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Mark your calendars for Sunday, May 17th from noon to 4 pm for the 11th Annual Cruising Against Cancer Car and Craft Show located at the Cattaraugus County Fairgrounds! All proceeds will benefit the Roswell Park Alliance Foundation. 

This event is rain or shine, in the event of inclement weather, they will move under the barns. 

For more information, contact:

• Car Show: Ted Nichols (716-969-3690) or Denny Koch (716-640-0014)
• Craft Show: Sherry Charlesworth (716-244-2344)

Come out and support a great cause! 

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 5th Annual Harvest Fall Fest on Saturday, October 5th from 10am - 4:00pm. 

The event features FREE outdoor activities like apple cider pressing, fall craft station, doughnuts and funnel cakes, door prizes, a candy count, photo stops, and Live music. 

Inside the shop, there will be in-store specials, honey samples, Ellen's pop up boutique, and a full chocolate shop with grab-and-go specials. 

Come and enjoy the autumn festivities! 

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.

Get ready to rock and join the fun at Ellicottville Brewing Co. - Little Valley on July 13th from 1-4pm for an unforgettable afternoon of live music with the Iron Eyes Experience! 

Come groove to the sounds of this talented band and enjoy a fun-filled afternoon with friends and family. Whether you're a fan of rock, blues, or just great music, Iron Eyes Experience is sure to bring the energy!

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.

Join in for an unforgettable evening at Red House Beach!

Event Highlights:

• 2:00pm - 5:00pm - Ask the Naturalist, crafts and activities
• 2:00pm - 4:00pm - A sandcastle contest - get creative and show off your skills! 
• 5:00pm - Limbo & contest winners announced 
• 4:00pm - 6:00pm - Live Music with Siren's Echo 

Come out and enjoy a fantastic evening with friends and family!

This is the fifth and final night of Christmas In Allegany at the Allegany Santa House. This is a free event to come visit Santa in his beautifully decorated Santa House with Elf Shack behind selling basket raffle tickets to help support this yearly tradition. Raffle tickets will be drawn after the event.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

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! 

HoliMont Contractor’s Day is an event filled with many fun activities that take place on and off the slopes.  This year’s activities include the 36th annual Dave Pitkin Memorial Ski Race, dedicated to him to commemorate his enduring spirit, his contributions to the HoliMont Racing Club, and his part in creating the racing hill, Our infamous Bombardier Ball Drop, Lunch provided by Dina’s at the Mont, A vendor market, and an Apres Ski Party. This event is sponsored by many local businesses and helps us celebrate and support our local community. Join us for our favorite day of the year!

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.

Celebrate opening night of the Allegany Santa House with Santa's arrival by the Allegany Fire Department. This is a free event to come see Santa, and enjoy a beautiful decorated Santa House with Elf Shack containing basket raffles to help support this community event.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Additional Dates:

• December 5th
• December 7th
• December 12th
• December 14th

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 

Mark your calendars for Sunday, May 18th from noon to 4 pm for the 10th Annual Cruising Against Cancer Car and Craft Show located at the Cattaraugus County Fairgrounds! All proceeds will benefit the Roswell Park Alliance Foundation. 

This event is rain or shine, in the event of inclement weather, they will move under the barns. 

For more information, contact:

• Car Show: Ted Nichols (716-969-3690) or Denny Koch (716-640-0014)
• Craft Show: Sherry Charlesworth (716-244-2344)

Come out and support a great cause! 

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 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: