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The Jingle Bell Jubilee is a holiday event featuring many activities and events: the holiday market, carolers, dance groups, wreath creation class, Shop Raffle Drawing, Sips of the Season, make and take craft, horse and wagon rides; an inflated snow globe for picture opps, cocoa and cookie crawl, decorate the tree contest, cookie decorating, and even a Rudolph run! Hours for the event are 4:30-8pm.

HoliMont Contractor’s Day is an event filled with many fun activities that take place on and off the slopes.  This year’s activities include the 36th annual Dave Pitkin Memorial Ski Race, dedicated to him to commemorate his enduring spirit, his contributions to the HoliMont Racing Club, and his part in creating the racing hill, Our infamous Bombardier Ball Drop, Lunch provided by Dina’s at the Mont, A vendor market, and an Apres Ski Party. This event is sponsored by many local businesses and helps us celebrate and support our local community. Join us for our favorite day of the year!

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.

Good Times of Olean will be hosting a Fall Vendor Show Extravaganza on Saturday, November 2nd from 12pm-5pm at Good Times of Olean located at 800 E State St, Olean. 

Admission is free! Come indulge your senses with delicious food & drinks, and great LIVE music while you explore different vendors selling hand made crafts, collectables, and more! Spread the word, rally your friends, and come make some great memories at Good Times of Olean! 

Immerse yourself in a stunning display of Native American artistry at the 1st Annual Ohi:yo' Art Market! Join in on May 3rd, 2025, at the Seneca Allegany Casino Event Center from 10 a.m. to 5 p.m. Witness the vibrant culture and creativity through exquisite beadwork, pottery, and other traditional crafts. There's something for everyone, making it a perfect outing for the whole family!

Join in for the HoliTrot Fall Festival Trail Run! 

Get ready to lace up your running shoes and celebrate the beautiful autumn season with HoliMont! This exciting event features a Kids Race and a 5k, winding through their extensive and scenic trail system.

Schedule:

• 9:30 AM - Kids Race
• 10:00 AM - 5k Trail Run

Race Highlights: