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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!

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 2nd Annual Barkyard Maker's Market on Saturday, July 26th from 10am - 4:00pm. 

The event features a ton of vendors, chicken bbq, Live music... and so much more. 

For more information and/or updates check out the event on Facebook.

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. 

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.

On August 25th The Wild Wing Festival will be held with music by the Rustic Ramblers and food from 12-4 pm. There will be guided tours of all the birds in the 6-acre aviary. You will have a guided tour of the birds and learn about the 78 different species. 

Cost is $10/ adults per person and $5 for children under 12. Food will be served by Lil's Deli including Pizza, Chicken fingers, Fries, Cookies, etc.

 Dining tents will be available in case of rain. Please bring your lawn chairs.

Get ready for a cozy Fall Craft Show at the Little Valley Fire Hall on November 15th, 2025, from 11am to 4pm! Enjoy delicious food, shop local, and support talented artisans. 

*Vendor Opportunities:* Interested in showcasing your crafts? Visit (link unavailable) to learn more and secure your spot! 

Mark your calendars and join the fun!

With the Thanksgiving holiday less than a week away, Seneca Allegany Resort & Casino is gearing up to start the ensuing holiday season in spectacular fashion.

Join in for a one day craft show to get into the Christmas Spirit! There will be over 25 different vendors to shop from, where you can find a little bit of everything. It is always a great time to attend a craft and vendor show!

This event is free to the public. You will find a variety of items to shop from! Candles, tumblers, keychains, plants, soaps, baked goods, 3d printed items, crochet and knitted items, and so much more!

There will be over Vendors, Chinese Auction, and food for sale.

Come join Santa and Mrs. Claus as they officially light the town's holiday decorations! This festive Annual Santa Claus Lane Parade is held annually on the Friday after Thanksgiving and the traditional kick-off to the holiday season. Santa will be in attendance and light up thousands of lights in Lincoln Park and downtown Olean when he parades through town in celebration.

HO! HO! HO! The holidays are fast approaching and there's no better way to get into the spirit than by spending some time in Allegany State Park. Join the Environmental Education Department on Saturday, December 7th for a fun, festive, family event- Saturday with Santa!

In this, the season of giving, we are asking event participants to bring non-perishable food items and/or an unwrapped toy to be donated to a local food pantry and Toys for Tots. This is sure to be a great day! Don't miss out! 

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.

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 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.

Come join Santa and Mrs. Claus as they officially light the town's holiday decorations! This festive Annual Santa Claus Lane Parade is held annually on the Friday after Thanksgiving and the traditional kick-off to the holiday season. Santa will be in attendance and light up thousands of lights in Lincoln Park and downtown Olean when he parades through town in celebration.

Come join Santa and Mrs. Claus as they officially light the town's holiday decorations! This festive Annual Santa Claus Lane Parade is held annually on the Friday after Thanksgiving and the traditional kick-off to the holiday season. Santa will be in attendance and light up thousands of lights in Lincoln Park and downtown Olean when he parades through town in celebration.

Below is a video that highlights the 2016 parade, from the Olean Times Herald, produced by Adam Miller.