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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 

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 the Regina A. Quick Center for the Arts for an exciting community event on Saturday April 26, from 11am - 3pm; featuring a day of music, dance, art activities, and community engagement that is free and open to all ages. Come and experience the collaborative spirit of the Quick Center and its partners! 

Local Dance Groups and their performance times include:

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.

Below is a video that highlights the 2016 parade, from the Olean Times Herald, produced by Adam Miller.

The Rusty Rooster: Christmas Barn Show

Get a head start on your holiday shopping and support local business at The Rusty Rooster's Christmas Barn Show on Saturday, December 6th and 13th from 10am - 2:00pm at 8879 Dake Hill Rd Cattaraugus. Find unique, handcrafted gifts for everyone on your list. 

What you'll find: 

Join the Olean Community Theatre as they present Cabaret- Heroes vs. Villains. An interactive Cabaret Show Experience.

Tickets - $10 

Join the Olean Community Theatre as they present Andrew Lloyd Weber's 'School of Rock', the Musical. Follow Dewy Finn, an out of work Rock singer and guitarist as he pretends to be a substitute teacher at a prestigious prep school, preparing a band of fifth graders to win an upcoming battle of the bands contest! Sure to be a rocking good show! Directed by Kelly Vaccaro with a special arrangement by Concord Theatrics. 

Showtimes $15/person

July 23rd, 24th, 25th & 26th - 7:30pm

July 26th & 27th - 2:00pm

Join in for a one day craft show to get into the Christmas Spirit! There will be over 25 different vendors to shop from, where you can find a little bit of everything. It is always a great time to attend a craft and vendor show!

This event is free to the public. You will find a variety of items to shop from! Candles, tumblers, keychains, plants, soaps, baked goods, 3d printed items, crochet and knitted items, and so much more!

There will be over Vendors, Chinese Auction, and food for sale.

Join in on this great opportunity to learn about migratory species and birding as a hobby with a birding walk hosted by Tim Baird, president of the Cattaraugus Bird Club. 

Join Tim from 8:00am - 9:00am on either Saturday, May 3rd or May 17th, for a great morning walk along the beautiful property at Pfeiffer Nature Center, fun for all ages! 

MEET AT 8:00AM AT THE ESHELMAN PROPERTY AT PFEIFFER NATURE CENTER 

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:

The Limestone Volunteer Fire Department is hosting a Stand-Up Comedy Show featuring Robb Will, Jamestown's 67th Funniest Comedian, with special guest Rick Mathews, winner of Buffalo's Laugh Off Competition. 

The show starts at 7:30pm on Saturday, February 14th, 2026. 

Tickets are $25 dollars for non-members and $15 for members. 

Join in for a good time and some laughter presented by Just Vibe Events and Entertainment.