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Holiday Valley Beer and Wine Festival
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
Jingle Bell Jubilee
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.
Santa Express Train Rides
Buckskin & Calico Live! - Little Valley Riders Club
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!
Winter Carnival at Holiday Valley Resort
Annual Turkey Trot
Feel good this Thanksgiving by starting your day with a non-timed 5K at St. Bonaventure University with other passionate runners and walkers! Continue that feel good feeling by knowing that the registration fee supports the local food pantry and the Every Kid Deserves the Y fund!
Registration is at 8:30am at Francis Hall. Race starts at 9:30am.
Olean Oilers Home Baseball Game
Holiday Valley Beer and Wine Festival
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
2025 Fall Craft Show
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!
Back to School Day!
Come over to the Salamanca Rail Museum on Main St, August 31st from 12pm - 4pm for some end of summer fun!
There will be "old time" games, a hat craft, temporary tattoos, and a raffle basket including some Rail Museum Swag & gift shop goodies!
Holiday Valley's New Years Eve Celebration and Torchlight Parade 2024-2025
Have a blast as you close out 2024 with a fun, family-friendly party that culminates with an incredible fireworks display.
Jingle Bell Jubilee
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.
Tri County Arts Council Upcoming Art Classes
Creative Clay: Christmas Tree – November 2 & 16, 2023 (Thursday) with Violet Nolder
Cost: $40 Artisan Members & Above $50 Basic/Family Members & Non-Members
Age: 16+
Creative Clay Classes are project specific, beginner hand building classes. We will be making fun coil Christmas tree for you to display during the holiday season.
Holiday Valley Beer and Wine Festival
Get ready to raise your glass and indulge in the ultimate celebration of craft beverages at the Holiday Valley Beer and Wine Festival 2024! Join them on November 8th and 9th 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
2024 Holiday Valley Mudslide
Winter Carnival at Holiday Valley Resort
BasilicaFEST
Saturday with Santa at Allegany State Park 2023
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 2nd for a fun, festive, family event- Saturday with Santa!
Olean Oilers Home Baseball Game
Vickie & Nickie's Holiday Sleigh Ride
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.
6th Annual Harvest Fall Fest
Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 6th Annual Harvest Fall Fest on Saturday, October 4th from 10am - 4:00pm.
The event features FREE outdoor activities like apple cider pressing, fall craft station, doughnuts and funnel cakes, door prizes, a candy count, photo stops, and Live music.
Inside the shop, there will be in-store specials, honey samples, Ellen's pop up boutique, and a full chocolate shop with grab-and-go specials.
Come and enjoy the autumn festivities!
Santa Express Train Ride 2023
Join us on a fun and festive Christmas train ride where the kids get to meet Santa! He might even have gifts for all the boys and girls!
All trips have an on-board cash sale concession.
Times of Train Rides:
- Train departs at 11:00am, 1:00pm & 3:00pm on each day
Happy Holidays! Purchase your tickets!
Demo Day at Holiday Valley