Callicoon Business Association

🎄 Who's ready for the Tenth Annual Callicoon Holiday Tree Lighting TONIGHT at The Callicoon Depot! ✨

🗓️ TONIGHT at 5pm - Saturday, November 29th.

🎄The Tenth Annual Callicoon Holiday Tree Lighting is our official start the holiday season –that we celebrate together as a community.

✨ Join the Callicoon Business Association and Special Guest Host, Jenn Clarke from 98.3 WSUL for the festivities!

Enjoy:
🍫 Fire Pits + FREE S’mores for the kiddos 🔥
☕️ Hot Chocolate Bar + Treats from Roger That Bakery
🎶 Performances from the Sullivan West High School Select Choir
🥧 Sullivan West High School Bake Sale
🧸 Sullivan West Elementary PTSO Toy Drive + Raffle 🎟️
🎅 A Special Visit from Santa!

🛍️ Come to town early to start your holiday shopping at Callicoon’s fantastic shops & eateries for Small Business Saturday! ✨

✨We hope to see you at this festive holiday event!

✨We will once again be helping to collect toys for the Sullivan West Elementary PTSO Holiday Toy Drive. 🎁 🧸 🚂

🎁 Bring a new unwrapped toy or other appropriate item* (see flyer for more details) and receive a Raffle Entry for a chance to win a $100 Gift Certificate to the Callicoon Business of your choice!! 🎟️
Sullivan Catskills

🎁 The Callicoon Business Association is working with Sullivan West Elementary PTSO to collect toys & gifts for The 27th Annual Holiday Toy Drive! 🎄

Help us make the season brighter for kids in the Sullivan West School District.

We’re collecting NEW, unwrapped toys & gifts for local families who need a little extra help this holiday.

🎟️ As a thank-you, every donation enters you to WIN a $100 gift card to any Callicoon business of your choice!

📍 Drop-Off Locations in Callicoon:
• Callicoon Holiday Tree Lighting (11/29, 5–6pm)
• Dickens on the Delaware (12/13, 11am–5pm)
• The Callicoon Marketplace (11/25–12/14)
* Marketplace Drop-offs: Please tape your raffle stub with name + phone to the item.

🎁 Suggested Gifts Include: Board games • Legos • Arts / Craft kits • Sports gear • Discovery sets • Tween gifts • Toys for ages 1–4 • Makeup/hair sets • Books • Hats / Gloves • Coats • Pajamas • & more (ages 0–12)

💛 Know a family that needs support this year?

Contact Tara Brey at 845-482-4610 x2259

Let’s spread joy, Callicoon! 🎄✨

Our Jeffersonville Branch is currently taking donations of used/like new books for our upcoming Holiday Book Sale, which will run from December 6th-13th, 2025.

If you have any questions, or if you'd like to volunteer to help with the Book Sale, please call (845)482-4350.

It’s time to gather your posse and gear up for the 41st Annual CALLICOON COUNTRY FAIR 2025!

🗓️ Saturday, July 26th, 2025, 10:00am – 5:00pm

Callicoon Country Fair is a hamlet-wide event in beautiful Callicoon, NY! It’s a full day of live local entertainment, shopping, dining, kids’ activities and more!

Musical performances will be intermingled with over 65 vendors from throughout the region.

The kid’s section in Callicoon Creek Park will have FREE Pony Rides 11am-3pm, plus a dunk tank, bouncy house, face painting, farm animals, kids’ games and more! 🐴 🎨 🎯🐐🤸‍♀️

The entertainment kicks off on 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 dance floor! 🤠

Then get ready for a full day of amazingly talented local performers!
🎶 James G Barry Band, 11am
🎤 Lucas Maehara Rotman, noon
🪕 Don ‘Banjo’ Smith, 1pm
🎻 Poison Love Band, 2pm
🎸 N2D2, 3pm
🎭 River Rep Theatre’s The Neverending Story, 4pm
🎹 Faith Kelly, 4:10pm
🎸 Caswyn Moon, 4:35pm

Sample delicious food from twelve 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.

There will be fashions available from sunglasses and jewelry to clothing both new and vintage. And it’s not Callicoon without loads of antiques, art and furniture.

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. 🤠