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Good Times of Olean will be hosting a Fall Vendor Show Extravaganza on Saturday, November 2nd from 12pm-5pm at Good Times of Olean located at 800 E State St, Olean. 

Admission is free! Come indulge your senses with delicious food & drinks, and great LIVE music while you explore different vendors selling hand made crafts, collectables, and more! Spread the word, rally your friends, and come make some great memories at Good Times of Olean! 

What is a Worm moon? Or a Sugar moon? Learn about the bright orb in the night sky on Tuesday, March 3rd. 

Meet in the Red House Administration building at 5:30. Wear warm clothes, appropriate footwear, and bring a flashlight.

Participants are invited to join Allegany State Park educators for a fun ride of 5-7 miles around the Red House area bike path. All ages and bikes are welcome. Please no scooter bikes or training wheels. Helmets are required for all, bring a bike light, water and a sense of adventure as we ride under the first full moon of May. 

Meet at Camp Allegany.

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.

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.

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.

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

Tickets - $10 

Get ready for a musical adventure with Olean Community Theatre's production of "Freaky Friday"! This hilarious and heartwarming show, based on the beloved novel by Bridget Carpenter, tells the story of a mother-daughter duo who magically swap bodies and must navigate each other's lives. 

Show Details: 

- Dates: November 5, 6, 7, 8 at 7:30 pm, and November 8 and 9 at 2:00 pm 

- Tickets: $15 per person, available online through the Olean Community Theatre website or at the door