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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! 

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.

Get ready to laugh until your sides hurt! The Double Chuckle Comedy Tour, starring the hilarious Patrick Madison and featuring the witty Daniel McGinnis, is coming to Wildwood Bar and Grill on Saturday, March 8th at 8:00 PM. Join in for a night of non-stop entertainment with some of the best comedians around. Admission is only $5.00, so grab your friends and come enjoy an unforgettable evening of comedy!

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.

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.

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.

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. 

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 

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:

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.

Get ready for a thrilling ride with Olean Community Theatre's presentation of "The 39 Steps"! This fast-paced comedy, written by Patrick Barlow and directed by Tristan DeFiore, promises non-stop laughs and excitement.

Showtimes: 

• September 11, 12, 13 - 7:30pm
• September 14 - 2:00pm

Ticket Price: $15, available online or at the door