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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. 

Get ready to raise your glass and indulge in the ultimate celebration of craft beverages at the Holiday Valley Beer and Wine Festival 2025! Join Holiday Valley on November 7th and 8th for a weekend brimming with exceptional brews, fine wines, and unforgettable fun. Nestled in the picturesque beauty of Ellicottville, NY, this festival is the perfect blend of amazing flavors, live entertainment, and scenic views.

Kick off the weekend with the "Crawl Outta Fall" event.

Photo credit: Holiday Valley Resort

Celebrate the season with a country superstar! Having five number 1 singles to her name, including “Suds In A Bucket” and “Born To Fly,” this Country Music Award winning artist has recently been invited to become a member of the Grand Ole Opry. Enjoy all the well-known hits along with Christmas favorites like “Run Rudolph Run” as Sara Evans brings the spirit of the holidays to the Seneca Allegany Event center for one magical night!

Join EBC Little Valley for a brand-new Thursday Night Trivia series! Gather your friends, grab a pint, and get ready to unleash your inner trivia buff! Mark your calendars: Trivia Nights will take place every other Thursday from 6:30pm - 8:00pm, starting April 4th. 

To fuel your brainpower, Happy Hour will be extended from 4-8pm on trivia nights! Come show off your random knowledge and compete for bragging rights! 

This is the second night of Christmas In Allegany at the Allegany Santa House. This is a free event to come visit Santa in his beautifully decorated Santa House with Elf Shack behind selling basket raffle tickets to help support this yearly tradition.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Portville Central School’s Arts, Crafts, & Antiques Show returns as a one day, indoor event. It will be held at the Portville High School and will feature art, crafts, antiques and food on Saturday, November 2nd from 10:00am-5:00pm.

Proceeds collected directly benefit the students of Portville Central School in the form of achievement awards and student scholarships.

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.

Get Ready for a Fun Ride!  Join Allegany State Park for a Bike Rodeo on July 17th at the Red House Picnic Shelter from 1:00 p.m. to 2:30 p.m.! 

Bring your little cyclists for an afternoon of fun and skill-building at our specially designed bike course. Our Bike Rodeo is the perfect place for kids to test their bike handling skills, build confidence, and have a blast!  

What to Expect: