Visit Callicoon

08/02/2026

FAMILY FUN DAY. Free shoe rental with hourly lane rental **Must mention this post**

07/21/2026

We’re so excited about the fantastic line up of entertainment THIS weekend at the 42nd Annual Callicoon Country Fair! 🎶

🗓️ THIS Saturday, July 25th, 10am - 5pm

📍Callicoon, NY!

Come to Callicoon for a full day of LIVE Music • Vendor Market • FREE Pony Rides • Bounce House • Dunk Tank • Face Painting • Country Line Dancing • and so much more!

Entertainment kicks off at 10am on The Callicoon Depot with Country Line Dancing -don’t forget your cowboy boots. 🤠

Followed by a full day of incredible music from talented local musicians:

🎤 Lucas Maehara Rotman, 11a
🪕 Dan Brinkerhoff AKA Pig Daddy, 11:45a
🎻 Poison Love Band, 12p
🎶 GreenLady, 1p
🎵 James G. Barry Band, 2p
🎸 N2D2 Band, 3pm
🎹 Faith Kelly & Caswyn Moon, 4p

Performances will be intermingled with vendors from throughout the region –local farms, artisans and craftsmen will be selling their wares in addition to Callicoon’s already incredible selection of Main Street Shops -featuring antiques, art, gourmet items, home goods, lifestyle brands, naturalist’s outpost, records, women’s wear, vintage clothes and so much more!

Check out the charming catskill town -listed on the National Historic Register. Wander historic streets lined with unique shops and sample fair from twelve incredible eateries -including a brewery, wine bar, craft cocktail bar and cidery!

There’s something for everyone at the Callicoon Country Fair! 🤠

Thank you to our incredible sponsors: The Sullivan County Democrat, Hudson Valley Credit Union, Seminary Hill Orchard & Cidery, Jeff Bank, Wayne Bank, Garnet Health Catskills and Sullivan Catskills.

07/16/2026

07/12/2026

It’s time to gather your posse and gear on up for the 42nd Annual CALLICOON COUNTRY FAIR! 🤠

🗓️ Saturday, July 25th, 10a – 5p
📍 Callicoon, NY

Join us for a full day of LIVE local entertainment, shopping, dining, kids’ activities and more!

Musical performances will be intermingled with Main Street merchant pop ups and vendors from throughout the region.

Bring the fam to the Callicoon Creek Park Kids Area for:

🐴 FREE Pony Rides, 11a -3p
💦 Dunk tank
🏠 Bounce House
👩‍🎨 Face Painting
🐐 Farm Animals
🪓 Axe Throwing
🎯 Lawn Games

The entertainment kicks off at the Callicoon Depot Main Stage 10am with Line Dancing with Dancin' & Dreamin'. Be sure to bring your cowboy boots and be ready to hit the dancefloor! 🤠

Then get ready for a full day of amazingly talented local performers!

🎤 Lucas Maehara Rotman, 11a
🎵 Dan Brinkerhoff, aka Pig Daddy, 11:45a
🎻 Poison Love Band, 12p
🪕 GreenLady, 1p
🎶 James G Barry Band, 2p�
🎸 N2D2, 3p
🎹 Faith Kelly Art & Caswyn Moon, 4p

Sample delicious food from thirteen incredible local restaurants, including a brewery, wine bar, cocktail lounge and cidery, and be sure to save room for and tasty treats from our market vendors.

Shop unique boutiques and specialty shops and check out the market for local crafts and products like hand-made charcuterie boards, tie-dye clothing, screen printing, hand-dyed fabrics, beauty products, candles, wreaths, fresh produce, arts & crafts and leather goods.

Check out the charming Catskill town — listed on the National Historic Register!! Wander along the historic streets, view the architecture and admire the beautiful Delaware River.

There is something for everyone at the Callicoon Country Fair! We hope to see you there. 🤠

For more info, visit s at, https://visitcallicoon.com/callicoon-country-fair/

CALLICOON COUNTRY FAIR 2026 is produced by the Callicoon Business Association and made possible by our incredible sponsors: Sullivan County Democrat, Hudson Valley Credit Union, Seminary Hill, Sullivan Catskills, Wayne Bank, Jeff Bank and Garnet Health.

❤️

07/08/2026

We’re excited to host a fun, engaging, and educational event in just a few weeks! The Birds and Bees is a day-long celebration featuring interactive demonstrations and hands-on activities that highlight the remarkable birds, native plants, and pollinators that support the Upper Delaware ecosystem.

This free event offers a unique learning experience for all ages. Join us at the Callicoon Depot to learn how to identify native bird calls, discover birdwatching techniques, explore the benefits of native plant species, and create your own pollinator seed balls to take home. Whether you're an experienced nature enthusiast or simply curious about the natural world, there’s something for everyone to enjoy.

06/21/2026

06/21/2026

Big news! Big Shot Bowling Lounge is now open for bowling, Wednesday - Sunday, 2-10pm!
(lounge & eats coming soon!)