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Wine Tasting Train Ride

NYLE Train
Join Merritt Winery and NYLE Railroad for a wine tasting train ride through the countryside.
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Wine Tasting Train Ride

NYLE Train
Join Merritt Winery and NYLE Railroad for a wine tasting train ride through the countryside.
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Mother's Day Wine Train

NYLE Train
Celebrate Mother's Day with some wine on a train ride aboard the NYLE Railroad.
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WILMA Woolly Bear Weekend

Reading of the Woolly Bears at WILMA

Join us for the 13th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 18th and 19th, 2025.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

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WILMA Woolly Bear Weekend

Reading of the Woolly Bears at WILMA

Join us for the 12th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 19th and 20th, 2024.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

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Pride in the Park

War Vets Park

The Cattaraugus County Pride Coalition announces it's 6th Pride event at Pride in the Park! 

This is a fun event for all with music, entertainment, vendors, food, educational, LGBTQ+ owned businesses, artists and allies, and so much more. This is a family friendly event and everyone is welcome to attend. 

The event will be held at War Vets Park in Olean on Saturday, June 29th from 12pm until 4pm. 

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Mother's Day Wine Train

NYLE Train
Celebrate Mother's Day with some wine on a train ride aboard the NYLE Railroad.
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Trivia Night at The Challenger Learning Center

Challenger learning center logo

The Challenger Learning Center announced the return of their popular space quiz event! Join in to test your space knowledge and also support a local organization. The event will feature a quiz with prizes for the winning team. You can participate in a team of 2-5 players.

Apart from the quiz, we will also have raffles with exciting prizes such as a Cutco Block, a $100 gift certificate from the Greater Olean Area Chamber of Commerce, a $50 AMC gift certificate, and more. You can still purchase raffle tickets even if you are not attending the event.

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Showdown Throwdown

Inside Daily City Train
1st Annual Showdown Throwdown Snowboard Event
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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

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 fun events that are perfect for friends and family of all ages, which start the day after Thanksgiving. Start planning your trip!

Education in Nature

Path at Nannen
There are plenty of fun and educational activities to do with the entire family in the Enchanted Mountains of Cattaraugus County.

Float the Allegheny

Friends floating the Allegheny River in Olean area
Float the Allegheny River in a non-timed regatta with music, food and more!
Dates

Holiday Valley Mudslide 2022

Crawling through a giant mud puddle at Holiday Valley's Mudslide
A fun-fun-fun obstacle trail run that's either 3.5 mile or 5.4 mile run with unique obstacles ending with a giant mudslide
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