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Join the Olean Community Theatre as they present The OCTaves Jazz Band - Christmas Celebration.

Tickets: 

Adults - $10

Students / Senior Citizens - $5

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 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. 

Join us on a fun and festive Christmas train ride where the kids get to meet Santa! He might even have gifts for all the boys and girls!

All trips have an on-board cash sale concession.

Times of Train Rides:

• Train departs at 11:00am, 1:00pm & 3:00pm on each day

 Happy Holidays! Purchase your tickets!

Ring in the New Year with the Holiday Valley Groomer parade and spectacular fireworks. Family friendly party in the main Lodge. Approximate times: Groomer Parade on Cindy's Run at 11:15, torchlight parade at 11:30 then the fireworks show at 11:45, ending at midnight. 

Join the Olean Community Theatre as they present Gilbert & Sullivan's HMS Pinafore, a hilarious comic opera and the story of Josephine, daughter of Captain Corcoran, and her love for sailor Ralph Rackstraw, while being torn between true love and her father's desire for her to marry Sir Joseph Porter, the First Lord of Admiralty. This is sure to be a funny tale of love, honor, and duty. Directed by Jake Riggs with a special arrangement by Concord Theatrics. 

Showtimes at $15.00/person:

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.

Celebrate the Holiday Season with a Living Nativity, complete with a camel, all in the Village. The Ellicottvilles Christmas Stroll was created in 1987 by a group of citizens who wanted to organize such an event in the village. After brainstorming over coffee, it was decided that they wanted a live nativity scene with children dressed as angels and shepherds, who walked around the village and met at the gazebo. There, the baby Jesus was presented and caroling presided.

Olean 1854 is one of two amateur mens soccer teams in Cattaraugus County. Their home games are played at St. Bonaventure University or Olean Intermediate Middle School. The have the following home matches scheduled for 2025:

Join the Olean Community Theatre as they present Hollywood Cabaret. A night of music from the movies!

All are welcomed to the 2023 Christmas In Allegany Santa House season!

Saturday November 25th starts the first of many days Santa and Mrs. Claus will be visiting our house.

Santa will be escorted by the Allegany Police and Fire Department to our house, where he will greet all visitors. Basket raffles will be avaliable for people to buy tickets to help support our community event.

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.

You're invited to Weeden Park in Randolph on July 6th for an exciting fireworks display presented by Randolph Peaches & Cream Crew & sponsors! The fireworks will begin at dusk.

Join the Olean Community Theatre as they present The Lightning Thief, the Percy Jackson Musical.