The Best Small Wedding Venues in Callicoon Center, NY

The Best Small Wedding Venues in Callicoon Center, NY

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2 Wedding Venues in Callicoon Center, NY

Vineyards, wineries
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
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

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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