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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. 

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.

The Southern Tier Catholic School PTA will be hosting a Craft Fair on Saturday, June 20th from 10am - 3pm at the Southern Tier Catholic School on 921 N Union St, Olean, NY. 

This FREE event is rain or shine and contains indoor and outdoor vendors. 

Please note: Indoor vendors are not wheelchair accessible. 

Any quesitons please email pta [at] walshstcs.org! 

Through the generosity of the community businesses and organizations listed below, the City of Olean Youth Bureau & Recreation Department is offering free admission for public ice skating. There is a $3.00 skate rental fee.

Special appearance by Santa on December 24th from 12-2pm. Free admission, just a $3 rental fee! 

Sponsored by the Olean Rotary Club.

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.

Celebrate Earth Day with the Haul Together Community Cleanup on Saturday, April 18th from 8am - 6:00pm. It will be a day of fresh air and local impact across Olean and Allegany. Join the main group on their park-hopping schedule or tidy up a favorite spot on your own time.

Through the generosity of the community businesses and organizations listed below, the City of Olean Youth Bureau & Recreation Department is offering free admission for public ice skating. There is a $4.00 skate rental fee.

Sponsored by the Olean Rotary Club.

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 Challenger Learning Center will be hosting Trivia Night on March 8th, 2025! Doors open at 6:00pm, Trivia starts at 6:30pm! 

Come enjoy a night of "out of this world" trivia, Raffles, and a cash bar with 4 Mile Brewing! 

This is event is 21+, for more information or to register today, visit https://challengertwintiers.org/upcoming-programs 

Mark your calendars for the Seven Mountains Media Boo Bash with “The Big Pig, 95.7” at Good Times of Olean on October 26th from 6:00pm to 10:00pm!

Put on your best costume and come out to support the Pink Pumpkin Project while enjoying incredible music from Nashville recording artist Ben Gallaher and Savannah Swatland. Here’s what’s in store: