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The Greater Olean Area Chamber of Commerce and city leadership are inviting the community out for a night on the town. Working with the city and members of the business community, the Chamber is announcing “StrOlean,” the event aims to bring folks to the downtown shopping district for an evening of fun. 

Join Gowanda's Historic Hollywood Theater for the Final Centennial Celebration on Sunday, April 19th at 12:00pm. 

Come and help celebrate the Hollywood's 100th Birthday with organist Dennis James, Hollywood Drama Camp Alumni performances, and of course cake! 

This event is FREE to the public with concessions for sale. 

Kicking off at 11am with a vendor show, a segmented group workout with Warrior Fitness trainers, Food Trucks, DJ, dunk tank, a kids carnival and lawn game tournaments!

Kick off the warmer weather with a community wellness event created with everyone in mind!

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

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean, the Friday after Thanksgiving. Watch the Santa Claus Lane Parade before or after touring this beautifully restored mansion built in 1881 with 15 rooms, including a third-floor ballroom.

The historic house will be adorned with Christmas decorations during its annual open house on Friday from 6-9pm. There will be refreshments and raffle baskets, proceeds to benefit the Bartlett House. 

Join Gowanda's Historic Hollywood Theater on Friday, April 17th, starting at 4pm for a black-tie evening of classic Hollywood glamour to kick off the 100th year of the theater! 

The night will feature a catered cocktail hour in The Old Bank and a night of jazz with the Springville Jazz Orchestra. 

Tickets:

Single - $60, includes: 2 free drink tickets, cocktail hour hors d'oeuvres, and red carpet admission. 

A pair of tickets are $100 - includes all the above perks per person. 

Spend winter break at Holiday Valley with this special lodge and lift  package designed for college students. Cost is just $239 per person (plus tax) for quad occupancy at The Inn at Holiday Valley, 3 days and 2 nights lift tickets (start anytime Sunday through 4:30 on Tuesday), an arrival gift, hosted parties, tastings and more.

First time skiers or snowboarders get a FREE 1.5 hour lesson, rental equipment and a beginners area lift ticket.  College Season Passholders can deduct $100 from their package price.

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! 

Gather the guys for an evening filled with bold flavors, good vibes, and a crash course in all thing's bourbon and bacon with RocketCup Coffee, Cattaraugus, on February 8th, at 6pm. Perfect for both bourbon enthusiasts and beginners, this tasting class is a celebration of indulgence and camaraderie.

What to Expect: