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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. 

Get ready for a night of fun and frights at Allegany State Park’s Spooky Family Bike Ride! Here’s everything you need to know:

Event Details:

• Location: Red House Picnic Shelter
• Date: October 25, 2024
• Time: Starting at 5:30 PM

Schedule:

Get ready to raise your glass and indulge in the ultimate celebration of craft beverages at the Holiday Valley Beer and Wine Festival 2025! Join Holiday Valley on November 7th and 8th for a weekend brimming with exceptional brews, fine wines, and unforgettable fun. Nestled in the picturesque beauty of Ellicottville, NY, this festival is the perfect blend of amazing flavors, live entertainment, and scenic views.

Kick off the weekend with the "Crawl Outta Fall" event.

Photo credit: Holiday Valley Resort

This is the third 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.

It's Christmas In Allegany Santa House season!

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

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.

Get in the holiday spirit and unleash your creativity as you decorate delicious cookies with a variety of colorful frostings, sprinkles, and edible decorations. Whether you're a beginner or a seasoned baker, this hands-on workshop is perfect for all ages and skill levels.

During the workshop, you'll learn tips and tricks from Cupcaked Bakery, who will guide you through different techniques to create beautiful and unique designs. It's a great opportunity to spend quality time with loved ones, make new friends, and take home some scrumptious treats to share.

The Ellicottville Historical Society invites you to join their Fright Walks on September 27, October 4, October 18, and October 25.

Join in for the HoliTrot Fall Festival Trail Run! 

Get ready to lace up your running shoes and celebrate the vibrant autumn season at HoliMont! You're invited to the exciting HoliTrot Fall Festival Trail Run, featuring a Kids Race and a scenic 5k trail run through our beautiful trails.

Schedule:

• 10:00 AM - Kids Race
• Immediately Following Kids Race - 5k Trail Run

Race Highlights:

The 2026 carnival will be a 4-day event. Enjoy rides, food, and entertainment!

Wednesday- CHIEF’S NIGHT - All area departments are invited to showcase a piece of their apparatus.

Thursday- WATER FIGHT NIGHT - All area departments are encouraged to bring a team or teams to participate. Teams consist of both Junior and Senior members. Registration for the Water Fights will begin at 5:30pm and the fights start at 6:00pm.

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.

Discover the history of Allegany State Park- January 1, 2024. New York's State Parks and Historic Sites celebrates our Centennial in 2024, commemorating the 100th anniversary of the founding of our parks and sites system. Help us kick off this yearlong celebration and get your New Year off to a great start with a hike in Allegany State Park along the newly finished Quaker Run Area Multi-Use Trail.

Experience the heartbeat of South Dayton on Wednesday evenings at the Park Street Gazebo! 

Join in for a summer-long celebration of community and sound. Whether you're a local or just passing through, the Music in the Park series offers the perfect midweek escape with live performances from a rotating lineup of talented artists. 

Music in the Park is held each Wednesday from 6:30pm – 8:30pm. at the Park Street Gazebo on Park Ave, South Dayton. The music plays regardless of the forecast.