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Discover the joy of skiing and snowboarding with Holiday Valley's Learn to Love Winter event on January 3rd! For anyone ages 4+ who is brand new to snowsports, this beginner-friendly experience is the perfect way to start your winter lifestyle journey!

What’s Included:

Kick off the summer on June 21st, 2025 when all of Main Street in Little Valley will be closed for the inaugural Little Valley Community Day! Over 30 vendors will fill the street along with food trucks, family activities, children's games, live music, bounce houses and more! The event will run from 1pm until 9pm. This is a rain or shine event.

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. 

This is the fifth and final night of Christmas In Allegany at the Allegany Santa House. This is a free event to come visit Santa in his beautifully decorated Santa House with Elf Shack behind selling basket raffle tickets to help support this yearly tradition. Raffle tickets will be drawn after the event.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Get ready for an unforgettable fall trail adventure on Saturday, October 25th starting at Art Roscoe Trailhead at Allegany State Park.

The Summit 50/50, hosted by Reluctant Runner Racing, is a Trail Sisters approved ultra trail race in the stunning summit of Allegany State Park, New York's largest and most picturesque state park. Experience crisp autumn air, brilliant foliage, and a course that will push your limits in all the best ways. 

You're invited to the Holistic Healing & Wellness Fair in Olean, NY on Sunday, August 17th from 10am until 4pm. This event is free admission! 

This event is a full day of healing, inspiration, and high vibes. Whether you're into mind, body, spirit, or just looking for a beautiful day in the park, there is something for everyone. 

 Here’s what’s waiting for you:

Celebrate opening night of the Allegany Santa House with Santa's arrival by the Allegany Fire Department. This is a free event to come see Santa, and enjoy a beautiful decorated Santa House with Elf Shack containing basket raffles to help support this community event.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Additional Dates:

• December 5th
• December 7th
• December 12th
• December 14th

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! 

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:

Come over to the Salamanca Rail Museum on Main St, August 31st from 12pm - 4pm for some end of summer fun! 

There will be "old time" games, a hat craft, temporary tattoos, and a raffle basket including some Rail Museum Swag & gift shop goodies!