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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.
Paws & Pumpkins 5K for E.A.R.S

Fall into Fun: Paws & Pumpkins 5K
Join the 2nd Annual Paws & Pumpkins 5K in Little Valley, NY benefiting Empire Animal Rescue Society (EARS)! Whether you're a seasoned runner or a leisurely walker, bring your family, friends, and furry companions for a morning of autumn fun.
Event Details:
Welcome
We are naturally yours to enjoy on the other side of New York State. We are the Enchanted Mountains of Western New York State where beautiful scenery displays forested, rolling hills and clean, sparkling lakes.
Location
Located in Western New York's scenic uplands, Cattaraugus County is a panorama of thriving communities, rolling farmlands, forests and picturesque waterways. Its wooded hilltops overlook valleys sculptured by glaciers of the Ice Age.
Wizards STEAM Night at the Challenger Learning Center!

The Challenger Learning Center in Allegany is hosting a magical event where kids, and parents, can dress up as their favorite wizards and participate in over 30 STEAM activities on October 26th, from 5:30-7:30pm.
Cost: $5 per person
*If you register by October 22nd, your child will receive a special letter from Hogwarts via email that you can print out!
Event Highlights:
Olean 1854 Home Match

Olean 1854 is one of two amateur mens soccer teams in Cattaraugus County. Their home games are played at St. Bonaventure University or Olean Intermediate Middle School. The have the following home matches scheduled for 2025:
Red House
Red House is a town in Cattaraugus County, New York. As of the 2000 census, the town population was 38, making it the least populous town in the state. The name comes from a small stream, Red House Creek.
Pump Boys & Dinettes at Ray Evans Theater

The Cattaraugus County Living Arts Association is announce their 2025 summer production, the high-energy, crowd-pleasing jukebox musical "Pump Boys and Dinettes"—a toe-tapping celebration of life, love, and laughter on Highway 57!
This production Will Take place on August 8th at 7:30pm, August 9th at 7:30pm, and August 10th at 2pm
A brief synopsis:
Lyndon
Lyndon is a town in Cattaraugus County, New York.
Tri-County Trout Derby

Demolition Derby & Bus Demo

10th Annual - "Cruising Against Cancer" Car & Craft Show

Mark your calendars for Sunday, May 18th from noon to 4 pm for the 10th Annual Cruising Against Cancer Car and Craft Show located at the Cattaraugus County Fairgrounds! All proceeds will benefit the Roswell Park Alliance Foundation.
This event is rain or shine, in the event of inclement weather, they will move under the barns.
For more information, contact:
- Car Show: Ted Nichols (716-969-3690) or Denny Koch (716-640-0014)
- Craft Show: Sherry Charlesworth (716-244-2344)
Come out and support a great cause!
6th Annual Harvest Fall Fest

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 6th Annual Harvest Fall Fest on Saturday, October 4th from 10am - 4:00pm.
The event features FREE outdoor activities like apple cider pressing, fall craft station, doughnuts and funnel cakes, door prizes, a candy count, photo stops, and Live music.
Inside the shop, there will be in-store specials, honey samples, Ellen's pop up boutique, and a full chocolate shop with grab-and-go specials.
Come and enjoy the autumn festivities!
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Events
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HoliMont's Contractor's Day

HoliMont Contractor’s Day is an event filled with many fun activities that take place on and off the slopes. This year’s activities include the 36th annual Dave Pitkin Memorial Ski Race, dedicated to him to commemorate his enduring spirit, his contributions to the HoliMont Racing Club, and his part in creating the racing hill, Our infamous Bombardier Ball Drop, Lunch provided by Dina’s at the Mont, A vendor market, and an Apres Ski Party. This event is sponsored by many local businesses and helps us celebrate and support our local community. Join us for our favorite day of the year!
Pride in the 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.
New York Theater Ballet presents "Firebird" by George Lewis

Join the acclaimed New York Theater Ballet for a seventy-five minute program that brings to life the timeless tale of the Firebird, Royal Pas de Deux, and contemporary ballet. This magical experience will captivate audiences of all ages.
This is in Association with Tri County Arts Council.
Transportation
Various ways to get here and how to get around the Enchanted Mountains (Cattaraugus County, New York).
Major Roadways:
- Interstate 86 runs east/west through our region.
- U.S. Route 219 runs north/south through our region.
Rental Cars / Vehicles:
Enterprise Rent-A-Car in Olean, NY
Hertz Car Rental in Yorkshire, NY
Airports:
- Buffalo Niagara International Airport is the closest large airport to us.
- Olean Municipal Airport is located in Ischua, NY.
- Great Valley Airport is located in Great Valley, NY.
Bussing: (SP)
- Seneca Bus Service
- The City of Olean has bussing that covers the entire city.
- Holiday Valley Resort and the Village of Ellicottville has busing that also travels to the Seneca-Niagara Casino, located in Salamanca.
Uber / Lyft / Etc.??
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Demolition Derby & Bus Demo

Olean 1854 Home Match

Olean 1854 is one of two amateur mens soccer teams in Cattaraugus County. Their home games are played at St. Bonaventure University or Olean Intermediate Middle School. The have the following home matches scheduled for 2025: