The Best Small Wedding Venues in Callicoon Center, NY

The Best Small Wedding Venues in Callicoon Center, NY

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7 Wedding Venues in Callicoon Center, NY

Up to 50 guests
Available on September 13, 2026
Quick responder
City Winery Hudson Valley 

5.0

Montgomery, NY
  • Up to 350 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $30,000

Thank you for considering City Winery for your upcoming wedding. City Winery offers the romance and unique style of a rustic winery wedding with the ease of a full-service wedding venue, located on the outskirts of the small village of Montgomery, NY, surrounded by the sights and sounds of the Wallkill River with the Shawangunk Mountains in the distance, and near numerous art and architecture attractions like the Storm King Art Center, Dia Beacon, and Bannerman Castle. With the ability to host everything from a small intimate rehearsal dinner to an elaborate wedding for up to 350 guests, our goal is to help you create everlasting memories. We look forward to bringing your wedding vision to life!

Why you'll love this venue

  • Provides lighting and sound
  • Provides event staff
  • Provides setup and cleanup

Venue considerations

  • Large venue, not ideal for small guest lists
Awarded Best of Zola
From the moment we inquired about hosting our wedding at City Winery Hudson Valley, the staff was incredibly responsive, collaborative, and creative in helping us plan our special day. The venue itself was spacious, beautiful, clean, and had a wonderful industrial-chic aesthetic that perfectly fit the vibe we were going for. On the day of, the event ran incredibly smoothly with a great flow to the evening, thanks to the excellent staff who attended to our every need. And the food? Absolutely incredible - our guests are still raving about it! We are so grateful to the team at City Winery Hudson Valley for making our wedding day truly unforgettable.
Kristen O., 5 months 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
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
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Mountainville Manor 

5.0

Mountainville, NY
  • Up to 150 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $15,000

Mountainville Manor ensures that your wedding day is a merging of natural beauty and award winning, world class cuisine. The Victorian details and beautiful grounds offer a timeless backdrop for your special day, where you can say your vows in front of the charming gazebo. There is also an inside ceremony option, in our ballroom. Cocktail hour is enjoyed in the “home” part of the Manor with access to the wrap around porch and courtyard area with fire pit. The Manor provides two areas for a spectacular reception - an elegant setting with windows on several sides of the main ballroom to accommodate up to 150 guests or a tented reception on our lush landscaped grounds accommodating up to 250 guests. You may arrive four hours before your ceremony and get ready in our spacious bridal party suites. Hosting only one wedding a day, we pay special care and attention to every detail, making the wedding planning process stress-free and the event flawless for you and your guests.

Why you'll love this venue

  • Has a dance floor to dance the night away
  • Versatile for various event styles
  • All-inclusive venue packages

Venue considerations

  • Not for you if you are looking for something nontraditional
  • No on-site guest accommodations
What a great venue! We love creating flowers for Mountainville Manor weddings and working with Lauren. From beginning to end, Lauren and her staff's attention to detail is amazing.
Debbie, 4 years ago
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The Arnold House 

5.0

Livingston Manor, NY
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $25,000

Plan your dream Wedding Weekend with us at The Arnold House, nestled in the heart of the Catskill Mountains, a mere 2-hour drive from New York City. Elevating the art of weddings into a three-day celebration of love, The Arnold House redefines the wedding experience, offering a personalized approach tailored to you. Our curated wedding weekends are available for every season and designed for couples who yearn for more than just a single day of festivities. Peak season is considered mid May through the end of October and requires a minimum of 120 guests and a maximum of 200 guests. Off peak season is considered November through Mid May with a maximum of 90 guests. At The Arnold House, we don't just host weddings; we create a celebration that spans all weekend long.

Why you'll love this venue

  • Both indoor and outdoor options
  • Rustic charm with elegance
  • Has an energetic and exciting atmosphere

Venue considerations

  • No free parking
  • Not for you if you don't want a rustic vibe
  • Not wheelchair accessible
My husband and I got married at The Arnold House on December 7, 2024, and it was truly the most perfect winter wedding weekend—we wouldn’t change a thing! Our guests couldn’t stop raving about the venue, with many comparing it to something straight out of a Hallmark movie. The property is absolutely magical. From the moment we visited, we fell in love with The Arnold House and knew we couldn’t wait to share it with our loved ones. The food, the ambiance, the cozy spaces throughout the property, and the beautifully appointed rooms all contribute to making this venue one-of-a-kind in the Catskills. The entire staff was amazing—everyone, from the wonderful kitchen team to the bartenders (shoutout to Kyle!), the front desk crew, and all the behind-the-scenes staff—went above and beyond to make our day special. A huge thank you to Emily & Will, who were absolute rockstars! They helped bring our vision to life with their organizational skills and attention to detail, guiding us every step of the way from the minute we booked to the day after the wedding. Everyone made sure that everything was perfect! We stumbled upon The Arnold House through Instagram in February 2024, and after visiting for lunch at the tavern the very next day, we were sold. The winter vibe, the barn, the greenhouse, cozy indoor fires, and outdoor firepits were everything we had dreamed of for our wedding. We visited again in the summer and fall, and no matter the season, The Arnold House always leaves you eager to plan your next visit. If you’re searching for a beautiful, intimate wedding weekend with a team of experienced professionals who truly care about bringing your vision to life, The Arnold House is the place for you!
Aneta S., 2 months ago
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The Barn on Hubbard 

5.0

Callicoon, NY
  • Up to 200 guests
  • Raw space
  • Indoor & outdoor
  • Starts at $8,000

Located in Callicoon, New York, The Barn on Hubbard is a rustic and charming wedding venue. This fully restored 19th-century barn is ideal for couples who want a vintage wedding with all the modern amenities required for remarkable celebrations. The barn was originally built in the 1800s by the Gabel family from Germany. Dairy farmers by trade, this barn was the family's home and livelihood for many generations. Surrounded by picturesque meadows and the Catskill Mountains, the barn is now a desirable wedding site for those dreaming of a naturalistic festivity.

Why you'll love this venue

  • Flexible event spaces
  • Has a dance floor for celebration
  • Raw space for complete customization

Venue considerations

  • Does not allow pets
  • No on-site bridal suite
  • Venue feels large for events with small guest lists
The Barn on Hubbard was absolutely perfect in every way. We were married there in October 2018 and could not have asked for a better experience. The Barn's scenery in the Fall, set on a back road on a sprawling hill is to die for and made for wonderful photo opportunities. The Barn has beautiful natural lighting, a very cool bar built into an old silo, a great outdoor patio and a large lawn space perfect for games and activities. The best part about the Barn on Hubbard was that we were free to bring in all of our own vendors and decorate however we wanted, which helped us tremendously with cost savings. This wasn't your typical cookie-cutter venue where it is overpriced, one-stop shopping. We are from the city, so we thought it would be challenging to plan a wedding about 2 hours way, but Sara went above and beyond the call of duty. She provided excellent recommendations, was readily available to answer all questions, accommodated our rental company with drop off the day before, allowed us to decorate the day before, and helped to prepare a number of other things leading up to the wedding - not to mention everything she did the day of the event, from assisting with parking, to making sure everything was running smoothly. I highly recommend this venue for your wedding, or any event, I cannot say enough wonderful things about the Barn, the people who run it, and the time we had planning/celebrating our wedding! Book now!
Philip and M., 4 years ago
Quick responder
Seminary Hill 

5.0

Callicoon, NY
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $13,000

Seminary Hill is an all-season flexible space that offers a distinctive venue to host your weekend wedding. Located 2 ½ hours northwest of NYC, our holistic apple and pear orchard and working cidery provide breathtaking views of the Catskills and the Delaware River Valley. We offer both indoor and outdoor settings. You may stage your ceremony on a high ridge overlooking the Delaware River or nestled among the apple and pear trees. You may serve lunch or dinner in our award-winning Tasting Room or our elegant Wedding Tent. Our Executive Chef Jack Tippett has created seasonal catering menus that pair perfectly with our ciders.Included in the wedding package are the Mountain House and Cottage, sleeping ten guests. Additional lodging for 50 guests is available at the Boarding House and two houses in Callicoon, the small town just down the hill that is listed on the National Register of Historic Places. Seminary Hill’s warm professionalism makes this the ideal setting for your wedding!

Why you'll love this venue

  • Provides lighting and sound
  • Scenic vineyard views
  • Has onsite accommodations

Venue considerations

  • Best for events with big guest lists
  • Not for you if you prefer a more modern aesthetic
We had a Fall wedding at Seminary Hill and I couldn't recommend this venue more! The view is STUNNING. The house is perfect. The guest house is an absolute bonus (we invited close friends to stay next door). And the folks at Seminary Hill are a pleasure to work with, especially the property manager Bill. He was beyond helpful and extremely friendly. He helped us wrangle vendors before the wedding, he helped with setup and when any issues arose the day before, and he was just all-around a pleasure to work with. He made our experience so enjoyable and he was also instrumental to ensuring the weekend ran smoothly. We really couldn't recommend this venue more.
Meg., 6 years ago
Quick responder
The North Branch Inn 
North Branch, NY
  • Up to 125 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $25,000

At The North Branch Inn, we see hospitality as a calling. Our approach is thoughtful, intentional, and sustainable. One of our focal offering is our chef prepared food, where we only serve top-quality fare with a menu rooted in produce we grow ourselves, supplemented by local farms. The North Branch Inn is comprised of three charming classic buildings with 14 beautifully appointed guest rooms, each full of character for 30 overnight guests. But the real magic unfolds outdoors. Our seven acres stretch gracefully between two tranquil creeks. The grounds are distinct and varied offering a beautiful blank canvas to create a unique and memorable experience. Our promise is a celebration of you, the beauty of the food and creating experiential moments that you and your guests will remember for years to come.

Why you'll love this venue

  • All-inclusive venue packages
  • Full catering menu to choose from
  • Has onsite accommodations

Venue considerations

  • Not wheelchair accessible
  • Lighting and sound are not included
  • No free parking

Location flexible? Discover venues near Callicoon Center, NY

About wedding venues in Callicoon Center, 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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