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Get ready to raise your glass and indulge in the ultimate celebration of craft beverages at the Holiday Valley Beer and Wine Festival 2025! Join Holiday Valley on November 7th and 8th for a weekend brimming with exceptional brews, fine wines, and unforgettable fun. Nestled in the picturesque beauty of Ellicottville, NY, this festival is the perfect blend of amazing flavors, live entertainment, and scenic views.

Kick off the weekend with the "Crawl Outta Fall" event.

Photo credit: Holiday Valley Resort

If you love snowboarding, this is the event for you. Great for spectating! Vendor Village and cookout on the Champagne Sundeck at the Yodeler Lodge. 

Discounted lift tickets for competitors and lodging are available. Assumption of risk form must be signed by a parent if competitor is under 18. 

Photo credit: Holiday Valley Resort

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.

Ellicottville's Fall Festival is the Village of Ellicottville's largest, most anticipated, autumn event. The village transforms into a walkable 4-block arts and crafts show accompanied by our one-of-a-kind shops, flavorful culinary culture, chair lift rides, live music, and so much more.

This is the third 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.

It's Christmas In Allegany Santa House season!

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

Celebrate the United States' landmark 250th birthday at Freedom Fest 2026 in Otto, New York. Taking place on August 22, 2026, this vibrant community festival offers a full day of family-friendly entertainment, local food, and classic American traditions. 

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 6th Annual Harvest Fall Fest on Saturday, October 4th 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 in for the HoliTrot Fall Festival Trail Run! 

Get ready to lace up your running shoes and celebrate the vibrant autumn season at HoliMont! You're invited to the exciting HoliTrot Fall Festival Trail Run, featuring a Kids Race and a scenic 5k trail run through our beautiful trails.

Schedule:

• 10:00 AM - Kids Race
• Immediately Following Kids Race - 5k Trail Run

Race Highlights:

Enjoy a unique and fast-paced take on the Bard with "Shakespeare Abridged"! This comedic performace is brought to the state by the Kenan Center Troupe. The Kenan Center is one of the premier facilities in the Buffalo Niagara region for arts, education and recreation programming.

Showtime is Friday, April 17th, 2026 at 7:30pm and Saturday, April 18th, 2026 at 7:30pm. Tickets are $20 for adults, $18 for senior citizens and SBU staff & faculty, and $5 for students. 

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.