Callicoon Country Fair

Saturday, July 25, 2026 – 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 with April from Dancin’ & Dreamin’. After that, enjoy a full day of LIVE musical performances from talented local musicians and bands!

Enjoy singer-songwriter Lucas Maehara Rotman’s deeply personal version of Americana, then check out Dan Brinkerhoff, aka Pig Daddy on his custom electric banjo, playing a Beethoven piece as well as a few all-original compositions. Rock out to Poison Love Band’s acoustic Americana with lead fiddle, the psychedelic folk and alt-country stylings of GreenLady and classic rock melodies of N2D2; don’t miss mystical music man James G. Barry‘s lyrical storytelling and closing up the festivities –stay for Caswyn Moon’s punky yet melodic Americana, followed by Faith Kelly’s spacey, folk rock’n’roll.

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 – 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 - 11:45 am
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.

11:45am - 12:00 pm
LIVE Music: Dan Brinkerhoff aka Pig Daddy

Dan will be playing his custom guitar which he transformed into an electric banjo. He will be playing a Beethoven piece as well as a few all-original compositions.

NOON - 12:50 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.

1:00 pm - 1:50 pm
LIVE Music: GreenLady

Dark Americana, alt-country and psychedelic folk driven by haunting vocal harmonies, acoustic guitar, and spacey electric overlays. Their original songwriting blends traditional storytelling with atmospheric ’70s folk arrangements to deliver a mesmerizing, genre-bending performance.

2:00 pm - 2:50 pm
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.

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 - 4:45 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

10:00 am - 4:00 pm
FREE Kids Collage Bookmark Craft at WSP Library

Bring the kiddos to the Western Sullivan Public Library – Delaware Free Branch, for Collage Bookmark Craft! Materials provided.

While your there, be sure  to sign up for a library card!

10:00 am - 5:00 pm
Country Fair Vendor Market
Lower Main Street, Callicoon Depot, and Callicoon Creek Park will be filled with over 60 vendors! Local farms, artisans and craftspeople from throughout the region will display and sell their wares alongside outdoor pop-ups from our member businesses and local not-for-profit organizations.
10:00 am - 5:00 pm
Kids Area In Callicoon Creek Park
Come to Callicoon Creek Park to enjoy Free Pony Rides & Bouncy House – as well as a Dunk Tank, Lawn Games, Face Painting, Kids & Family Vendors & More.
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.

12:00 pm - 5:00 pm
ENGN Interactive Open House at the Weigh Station

ENGN invites the public to drop in for an eclectic book sale, impromptu poetry and art creations, and an opportunity to learn about and contribute to the development of the Silos Pollinator Garden.

Meet The Callicoon Country Fair Vendors