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The Enchanted Mountains Horse Series features an exciting game show on Friday nights, and performance classes on both Saturday and Sunday.

Attendees can enjoy a variety of treats from the food concession stand and explore offerings from various clothing and tack vendors. Additionally, each weekend typically includes at least one charitable fundraiser to support a worthy cause or individual in need.

Spectators are always welcome!

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 ready for a cozy Fall Craft Show at the Little Valley Fire Hall on November 15th, 2025, from 11am to 4pm! Enjoy delicious food, shop local, and support talented artisans. 

*Vendor Opportunities:* Interested in showcasing your crafts? Visit (link unavailable) to learn more and secure your spot! 

Mark your calendars and join the fun!

Laugh for the holidays with 'Vickie & Nikie's Holiday Sleigh Ride'

During this celebration of the holiday season, Minnesota style, the duo entertains with sidesplitting interpretations of favorite holiday songs and pop tunes, wacky originals, fun family stories, social commentary, improvisation and audience participation.

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. 

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. 

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.

Join the Olean Community Theatre as they present Gilbert & Sullivan's HMS Pinafore, a hilarious comic opera and the story of Josephine, daughter of Captain Corcoran, and her love for sailor Ralph Rackstraw, while being torn between true love and her father's desire for her to marry Sir Joseph Porter, the First Lord of Admiralty. This is sure to be a funny tale of love, honor, and duty. Directed by Jake Riggs with a special arrangement by Concord Theatrics. 

Showtimes at $15.00/person:

Join in on this great opportunity to learn about migratory species and birding as a hobby with a birding walk hosted by Tim Baird, president of the Cattaraugus Bird Club. 

Join Tim from 8:00am - 9:00am on either Saturday, May 3rd or May 17th, for a great morning walk along the beautiful property at Pfeiffer Nature Center, fun for all ages! 

MEET AT 8:00AM AT THE ESHELMAN PROPERTY AT PFEIFFER NATURE CENTER 

If you love sliding on steel, join us at the Fiddler's Terrain Park on Saturday the 20th for a rail jam that should not be missed. Sponsored by Red Bull, this competition is bound to be action packed and a ton of fun. DJ Tyler Swift will be rockin' the mic and keeping the vibes high!

Get ready for a night of fun and frights at Allegany State Park’s Spooky Family Bike Ride! Here’s everything you need to know:

Event Details:

• Location: Red House Picnic Shelter
• Date: October 25, 2024
• Time: Starting at 5:30 PM

Schedule:

Join Jean Benson on June 7th, 2025, from 10:00 am to 12:00 pm for a fun and creative Dutch Pour Painting class! Create Your Own Masterpiece using fluid acrylic paint and a unique blowing technique that will create dynamic, abstract patterns on a 12x12 canvas. 

Details:

• Cost: $25 (Artisan Members & Above), $35 (Basic/Family Members & Non-Members)
• Age: 12+

No experience needed, just come with your creativity! 

This 2 day clinic is perfect for the intermediate to advanced level woman skier who wants to have more control, more confidence and more fun with their skiing!

Lisa Ballard is a renowned coach and former US Ski Team member who has a unique way of presenting the technical aspects of good skiing in a consise and easy to understand method. Lisa and several Holiday Valley's women instructors lead the groups through free skiing, drills, non-intimidating race training and video analysis.  Women's ski demos are included.

Registration is limited.