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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! 

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. 

Get in the holiday spirit and unleash your creativity as you decorate delicious cookies with a variety of colorful frostings, sprinkles, and edible decorations. Whether you're a beginner or a seasoned baker, this hands-on workshop is perfect for all ages and skill levels.

During the workshop, you'll learn tips and tricks from Cupcaked Bakery, who will guide you through different techniques to create beautiful and unique designs. It's a great opportunity to spend quality time with loved ones, make new friends, and take home some scrumptious treats to share.

The Enchanted Mountains Horse Series returns for a full weekend of equestrian action and community spirit. This series offers a fantastic family-friendly atmosphere for competitive riders and spectators alike, featuring a variety of events for all to enjoy.

Randolph’s Country Christmas is an annual event that takes place during the first full weekend of December. Starting off the day is Randolph Holiday Arts & Crafts Show.

Looking for a great opportunity to pick up the perfect one of a kind gift for the holidays?  Randolph Central School is excited to announce the annual RCS Arts and Crafts Show will take place at the High and Elementary School GYMS of Randolph Central School District on Saturday, December 2nd from 10am until 4pm. Browse the vendors along with a concession stand and bake sale.

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.

You're invited to the Holistic Healing & Wellness Fair in Olean, NY on Sunday, August 17th from 10am until 4pm. This event is free admission! 

This event is a full day of healing, inspiration, and high vibes. Whether you're into mind, body, spirit, or just looking for a beautiful day in the park, there is something for everyone. 

 Here’s what’s waiting for you: