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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! 

Want to skip the crowds at Fall Fest? Head just 12 minutes outside of Ellicottville and enjoy a relaxed weekend getaway at EBC Little Valley! Savor craft beer, artisan pizzas, and the beauty of fall while taking in live music all weekend long. 

Live Music Lineup:

Saturday, October 11th - Hazzard County @ 7pm

Sunday, October 12th - The Iron Eyes Experience @ 1pm 

Happy Hour Special: $5 drafts from 2-6pm on both days! 

Stop in for a cozy fall weekend full of good vibes, great beer, and amazing music! 

Start your Beer and Wine Festival experience a day early as you Crawl Outta Fall. Guests register in the lobby of the Tamarack Club and pick up a passport that features all the locations to visit for drink specials that evening. Registration takes place between 4 - 7PM and 2 Guys Drinking Beer will be playing music in the Tamarack Club lobby. Only $10 to participate.

Join "The Scarlet Lily", Ashlie DeArmitt, on November 14th from 6:00-7:00pm for a Fall Floral Arrangement Workshop.

Discover your inner florist this fall by joining this floral arrangement class! Whether you’re just starting out or already have a green thumb, this class provides hands-on instruction to help you create breathtaking floral designs. Master the art of balancing colors, textures, and shapes to make stunning arrangements that will add a touch of beauty to any room.

Cost:

Start your Beer and Wine Festival experience a day early as you Crawl Outta Fall. Guests register in the lobby of the Tamarack Club and pick up a passport that features all the locations to visit for drink specials that evening. Registration takes place between 4 - 7PM and live music will be playing in Edna's at the Tamarack Club. Only $15 to participate.

Photo credit: Holiday Valley Resort

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

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

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 

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.