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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.

Come join Santa and Mrs. Claus as they officially light the town's holiday decorations! This festive Annual Santa Claus Lane Parade is held annually on the Friday after Thanksgiving and the traditional kick-off to the holiday season. Santa will be in attendance and light up thousands of lights in Lincoln Park and downtown Olean when he parades through town in celebration.

Come join Santa and Mrs. Claus as they officially light the town's holiday decorations! This festive Annual Santa Claus Lane Parade is held annually on the Friday after Thanksgiving and the traditional kick-off to the holiday season. Santa will be in attendance and light up thousands of lights in Lincoln Park and downtown Olean when he parades through town in celebration.

Get ready for a night of unforgettable music and dance as the legendary Dwight Yoakam and special guests The Mavericks take the stage at the Seneca Allegany Event Center on Saturday, April 12, 2025, at 7 p.m.! 

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. 

Music in the Park Returns July 25th, 2024 featuring Kokomo Time Band 

They will be playing a collection of festive, feel good music including 50's - 70's Oldies, Cajun - Tex - Mex, and Fun Beach Party Music. Check out the band at https://www.facebook.com/funbandnumber1/ 

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. 

Celebrate New York State's Path through History Weekend with a presentation about the Holland Land Company at the Leon Historical Society on June 15th at 11am. Barker Museum's Archivist, Catherine Oag-Miller will lead the presentation. She has extensive knowledge of people and happenings of the local areas and is known for giving an engaging presentation. For those of you who may have Holland Land Co. on your Deed, bring a notebook and enjoy hearing Ms. Oag-Miller at the 1836 Church in Leon, NY. Light refreshments will be served.