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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.

Get ready to raise your glass and indulge in the ultimate celebration of craft beverages at the Holiday Valley Beer and Wine Festival 2026! 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.

Photo credit: Holiday Valley Resort

The Reserve in Great Valley will be hosting a Summer Nights Festival from 4pm - 7pm on the following Sundays:

Join in for the HoliTrot Fall Festival Trail Run! 

Get ready to lace up your running shoes and celebrate the beautiful autumn season with HoliMont! This exciting event features a Kids Race and a 5k, winding through their extensive and scenic trail system.

Schedule:

• 9:30 AM - Kids Race
• 10:00 AM - 5k Trail Run

Race Highlights:

Join us for the 14th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

Join us for the 13th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 18th and 19th, 2025.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

Join us for the 12th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 19th and 20th, 2024.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

The Cattaraugus County Pride Coalition announces it's 6th Pride event at Pride in the Park! 

This is a fun event for all with music, entertainment, vendors, food, educational, LGBTQ+ owned businesses, artists and allies, and so much more. This is a family friendly event and everyone is welcome to attend. 

The event will be held at War Vets Park in Olean on Saturday, June 29th from 12pm until 4pm. 

Celebrate National Public Lands Day with Allegany State Park!

Join Allegany State Park on Saturday, September 27th from 9:00am-2:30pm at the Red House side of the park for a celebration of 20 years of National Public Lands Day! This nationwide event brings people together to give back to public lands through volunteer service projects. 

Event Details: 

- Check-in/Registration: 9:00-9:30am at the Beehunter picnic shelter 

- Service Projects: 9:30am-12:30pm 

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:

If you’re a first responder, enjoy a free roundtrip train ride from Gowanda, NY, to South Dayton and back. A 30-minute layover in the village of South Dayton lets you explore the vendors in the area, such as farmers, baked goods, and crafts. All first responders ride for free!

• Train Departs at 11:00am & 2:00pm on Saturday
• Train Departs at 2:00pm on Sunday

Lincoln Park will be transformed into a holiday haven as the Jingle Bell Jubilee returns on December 13 from 4 p.m. to 8:30 p.m., bringing the magic of a European-style holiday market to the heart of Downtown Olean. This festive event promises fun for the whole family with local artisan vendors, food, drinks, music, and special activities that will make attendees feel like they've stepped into a Hallmark movie.