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Start your Beer and Wine Festival experience a day early as you Crawl Outta Fall. Guests register in the lobby of the Tamarack Club and pick up a passport that features all the locations to visit for drink specials that evening. Registration takes place between 4 - 7PM and live music will be playing in Edna's at the Tamarack Club. Only $15 to participate.

Photo credit: Holiday Valley Resort

Lincoln Park will be transformed into a holiday haven as the Jingle Bell Jubilee returns on December 13 from 4 p.m. to 8:30 p.m., bringing the magic of a European-style holiday market to the heart of Downtown Olean. This festive event promises fun for the whole family with local artisan vendors, food, drinks, music, and special activities that will make attendees feel like they've stepped into a Hallmark movie.

Ring in the New Year with the Holiday Valley Groomer parade and spectacular fireworks. Family friendly party in the main Lodge. Approximate times: Groomer Parade on Cindy's Run at 11:15, torchlight parade at 11:30 then the fireworks show at 11:45, ending at midnight. 

Ring in the New Year with the Holiday Valley Groomer parade and spectacular fireworks. Family friendly party in the main Lodge. Approximate times: Groomer Parade on Cindy's Run at 11:15, torchlight parade at 11:30 then the fireworks show at 11:45, ending at midnight. 

Kick off the summer on June 21st, 2025 when all of Main Street in Little Valley will be closed for the inaugural Little Valley Community Day! Over 30 vendors will fill the street along with food trucks, family activities, children's games, live music, bounce houses and more! The event will run from 1pm until 9pm. This is a rain or shine event.