Search

If you love sliding on steel, join us at the Fiddler's Terrain Park on Saturday the 20th for a rail jam that should not be missed. Sponsored by Red Bull, this competition is bound to be action packed and a ton of fun. DJ Tyler Swift will be rockin' the mic and keeping the vibes high!

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:

Feel good this Thanksgiving by starting your day with a non-timed 5K at St. Bonavenure 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 8:00am - 8:45am at Murphy Hall. Race starts at 9:00am.

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 Cattaraugus County Pride Coalition announces it's 6th Pride event at Pride in the Park! 

This is a fun event for all with music, entertainment, vendors, food, educational, LGBTQ+ owned businesses, artists and allies, and so much more. This is a family friendly event and everyone is welcome to attend. 

The event will be held at War Vets Park in Olean on Saturday, June 29th from 12pm until 4pm. 

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.

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!