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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.

Come out to Allegany State Park on October 5th at 9:30am to experience "Autumn in Allegany"! 

This FREE event will be held in the Red House Area of the park at the Administration Building and is perfect for all ages! Participants will learn basic watercolor techniques and create their own masterpieces under the guidance of naturalists. All materials are provided, so you just need to bring your creativity! 

Schedule of Events:

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.

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.

It's Christmas in Allegany Santa House season!

Opening night with a parade to welcome Santa and Mrs. Claus:

November 29th: 6:00pm - 8:00pm

The following dates you can visit with Santa and Mrs. Claus at their house in Allegany:

December 4th: 5:30pm - 7:30pm

December 6th: 1:00pm - 3:00 pm

December 11th: 5:30pm - 7:30pm

December 13th: 12:00pm - 2:00pm

Kick off the summer on June 21st, 2025 when all of Main Street in Little Valley will be closed for the inaugural Little Valley Community Day! Over 30 vendors will fill the street along with food trucks, family activities, children's games, live music, bounce houses and more! The event will run from 1pm until 9pm. This is a rain or shine event.

Start your Beer and Wine Festival experience a day early as you Crawl Outta Fall. Guests register in the lobby of the Tamarack Club and pick up a passport that features all the locations to visit for drink specials that evening. Registration takes place between 4 - 7PM and 2 Guys Drinking Beer will be playing music in the Tamarack Club lobby. Only $10 to participate.

Date & Time: Wednesday, January 1, 2025, from 10:00 AM - 12:00 PM

Location: Allegany State Park - Red House Area (Allegany)

Event Details:

Beer is Back! The 18th annual Beer and Wine Festival is scheduled for Saturday, November 12th. With many of the region's best craft brewers, wineries and cideries in attendance you can sample your favorites, plus try out several new and unique flavors. Add live entertainment, food trucks and 1500 of your closest friends, it's an event not to be missed.

The format was adjusted so no there are two sessions in order to allow guests to have more space in the lodge. The first session is 1pm - 4pm and the second is 5pm - 8pm.

The Enchanted Mountains Horse Series returns for a full weekend of equestrian action and community spirit. This series offers a fantastic family-friendly atmosphere for competitive riders and spectators alike, featuring a variety of events for all to enjoy.

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.