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Join the Olean Historical Society for the 2026 Speaker series, with a presentation by Dana Klein about Native American Arrowheads at 6:30pm on July 20th.

The event will be held outside, so bring your lawn char and meet on the museum's side lawn. If it rains, the event will be held indoors. 

The event will be held at 302 Laurens Street in Olean, NY.

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!

The Enchanted Mountains Horse Series returns for a full weekend of equestrian action and community spirit. This series offers a fantastic family-friendly atmosphere for competitive riders and spectators alike, featuring a variety of events for all to enjoy.

Join the Olean Historical Society for the 2026 Speaker series, with a presentation by Gail Feuchter. She will be speaking on the history of the Fannie Bartlett House at 6:30pm on June 15th.

The event will be held outside, so bring your lawn char and meet on the museum's side lawn. If it rains, the event will be held indoors. 

The event will be held at 302 Laurens Street in Olean, NY.

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:

Shop through the craft vendors and take your photo with the Easter Bunny!

You're invited to the Holistic Healing & Wellness Fair in Olean, NY on Sunday, August 17th from 10am until 4pm. This event is free admission! 

This event is a full day of healing, inspiration, and high vibes. Whether you're into mind, body, spirit, or just looking for a beautiful day in the park, there is something for everyone. 

 Here’s what’s waiting for you:

Experience the heartbeat of South Dayton on Wednesday evenings at the Park Street Gazebo! 

Join in for a summer-long celebration of community and sound. Whether you're a local or just passing through, the Music in the Park series offers the perfect midweek escape with live performances from a rotating lineup of talented artists. 

Music in the Park is held each Wednesday from 6:30pm – 8:30pm. at the Park Street Gazebo on Park Ave, South Dayton. The music plays regardless of the forecast.

The Tri-County Arts Council is hosting a Butternut Squash Turkey Carving workshop with the renowned artist and TV personality, Eric Jones! Join Eric on November 12th, from 5:00 PM to 7:00 PM, and learn the intricacies of carving from a master. Ages 12 and up are welcome.

The Tri-County Arts Council is hosting a Pumpkin Carving workshop with the renowned artist and TV personality, Eric Jones! Join Eric on October 8th and October 22nd, from 5:00 PM to 7:00 PM, and learn the intricacies of pumpkin carving from a master. Ages 12 and up are welcome.

Get into the Halloween spirit at EBC Little Valley with an unforgettable night of pumpkin carving on Thursday, October 23 at 6:30pm led by Food Network Champion, Guinness World Record Holder, and Professional Pumpkin Carver Eric Jones!  

Eric is one of WNY's top pumpkin artists, known for his incredible 3D creations and hundreds of jaw dropping sculptures across the region. Now's your chance to learn his tips and tricks and create your own masterpiece to show off this Halloween!