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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.

Join the Olean Historical Society for the 2026 Speaker series, with a presentation by Dana Klein about Native American Arrowheads at 6:30pm on July 20th.

The event will be held outside, so bring your lawn char and meet on the museum's side lawn. If it rains, the event will be held indoors. 

The event will be held at 302 Laurens Street in Olean, NY.

Celebrate opening night of the Allegany Santa House with Santa's arrival by the Allegany Fire Department. This is a free event to come see Santa, and enjoy a beautiful decorated Santa House with Elf Shack containing basket raffles to help support this community event.

It's Christmas In Allegany Santa House season!

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

Additional Dates:

• December 5th
• December 7th
• December 12th
• December 14th

Join the Olean Historical Society for the 2026 Speaker series, kicking off with a presentation by Mike Winicki. He will be speaking on the history and operations of the P.A. Railroad Buffalo Street Yard at 6:30 pm on May 18th.

The event will be held outside, so bring your lawn char and meet on the museum's side lawn. If it rains, the event will be held indoors. 

The event will be held at 302 Laurens Street in Olean, NY.

Head over to Camp Allegany on October 19th at 6:30 PM for a spectacular evening under the stars at Allegany State Park.

Enjoy a night filled with “out of this world” crafts, a chance to learn about the constellations, and the highlight of the evening – watching the meteor shower in the open sky!

This family-friendly event is completely FREE, making it a perfect outing for all ages. Don’t miss this opportunity to experience the wonders of the night sky in a beautiful natural setting

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!

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.! 

Join the Olean Historical Society for the 2026 Speaker series, with a presentation by Gail Feuchter. She will be speaking on the history of the Fannie Bartlett House at 6:30pm on June 15th.

The event will be held outside, so bring your lawn char and meet on the museum's side lawn. If it rains, the event will be held indoors. 

The event will be held at 302 Laurens Street in Olean, NY.

Join Gowanda's Historic Hollywood Theater for the Final Centennial Celebration on Sunday, April 19th at 12:00pm. 

Come and help celebrate the Hollywood's 100th Birthday with organist Dennis James, Hollywood Drama Camp Alumni performances, and of course cake! 

This event is FREE to the public with concessions for sale. 

This is the fifth and final 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. Raffle tickets will be drawn after the event.

It's Christmas In Allegany Santa House season!

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

You're invited to the Holistic Healing & Wellness Fair in Olean, NY on Sunday, August 17th from 10am until 4pm. This event is free admission! 

This event is a full day of healing, inspiration, and high vibes. Whether you're into mind, body, spirit, or just looking for a beautiful day in the park, there is something for everyone. 

 Here’s what’s waiting for you:

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 5th Annual Harvest Fall Fest on Saturday, October 5th from 10am - 4:00pm. 

The event features FREE outdoor activities like apple cider pressing, fall craft station, doughnuts and funnel cakes, door prizes, a candy count, photo stops, and Live music. 

Inside the shop, there will be in-store specials, honey samples, Ellen's pop up boutique, and a full chocolate shop with grab-and-go specials. 

Come and enjoy the autumn festivities!