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Holiday Valley's Intense Milk Rail Jam
HillTap Festival @ Holiday Valley
Holiday Valley's Boardroom Banked Slalom
Holiday Valley's Boardroom Banked
Holiday Valley's Boardroom Banked
Holiday Valley's New Years Eve Celebration and Torchlight Parade 2023-2024
Ring in the New Year with the Holiday Valley Groomer parade and spectacular fireworks. Family friendly party in the main Lodge. Approximate times: Groomer Parade on Cindy's Run at 11:15, torchlight parade at 11:30 then the fireworks show at 11:45, ending at midnight.
Holiday Valley's New Years Eve Celebration and Torchlight Parade 2025-2026
Ring in the New Year with the Holiday Valley Groomer parade and spectacular fireworks. Family friendly party in the main Lodge. Approximate times: Groomer Parade on Cindy's Run at 11:15, torchlight parade at 11:30 then the fireworks show at 11:45, ending at midnight.
Summer Music Festival
Comedy Night at Good Times of Olean
HoliMont's Contractor's Day
HoliMont Contractor’s Day is an event filled with many fun activities that take place on and off the slopes. This year’s activities include the 36th annual Dave Pitkin Memorial Ski Race, dedicated to him to commemorate his enduring spirit, his contributions to the HoliMont Racing Club, and his part in creating the racing hill, Our infamous Bombardier Ball Drop, Lunch provided by Dina’s at the Mont, A vendor market, and an Apres Ski Party. This event is sponsored by many local businesses and helps us celebrate and support our local community. Join us for our favorite day of the year!
Celebrate "Just Do It" Day at Allegany State Park!
College Daze Weekend at Holiday Valley Resort: The Ultimate Snow-Filled Escape
For students craving a break from the rigors of academic life, Holiday Valley Resort's College Daze Weekend is the perfect winter retreat, January 4th-6th.
College Daze Weekend at Holiday Valley Resort: The Ultimate Snow-Filled Escape
For students craving a break from the rigors of academic life, Holiday Valley Resort's College Daze Weekend is the perfect winter retreat, January 5th-7th.
Holiday Valley, It's Just Fun All Year 'Round - adds E-Bikes!
It is sad to say good bye to another great ski season, but at Holiday Valley you’ll find fun all year long.
Music in the Park- South Dayton Summer Series
Experience the heartbeat of South Dayton on Wednesday evenings at the Park Street Gazebo!
Join in for a summer-long celebration of community and sound. Whether you're a local or just passing through, the Music in the Park series offers the perfect midweek escape with live performances from a rotating lineup of talented artists.
Music in the Park is held each Wednesday from 6:30pm – 8:30pm. at the Park Street Gazebo on Park Ave, South Dayton. The music plays regardless of the forecast.
Holiday Valley's Intense Milk Rail Jam
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.
Stand Up Comedy Show at Wildwood Bar & Grill
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!
I Love My Park Day at Allegany State Park
Tell A Friend Tour at Holiday Valley
Griffis Sculpture Park 2025 Events
Holiday Valley's Red Bull Rail Jam
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!
Olean Speaker Series- Native American Arrowheads
Join the Olean Historical Society for the 2026 Speaker series, with a presentation by Dana Klein about Native American Arrowheads at 6:30pm on July 20th.
The event will be held outside, so bring your lawn char and meet on the museum's side lawn. If it rains, the event will be held indoors.
The event will be held at 302 Laurens Street in Olean, NY.
I Love New York Winters 2010
This list of activities to enjoy in the Winter was created in 2010.
Ahhh the holidays! Whether you are looking for relaxation or excitement with the holidays we'll have some activities below.