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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.
2026 Spring Along the Amish Trail
Gear up for a road trip and experience "Spring Along the Amish Trail" on May, 30th 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.
2025 Spring Along the Amish Trail
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.
Real Stuff Gallery & Gifts
12 Skating Days of Christmas 2025
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 $4.00 skate rental fee.
Sponsored by the Olean Rotary Club.
StrOlean
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.