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UppenOvr at Holiday Valley 2025

Ski from Holiday Valley 'uppenovr' the mountain to HoliMont!

Dates

Sat, Mar 15 2025 , 3 - 8pm

Activities

Activities in the Enchanted Mountains year-round.

HoliMont

North America's largest private ski area devoted to family skiing, mountain biking, and outdoor adventures.

Cross Country Ski at Holiday Valley Resort

A couple cross country skiing around the golf course at Holiday Valley Resort (2016)

From the easy cross country ski (XC-Ski) trails around the golf course to the slightly-more difficult trails near the top of the mountain, there are various combinations of XC-ski trails at Holiday Valley Resort.

Christmas Time at Sprague's Maple Farms

Sprague's Maple Farms offers a unique blend of culinary delight and charming animal encounters that make for an unforgettable visit during Christmas time!

Avoid the Winter Blues

You may think that the winter in the Enchanted Mountains is only for skiiers and snowboarders, but it's not! Check out the variety of events happening for you to enjoy without skis or a snowboard.

Avoid the Winter Blues

Telestock Day- PC: Holiday Valley Resort

Check out the events happening around the Enchanted Mountains in February!

Autumn is Wonder-fall 2010

Well, it is already Autumn in 2010 and we love the falling leaves. We've created the following routes to take you through different areas of Cattaraugus County.

This post is long-winded as it gives you some options for your trip into Cattaraugus County.

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.

Discover Pumpkinville: Your Ultimate Fall Destination

As autumn breezes in and the leaves begin to paint the landscape in hues of gold and crimson, there's one destination that captures the essence of the season like no other: Pumpkinville.

Fairway View Pavilion at the St. Bonaventure

The views cannot be beat at any other restaurant in town!

Cattaraugus Area Historical Society Museum

Outside view of the Cattaraugus Area Historical Center

Spend some time viewing all the historical treasures.

Murder Mystery Mayhem

Participate in a murder mystery train ride with the NYLE Railroad.

Dates

Sat, Aug 17 2024 , 4:30 - 10pm

African American Center for Cultural Development

Outside view of the African American Center in Olean

A museum, an educational center, a community center, and a heritage and cultural center.

Monthly Drum Circle at Griffis Sculpture Park

Monthly Drum Circle at Griffis Sculpture Park return!

Dates

Sat, Jun 22 2024 , 6:30 - 8pm

Sat, Jul 27 2024 , 6:30 - 8pm

Sat, Aug 24 2024 , 6:30 - 8pm

"Master Angler Mayhem" Murder Mystery

Participate in a Murder Mystery aboard a train ride with the NY LE Railroad.

Dates

Sat, Jun 8 2024 , 4:30 - 10pm

Alden's Acres Bed & Barn

An idyllic Allegheny Mountain retreat awaits at this 3-bedroom, 1.5-bath vacation rental house.

"Master Angler Mayhem" Murder Mystery

Participate in a Murder Mystery train ride aboard the NYLE Railroad.

Dates

Sat, Apr 13 2024 , 4:30 - 10pm

Murder Mystery Mayhem

Participate in a murder mystery train ride with the NYLE Railroad.

Dates

Sat, Aug 9 2025 , 4:30 - 10pm

Willow Creek Cottage

Fully furnished house that can accommodate 12 or sleep 2 just as comfortably.

Lincoln Park

A small park in downtown Olean, NY.

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.

Dates

Sat, Dec 13 2025 , 4:30 - 8:30pm