Callicoon Country Fair
Saturday, July 26, 2025 – 10am – 5pm.
A hamlet-wide event with art, music, food, and fun! Vendors offer antiques, art, craft, food, locally made artisan goods, flea market items, jewelry and more. Wander along the historic streets, view the architecture and admire the beautiful Delaware River.
Callicoon Country Fair is a hamlet-wide event in beautiful Callicoon on the Delaware, NY!
Its a full day of live local entertainment, shopping, dining, kids’ activities and more! Musical performances will be intermingled with over vendors from throughout the region. Local farms, artisans and craftsmen will be selling their wares.
Entertainment kicks off at the Callicoon Depot Main Stage at 10am! Break out your cowboy boots for Line Dancing by Dancin’ & Dreamin.’ After that, enjoy a full day of LIVE musical performances from talented local musicians and bands!
Enjoy mystical music man James G. Barry; singer-songwriter Lucas Maehara Rotman’s, rock out to Poison Love Band’s acoustic americana with lead fiddle, the country and blue grass stylings of Don ‘Banjo’ Smith; classic rock melodies of N2D2, and closing up the festivities –stay for Caswyn Moon’s punky yet melodic Americana, followed by Faith Kelly’s spacey, folk rock’n’roll. There will also be a short performance from River Rep theater’s Never Ending Story.
Callicoon Creek Park will feature a series of children’s activities throughout the afternoon. Bring the kids to enjoy FREE pony rides from 11am to 3pm sponsored by the Callicoon Farmers” Market, as well as face painting, farm animals, a dunk tank, bouncy house lawn games and more!
Enjoy one of the thirteen eateries, including a distillery, brewery, wine bar, cocktail lounge and cidery. Wander along the historic streets, view the architecture and admire the beautiful Delaware River.
Come sample delicious food from our local restaurants and 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!!
– Scroll Down for Full Programing, Performance & Events Schedule –
For more info please contact events.callicoon@gmail.com
CALLICOON DEPOT MAIN STAGE ENTERTAINMENT
10:00 am - 10:50 am
Line Dancing with Dancin' & Dreamin'
Break out your cowboy boots for this Line Dancing Workshop that will be sure to get your toes tapping.
11:00 am - 11:50 am
LIVE Music: James G, Barry Band
Brooklyn-based group blending rock, jazz, and singer-songwriter influences into a genre they call “Strange Rock.” With unexpected instrument combinations and a flair for storytelling, their original songs are both musically rich and lyrically vivid. Led by James Barry on vocals and guitar, the band’s dynamic lineup delivers a sound that’s as eclectic as it is engaging.
NOON - 12:50 pm
LIVE Music: Lucas Maehara Rotman
An award-winning singer-songwriter whose lyric-driven “Mosaic Americana” blends folk, soul, and roots traditions with a deeply personal lens. Drawing on his Japanese/Jewish heritage and inner-city Philly upbringing, Lucas crafts poetic songs that are both whimsical and profound.
1:00 pm - 1:50 pm
LIVE Music: Don 'Banjo' Smith
A seasoned banjo player known for his energetic, roots-driven style that blends Irish folk, Americana, and bluegrass traditions. His performances are rich with storytelling, intricate picking, and heartfelt collaboration with fellow musicians.
2:00 pm - 2:50 pm
LIVE Music: Poison Love Band
Acoustic Americana featuring lead fiddle, guitar, vocal harmonies and original songwriting that beautifully weaves together elements of 60s and 70s country, rock, and folk, creating a unique and captivating musical style.
3:00 pm - 3:50 pm
LIVE Music: N2D2 Band
Journeyman musical foursome playing contemporary and country rock with originals… Nick Heathen, Nick Brodyn, Dave Keener, Dave Milner
4:00 pm - 4:05 pm
River Rep Theatre's 'NeverEnding Story'
River Rep Theatre will be sharing a scene from the beloved children’s fantasy novel The NeverEnding Story. From the 2025 Season
4:10 pm - 5:00 pm
LIVE Music: Faith Kelly & Caswyn Moon
Our favorite ‘Couple of Wanderers,’ these two solo artists travel together from the Catskills to share their songs to anyone, anywhere. Moon, brings his punky yet melodic Americana with old country undertones (accompanied by Faith on Moog synthesizer) and Kelly, her spacey folk rock’n’roll with Appalachian mountain roots.
COUNTRY FAIR ACTIVITIES
12:00 am - 12:00 pm
Lines from your life: Drawing Performance at ENGN
Come sit with artist, Thomas Bosket while he inhabits a temporary ‘drawing cave’ where he will receive one visitor at a time. Each encounter is a moment of deep listening. He will not speak – he will draw. This is not about likeness or representation. It is about perception, change, and the subtle shift that occurs when someone is truly seen.
10:00 am - 4:00 pm
FREE Kids Art Journal Stamping Project at WSP Library
Free Kids Art Workship. Kid can win a free cowboy hat, bandana, or book!
10:00 am - 5:00 pm
Country Fair Vendor Market
10:00 am - 5:00 pm
2025 Upper Delaware Scavenger Hunt
10:00 am - 5:00 pm
Kids Area In Callicoon Creek Park
11:00 am - 3:00 Pm
FREE Pony Rides in Callicoon Creak Park
Bring the kids to Callicoon Creek Park from 11am to 3pm for Free Pony Rides sponsored by the Callicoon Farmers Market.
Meet The Callicoon Country Fair Vendors
