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Holiday Valley's Spring Pond Skimming 2024

Pond Skimming at Holiday Valley Resort
Watch as skiers try to skim their way across an ice water filled pond or just enjoy being a spectator at Holiday Valley's Pond Skimming event.
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STARS 47th Annual Model Aircraft Fly-In

STARS Fun Fly airshow
See hundreds of radio controlled aircraft fly through the skies.
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Learn to Love Winter Lessons

Lessons at Holiday Valley

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:

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7th Annual Arts & Craft Show

A past Olean Event at War Vets Park in Olean
Make your way over to the 7th Annual William O. Smith Arts and Craft Show at War Veterans Park in Olean, NY, on Saturday, May 2, 2026.
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Holiday Valley Resort

Skiers coming down the hill at Holiday Valley Resort
A resort in Western NY for mountain biking, skiing, snowboarding, hiking, golfing, zipline adventure park and more!

Jingle Bell Jubilee

Horse and carriage ride at the 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.

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Ellicottville Fall Festival

Aerial view looking West from the East side of Ellicottville during Ellicottville's Fall Festival (2018)
Explore the arts and crafts, seasonal food, beverages and the ski resorts in this ski town during an Autumn weekend

Avoid the Winter Blues

Hikers at Allegany State Park

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. 

The Most Wonderful Time of the Year

Santa waving during parade in Randolph

It’s time to get into the Christmas Spirit! The Enchanted Mountains has many fun events that are perfect for friends and family of all ages, which start the day after Thanksgiving. Start planning your trip!

November 25th

Christmas in Ellicottville

Tailgate Thursday

Tailgate Thursday in Olean
A Community Celebration for Football Fans
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Eat & Drink

Some places to eat and drink in the Enchanted Mountains!

Sahr's Restaurant

Outside the Sahr's Restaurant

Homecooked and highly-praised breakfasts, lunches, Friday fish fries, and homemade pies. Friendly hometown atmosphere.  A great place to stop for hunters and fishermen.

The Co-op Yesterday & Today

Entrance to Co-Op Yesterday & Today
A unique multi-dealer shop offer a constantly changing inventory with vendors stopping daily to add and change their inventory.

Medora Ball Museum

Medora Ball Museum in the Town of Otto
A church that was built in the early 1860's and displays the local history of the Town of Otto.

Backstreet Girls

Backstreet Girls sign
Backstreet Girls is your one stop shop for Amish Quilts and handmade items located along New York's Amish Trail.

Roadside Bar & Grill

Roadside Bar & Grill

Roadside Bar & Grill, located in Delevan, offers a relaxed atmosphere with a diverse menu that includes everything from hot roast beef and broiled seafood to cheeseburgers and pulled pork. 

Harwood Haven Cabin Resort and Camping

Campers at Harwood Haven
With over 106 acres adjoining beautiful Harwood Lake multiple use area, 298 acres, and Bush Hill state forest, 3109 acres, this campground is the ideal base of exploration for the many exciting natural treasures.