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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.

Portville Central School’s Arts, Crafts, & Antiques Show returns as a one day, indoor event. It will be held at the Portville High School and will feature art, crafts, antiques and food on Saturday, November 2nd from 10:00am-5:00pm.

Proceeds collected directly benefit the students of Portville Central School in the form of achievement awards and student scholarships.

Get into the Halloween spirit at EBC Little Valley with an unforgettable night of pumpkin carving on Thursday, October 23 at 6:30pm led by Food Network Champion, Guinness World Record Holder, and Professional Pumpkin Carver Eric Jones!  

Eric is one of WNY's top pumpkin artists, known for his incredible 3D creations and hundreds of jaw dropping sculptures across the region. Now's your chance to learn his tips and tricks and create your own masterpiece to show off this Halloween! 

Get ready to laugh until your sides hurt! The Double Chuckle Comedy Tour, starring the hilarious Patrick Madison and featuring the witty Daniel McGinnis, is coming to Wildwood Bar and Grill on Saturday, March 8th at 8:00 PM. Join in for a night of non-stop entertainment with some of the best comedians around. Admission is only $5.00, so grab your friends and come enjoy an unforgettable evening of comedy!

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!

Join Jessica Borchert on October 1st from 5:00pm-7:00pm at the Tri-County Arts Council in Olean to celebrate Fall by painting a still life of pumpkins and create an original art piece to add to your fall decor. 

Cost: 

$30 - Artisan Members & Above

$40 - Basic/Family Members & Non-members

Discover the joy of skiing and snowboarding with Holiday Valley's Learn to Love Winter event on January 3rd! For anyone ages 4+ who is brand new to snowsports, this beginner-friendly experience is the perfect way to start your winter lifestyle journey!

What’s Included:

Celebrate the season with a country superstar! Having five number 1 singles to her name, including “Suds In A Bucket” and “Born To Fly,” this Country Music Award winning artist has recently been invited to become a member of the Grand Ole Opry. Enjoy all the well-known hits along with Christmas favorites like “Run Rudolph Run” as Sara Evans brings the spirit of the holidays to the Seneca Allegany Event center for one magical night!

HO! HO! HO! The holidays are right around the corner, and there's no better way to get into the spirit than by spending a fun-filled day at Allegany State Park for a Saturday with Santa on Saturday December 6th from 11:00am - 3:00pm. 

Join the Environmental Education Department for a festive family event featuring crafts, games, photos with Santa, and plenty of holiday cheer. 

HO! HO! HO! The holidays are fast approaching and there's no better way to get into the spirit than by spending some time in Allegany State Park. Join the Environmental Education Department on Saturday, December 6, for a fun, festive, family event – Saturday with Santa! 

In this, the season of giving, we are asking event participants to bring non-perishable food items and/or an unwrapped toy to be donated to a local food pantry and Toys for Tots. This is sure to be a great day! Don't miss out!

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