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Showdown Throwdown

Inside Daily City Train
1st Annual Showdown Throwdown Snowboard Event
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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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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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HoliTrot Fall Fest Trail Run

HoliTrot logo featuring a running turkey

Join in for the HoliTrot Fall Festival Trail Run! 

Get ready to lace up your running shoes and celebrate the vibrant autumn season at HoliMont! You're invited to the exciting HoliTrot Fall Festival Trail Run, featuring a Kids Race and a scenic 5k trail run through our beautiful trails.

Schedule:

  • 10:00 AM - Kids Race
  • Immediately Following Kids Race - 5k Trail Run

Race Highlights:

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Ellicottville Championship Rodeo

Ellicottville Rodeo, photo credit- Chuck Jaquith
An honest-to-goodness rodeo!
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Allegany American Legion

Outside view of American Legion
Allegany American Legion, Post #892, offers an Inside Hall as well as an Outdoor Pavillion. Available to non-members as well.

Campground Adventures

Ischua Creek next at Campground Adventures
Campground Adventures, your premier glamping and camping destination in Western New York! Located on the banks of Ischua Creek, situated within Enchanted Mountains, nestled between Allegany State Park and Letchworth State Park.

All Aboard

NYLE Train coming through the tunnel

Take a train ride along the countryside of the Enchanted Mountains. The New York and Lake Erie Railroad offers featured rides throughout the year.. All of the train rides are round trips that depart from the Gowanda Depot. 

Hop aboard with the Easter Bunny, tell Santa your wish list, solve a murder mystery, enjoy the fall foliage, and so many other rides to choose from!

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 Holistic Healing & Wellness Fair

Lincoln Park in Olean, NY

You're invited to the Holistic Healing & Wellness Fair in Olean, NY on Sunday, August 17th from 10am until 4pm. This event is free admission! 

This event is a full day of healing, inspiration, and high vibes. Whether you're into mind, body, spirit, or just looking for a beautiful day in the park, there is something for everyone. 

 Here’s what’s waiting for you:

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