2026 APPLEUMPKIN FESTIVAL — SCHEDULE OF EVENTS!

Two full days of FREE, high-quality, non-stop family entertainment are coming to the AppleUmpkin Festival!

Saturday & Sunday
Entertainment from 10 AM–5 PM
Village of Wyoming, NY

Stop by the CJ Country booth and say hello throughout AppleUmpkin weekend!

SATURDAY, SEPTEMBER 26

9 AM–1 PM — Doug Pilarski & Angel Wolf
1–5 PM — Jimi Jamm & TBD

SUNDAY, SEPTEMBER 27

9 AM–1 PM — Doug Pilarski & Angel Wolf
1–5 PM — Marty Czekala & Nina Bartz

Here’s what’s happening throughout the weekend:

MAIN STREET & VILLAGE PARK — BOTH DAYS

9 AM–6 PM — Free shuttle service between Village Hall and handicap parking at the school
10 AM–5 PM — Arts & Crafts Show & Sale
10 AM–5 PM — Food Court at the north end of Village Park

TRAVELING PERFORMER — VILLAGE PARK

Sunday, Noon–2 PM
Jim the Balloon Guy — FREE balloon art & face painting!

VILLAGE HALL LAWN MUSIC TENT

SATURDAY — OUR FAMOUS BLUEGRASS FESTIVAL

11:00 AM–12:15 PM — Creekbend
12:30–1:45 PM — Bluegrass Session
2:00–3:15 PM — Plexigrass
3:30–5:00 PM — The Diamondback Rattlers

SUNDAY

11:00 AM–Noon — Setanta — Traditional Irish Trio
12:15–1:30 PM — Anastazja — The Fraterrigo Family
2:00–3:30 PM — Double Image Band — Mix of Musical Styles
4:00–5:00 PM — Old Cowboy & New Raines — Kelly Page, Liam & Emma Raines

VILLAGE PARK MUSIC TENT

SATURDAY

11:00–11:45 AM — Steve Kruppner — Acoustic Blues & Country
Noon–1:30 PM — Kelly’s Old Timers — Music of the “Great Generation”
2:00–3:30 PM — Westside Blues Band — Blues Rock
4:00–5:00 PM — Groove — Classic Rock & Roll

SUNDAY

11:00 AM–Noon — The Travis Prinzi Band — Originals & Americana
12:15–1:30 PM — Jon Itkin and Riverthrough — Progressive Bluegrass & Americana
1:45–3:15 PM — Rendezvous Des Amis — Cajun Zydeco Band
3:30–5:00 PM — Emily Ashworth & Friends — Mix of Musical Styles