Full catering menu to choose from
  • Has a dance floor to dance the night away
  • Allows pets

Venue considerations

  • Not for you if you're looking for a sleek and contemporary space
  • No on-premises lodging options
  • No on-site bridal suite
Kirby Hill Farm is a magical experience. By far my most favorite venue to flower and the most gracious hosts to work with. There is a beauty and authenticity about the farm. Surrounded by rolling hills and wide skies this gem has many perfect backdrops for gorgeous photo ops (think majestic horses grazing in the background and beautifully landscaped grounds to meander). The thoughtfully appointed farmhouse is the right size to accommodate most bridal parties and is also a stellar option for hosting intimate rehearsal dinners in front of the fireplace. The club house is loaded with character: warm wood, stone, and the original barn doors. The barn stands in contrast, industrial in feel with soaring ceilings and oversized glass doors that open up to cocktails on the pavilion overlooking the polo field below. I found tons of inspiration for my design vision right at the farm and the team there was flawless in facilitating my execution. If you love BBQ or beautifully prepared delectable food experiences you should definitely check out the farms exclusive caterer Odeens when you visit the site. Overall just sublime!
Studio Nectar, 3 years ago
Akindale Farm 
Pawling, NY
  • Up to 200 guests
  • Raw space
  • Indoor & outdoor

Akindale Farm is one of a kind. Situated on 310 picturesque acres on Quaker Hill in the center of the Hudson Valley, Akindale offers a backdrop of rolling hills, herds of stunning racehorses, incredible vistas, and a wealth of different locations on the property to suit your special event. Akindale is not a typical wedding venue; but it is an exceptional place for your wedding. Our core mission is to rescue and care for retired Thoroughbred racehorses and we have over 120 on site. We are working farm, not a manufactured showplace. Therein lies our natural beauty. We welcome all types of ceremonies, and respect individual creativity. As a nonprofit, we are able to fund our work with the horses through offering our spaces and as such, your location fee will be completely tax-deductible. We hope you consider our space and invite you to come visit!

Why you'll love this venue

  • Rustic charm with elegance
  • Flexible event spaces
  • Offers full flexibility in setup and decor

Venue considerations

  • Does not have a dance floor
  • Does not provide event staff
  • Couple must handle cleanup and setup

Location flexible? Discover venues near Pawling, NY

About wedding venues in Pawling, 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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