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The Greater Olean Area Chamber of Commerce and city leadership are inviting the community out for a night on the town. Working with the city and members of the business community, the Chamber is announcing “StrOlean,” the event aims to bring folks to the downtown shopping district for an evening of fun. 

Join in for the HoliTrot Fall Festival Trail Run! 

Get ready to lace up your running shoes and celebrate the vibrant autumn season at HoliMont! You're invited to the exciting HoliTrot Fall Festival Trail Run, featuring a Kids Race and a scenic 5k trail run through our beautiful trails.

Schedule:

• 10:00 AM - Kids Race
• Immediately Following Kids Race - 5k Trail Run

Race Highlights:

Join the Olean Community Theatre as they present Gilbert & Sullivan's HMS Pinafore, a hilarious comic opera and the story of Josephine, daughter of Captain Corcoran, and her love for sailor Ralph Rackstraw, while being torn between true love and her father's desire for her to marry Sir Joseph Porter, the First Lord of Admiralty. This is sure to be a funny tale of love, honor, and duty. Directed by Jake Riggs with a special arrangement by Concord Theatrics. 

Showtimes at $15.00/person:

The Greater Olean Area Chamber of Commerce and city leadership are inviting the community out for a night on the town. Working with the city and members of the business community, the Chamber is announcing “StrOlean,” the event aims to bring folks to the downtown shopping district for an evening of fun. 

The Enchanted Mountains Horse Series features an exciting game show on Friday nights, and performance classes on both Saturday and Sunday.

Attendees can enjoy a variety of treats from the food concession stand and explore offerings from various clothing and tack vendors. Additionally, each weekend typically includes at least one charitable fundraiser to support a worthy cause or individual in need.

Spectators are always welcome!

Join Jean Benson on June 7th, 2025, from 10:00 am to 12:00 pm for a fun and creative Dutch Pour Painting class! Create Your Own Masterpiece using fluid acrylic paint and a unique blowing technique that will create dynamic, abstract patterns on a 12x12 canvas. 

Details:

• Cost: $25 (Artisan Members & Above), $35 (Basic/Family Members & Non-Members)
• Age: 12+

No experience needed, just come with your creativity! 

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.

Creative Clay: Christmas Tree – November 2 & 16, 2023 (Thursday) with Violet Nolder

Cost: $40 Artisan Members & Above $50 Basic/Family Members & Non-Members

Age: 16+

Creative Clay Classes are project specific, beginner hand building classes. We will be making fun coil Christmas tree for you to display during the holiday season.

Join the Little Valley Riders Club for a fun-filled evening of square dancing, country, and fifties music on May 25th, 2025, from 7 pm to 11 pm! 

It's a family-friendly event, so bring the kids along. Feel free to bring your own drinks and snacks. No horses required – just come for the dance and good times!

Feel good this Thanksgiving by starting your day with a non-timed 5K at St. Bonaventure University with other passionate runners and walkers! Continue that feel good feeling by knowing that the registration fee supports the local food pantry and the Every Kid Deserves the Y fund!

Registration is at 8:30am at Francis Hall. Race starts at 9:30am.

HO! HO! HO! The holidays are fast approaching and there's no better way to get into the spirit than by spending some time in Allegany State Park. Join the Environmental Education Department on Saturday, December 2nd for a fun, festive, family event- Saturday with Santa!