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Weekend Chairlift Rides at Holiday Valley

Chairlift Rides at Holiday Valley Resort
Summer & Fall Chairlift Rides up the mountain!
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Monthly Themed Fat Bike Rides at ASP

Fat Tire Biking - ASP

Ready to Roll? Grab your fat bike and join in for a series of Friday night fun rides this winter at Allegany State Park! These casual group rides are the perfect way to get outside, meet other riders, and enjoy the parks beautiful winter trails under the stars! 

Ride Details:

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Brothers Osborne at Seneca Allegany Resort & Casino

Allegany Casino Event Center
One of the hottest duos in Country Music is heading to Seneca Allegany Resort & Casino! The Grammy award-winning Brothers Osborne will take the stage at the Seneca Allegany Event Center on Friday, May 16 at 7 pm.
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Freedom

Freedom Speedway race

The town of Freedom, NY is full of farms and woodland. The hamlet of Sandusky is in the Town of Freedom. According to the United States Census Bureau, the town has a total area of 40.6 square miles, of which, 40.3 square miles of it is land and 0.3 square miles of it (0.64%) is water.

The Reserve Presents: Summer Nights Festival!

Reserve

The Reserve in Great Valley will be hosting a Summer Nights Festival from 4pm - 7pm on the following Sundays:

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Winter Music Jam

Winter Music Jam in Ellicottville
Three days of indoor live music in all the hot spots, complementing the list of outdoor fun!
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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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Allegany

Kayakers on the Allegheny River at the Allegany launch

The Town and Village of Allegany, NY are situated along the Allegheny River among the heart of the Enchanted Mountains of Western New York State.

62nd Annual WNY Maple Festival

Maple Festival 2023
Annual event in Franklinville, NY celebrating everything maple!
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George Thorogood and the Destroyers at Casino

Seneca Allegany Resort and Casino Front Entrance
Get ready to rock with one of the biggest names in blues and rock! George Thorogood and The Destroyers are set to electrify the stage at Seneca Allegany Resort & Casino on October 26.
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Demo Day at Holiday Valley

Demo Day at Holiday Valley
Get ready for a day of fun and discovery with FREE ski and snowboard demos from top brands!
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U.S. Air Force Snocross National

Snocross racing at Seneca Allegany Casino
Watch the snowmobiles race around the tracks at the Seneca Allegany Resort & Casino
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Signs of Spring Evening Walk at Allegany State Park

Allegany State PArk

Spring is here! Join an Allegany State Park Naturalist for a "Signs of Spring Evening Walk" explaining Allegany State Park's blossoming spring critters on Wednesday, April 23rd from 6:30-8:00pm. Participants will be treated to some early signs of spring that may include display flight of American Woodcock, chorusing amphibians, newly emerged spring plants and much more. Come early and celebrate Earth Day with making bird feeders using recyclable materials. Earth Day is all about environmental stewardship, and this activity is a meaningful way to reduce waste and support local wildlife.

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Every Christmas Story Ever Told (And Then Some!)

Olean Theatre Workshop

The Olean Theatre Workshop presents, "Every Christmas Story Every Told (And then Some!)" by Michael Carleton, James Fitzgerald, and John K. Alvarez. 

While three actors are tired of performing "A Christmas Story", they decide to take a wild and comedic spin on every beloved holiday tale ever told! This quick paced take through traditions, pop culture, and classic Christmas characters deliver laughter and a needed dose of holiday spirit! 

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Annual WNY Maple Weekends

Maple Syrup at Maple Glen Sugar House
Several maple producers through the Enchanted Mountains celebrate NYS Maple Weekends.
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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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WILMA Woolly Bear Weekend

Reading of the Woolly Bears at WILMA

Join us for the 14th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds.

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 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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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.

Olean

Olean streetscape

Olean is a town in Cattaraugus County, New York. The name is derived from the Latin word "oleum" due to the discovery of crude oil in nearby Ischua.