Festivals

Downtown Jamestown will come alive August 28-29 as the Whirlybird Music & Arts Festival returns with a diverse lineup of regional and local talent performing across 9 different venues throughout the city! With 10 of our 14 events being free to the community, Whirlybird 2026 features everything from nationally touring acts to hometown favorites. Whirlybird Music & Arts Festival offers music fans an opportunity to experience Jamestown's…

Join us for a relaxed Sunday afternoon at our winery/distillery/brewery in Westfield, NY featuring live music from 1-4! Sit back and grab a beer, a cocktail, or a glass of wine to enjoy with Food by Over the Rainbow food truck (check our FB page @fiveand20 for most up to date Food Truck schedule). July 5 – Ion Sky Trio Unplugged + Over the Rainbow food truck (12-5 p.m.)July 12 – Ray and the County Kind + Over the…

Jamestown’s own celebrate 45 years with a three-day Arts Festival Labor Day Weekend 2026 will mark a historic homecoming in Jamestown as 10,000 Maniacs celebrate their 45th Anniversary. The band, who first performed on Labor Day weekend 1981, will host an arts festival culminating in a benefit concert on Saturday, September 5, 2026, at the Reg Lenna Center for the Arts. Proceeds from the show will benefit three distinct funds at the…

The 28th Annual Findley Lake Harvest Festival is Labor Day Weekend this year! Located in downtown Findley Lake NY, this event boasts live music feautring Theory of Evolution Band, Shady Side, Duke Sherman Band, Six Year Stretch and more! This event also features wine tasting, the Pine Junction beer tent and great deals at stores throughout town as well as local crafters and vendors. There is something for everyone here! Please like and share this…

First Fridays return to Westfield with an evening full of energy and small-town charm. Stroll Main Street as local shops stay open late, street vendors line the sidewalks, and live music fills the air. Bring friends or family and explore downtown at your own pace. Join us and experience what makes Westfield come alive.

The Art Trail is an event that provides a route one can follow to visit many artists in one location, while other locations are individual studios. At each stop, you will find the artists who created the pieces and will be happy to talk to you about their work. You will find unique treasures for yourself or a friend, made by the hands of the people you have met along the way. This driving tour takes one around Chautauqua County giving visitors a…

Chautauqua County’s 2nd annual houseplant festival hosted by Mike’s Nursery! Local vendors and businesses, raffles, food trucks & more!

The Art Trail is an event that provides a route one can follow to visit many artists in one location, while other locations are individual studios. At each stop, you will find the artists who created the pieces and will be happy to talk to you about their work. You will find unique treasures for yourself or a friend, made by the hands of the people you have met along the way. This driving tour takes one around Chautauqua County giving visitors a…

Join us on Sunday September 6th 2026 at Bergman Park in Jamestown NY for the 45th Annual Labor Day Festival! There will be music, kids' activities, food vendors and so much more for this annual event!