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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! 

Taste all of the different flavors that Ellicottville has to offer! Walk around the village to taste-test some of the restaurant's favorite dishes. Local restaurants will be serving up small bites and signature dishes that showcase the best of Ellicottville's culinary scene. There will be live music indoors and tastings lining Monroe and Washington Streets. 

Pro tip: You can purchase your tickets ahead of time to skip the lines!

Join Portville for a fun and exciting Christmas Celebration!

There will be a Christmas Parade and Park Lighting Celebration. The parade will start at the Portville School and make its way down to Pioneer Park where Santa will light the park.

Food trucks, live music, and visits with Santa will be available!

Join the Little Valley Riders Club for a fun-filled evening of square dancing, country, and fifties music on May 25th, 2025, from 7 pm to 11 pm! 

It's a family-friendly event, so bring the kids along. Feel free to bring your own drinks and snacks. No horses required – just come for the dance and good times!

Stop by Ellicottville Brew Co. in Little Valley on Sunday, February 2nd, from 11 AM to 2 PM, for a morning filled with joy, mimosas, and creativity! Enjoy a mouth-watering brunch buffet, design your own floral arrangement with guidance from Swan St. Florist, and listen to live music by The Son Duo. Browse unique gifts and products from local vendors and enjoy specialty drinks at our cash bar. It's the perfect way to spend a delightful Sunday morning! 

Kick off the summer on June 21st, 2025 when all of Main Street in Little Valley will be closed for the inaugural Little Valley Community Day! Over 30 vendors will fill the street along with food trucks, family activities, children's games, live music, bounce houses and more! The event will run from 1pm until 9pm. This is a rain or shine event.

After bursting onto scene as the Season 10 winner of “American Idol,” he quickly won the hearts of critics and audiences alike, with his deep voice and traditional Country style. A string of impressive hits soon followed including “Five More Minutes,” “In Between,” and “Damn Straight.” Known for his crooning melodies and downhome Southern charm, this North Carolina native has become a respected figure in Country music. He also made history as the first Country artist and youngest male artist of any genre to debut a first solo album on Billboard’s Top 200 chart.

The Olean Theatre Workshop presents, "Every Christmas Story Every Told (And then Some!)" by Michael Carleton, James Fitzgerald, and John K. Alvarez. 

While three actors are tired of performing "A Christmas Story", they decide to take a wild and comedic spin on every beloved holiday tale ever told! This quick paced take through traditions, pop culture, and classic Christmas characters deliver laughter and a needed dose of holiday spirit! 

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.

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 is looking forward to a weekend full of the best blues bands in the region! Come down and shake those winter blues with them as they fill their village with music. 

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.

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 Regina A. Quick Center for the Arts presents The Reverón Piano Trio, performing March 14, 2025 at 7:30pm. 

Calling all car enthusiasts! Bring your ride or just your appetite for Cruise Nights at Fatties Creamery & Grill every Thursday from 5pm - 8pm. Classic and Custom cars are welcome to this family friendly event. There will be a raffle entry with every food purchase to win a free ice cream cone. Drawings will be every hour.

Join Allegany on September 21st, from 1pm - 3pm!! They will be celebrating with a grand opening party with a ribbon cutting! There will be 50/50s from local sponsors, vendors, live music from Animals in a Cage, and food trucks! They are going to try to have a best trick jam with giveaways!