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Randolph's Country Christmas

Santa at the Christmas Parade in Randolph

Randolph’s Country Christmas is an annual event. Starting off the day is Randolph Holiday Arts & Crafts Show and the Christmas Magic Show!

Looking for a great opportunity to pick up the perfect one-of-a-kind gift for the holidays?  Randolph Central School is excited to announce that the annual RCS Arts and Crafts Show will take place at the High and Elementary School GYMS of Randolph Central School District. Browse the vendors along with a concession stand and bake sale.

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StrOlean

Person enjoying a stroll through walkable Olean

The Greater Olean Area Chamber of Commerce and city leadership are inviting the community out for a night on the town. Working with the city and members of the business community, the Chamber is announcing “StrOlean,” the event aims to bring folks to the downtown shopping district for an evening of fun. 

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Ellicottville's Rock N' Roll Weekend

Cars at Rock N Roll weekend in Ellicottville
A little rock and roll and a car show make up the agenda for Rock N' Roll Weekend.
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Wheel Throwing at Tri-County Arts Council

Throwing class at Tri-County Arts Council
Learn a general understanding of basic beginner level throwing techniques such as: centering, pulling walls, trimming, and glazing.
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Portville's Arts, Crafts & Antique Show 2024

Jewelry from another Cattaraugus County Craft and Vendor show

Portville Central School’s Arts, Crafts, & Antiques Show returns as a one day, indoor event. It will be held at the Portville High School and will feature art, crafts, antiques and food on Saturday, November 2nd from 10:00am-5:00pm.

Proceeds collected directly benefit the students of Portville Central School in the form of achievement awards and student scholarships.

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Freedom Races

Races at Freedom Motorsports Park
Crate Late Models/UMP Modifieds/RUSH Pro Mods/RUSH Stock Cars/Mini Lates/Bandits
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Meet Santa in the Enchanted Mountains!

Santa and Mrs. Claus at Great Valley Firehall
The holiday season is a magical time in the Enchanted Mountains of Western New York, where twinkling lights, fresh snow, and festive cheer set the perfect stage for a visit with Santa Claus.

Torchlight Parade at HoliMont

Ski slope at HoliMont
Participate in a torchlight parade while skiing or snowboarding down the hill at HoliMont, or simply watch from the bottom!
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Rockin' Oak Hill Park

Oak Hill Park Entrance
Celebrate Olean Rocks the 4th of July with Rockin' Oak Hill Park
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Freedom Races

Races at Freedom Motorsports Park
ESS SPRINT SPECIAL + KURT MILLER MEMORIAL
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Spring into Adventure 2023

Spring activities

It's spring in the Enchanted Mountains, which means... our days get longer, flowers are blooming, and the warmer weather allows us to spend more time enjoying the outdoors! Here's a list of ways you can be active and enjoy spring in the Enchanted Mountains.

2026 Tame the Tuna Regatta

2023 Tame the Tuna Floaters
Paddle 5.5 miles down the Tunungwant Creek, wear a costume if you'd like and make some stops along the way.
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Bacon, Bourbon, & Brotherhood at RocketCup Coffee!

Rocket Cup Coffee- Cattaraugus

Gather the guys for an evening filled with bold flavors, good vibes, and a crash course in all thing's bourbon and bacon with RocketCup Coffee, Cattaraugus, on February 8th, at 6pm. Perfect for both bourbon enthusiasts and beginners, this tasting class is a celebration of indulgence and camaraderie.

What to Expect:

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Olean Oilers Home Baseball Game

A past Olean Oilers game
Take me out to the ball game! Fun for the whole family!
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Freedom Races

Races at Freedom Motorsports Park
Join Freedom Speedway for an adrenaline-fueled experience like no other!
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12 Skating Days of Christmas 2024

Ice Skating at the William O. Rec Center

Through the generosity of the community businesses and organizations listed below, the City of Olean Youth Bureau & Recreation Department is offering free admission for public ice skating. There is a $3.00 skate rental fee.

Special appearance by Santa on December 24th from 12-2pm. Free admission, just a $3 rental fee! 

Sponsored by the Olean Rotary Club.

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Randolph's Country Christmas 2023

Randolph Country Christmas

Randolph’s Country Christmas is an annual event that takes place during the first full weekend of December. Starting off the day is Randolph Holiday Arts & Crafts Show.

Looking for a great opportunity to pick up the perfect one of a kind gift for the holidays?  Randolph Central School is excited to announce the annual RCS Arts and Crafts Show will take place at the High and Elementary School GYMS of Randolph Central School District on Saturday, December 2nd from 10am until 4pm. Browse the vendors along with a concession stand and bake sale.

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2025 Spring Along the Amish Trail

Spring trees budding along the Amish Trail in Western New York

Gear up for a road trip and experience "Spring Along the Amish Trail" on May, 17th from 10am - 4pm. There are nearly 200 Amish Shops along the Amish Trail offering their wares and handiworks, offering a one of a kind shopping experience. In addition to several English Businesses. 

Check Spring Along the Amish Trail for an updated list of participants. 

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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.