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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.

The Jingle Bell Jubilee is a holiday event featuring many activities and events: the holiday market, carolers, dance groups, wreath creation class, Shop Raffle Drawing, Sips of the Season, make and take craft, horse and wagon rides; an inflated snow globe for picture opps, cocoa and cookie crawl, decorate the tree contest, cookie decorating, and even a Rudolph run! Hours for the event are 4:30-8pm.

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!

Join the fun at Hunter Hill Farm on November 9th from 10 AM to 2 PM for a festive Christmas Tree Pottery Class with Tara from TShed Pottery!

TShed Pottery, run by Tara, is renowned for its unique and handcrafted pottery pieces. Celebrated for her creativity and quality, Tara’s classes are both educational and enjoyable. She will guide you through the creative process of designing and crafting two unique Christmas trees—one small and one large.

Event Schedule:

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 5th Annual Harvest Fall Fest on Saturday, October 5th 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! 

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 2nd for a fun, festive, family event- Saturday with Santa!

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.

Get into the festive spirit and learn how to create beautiful holiday centerpieces that will impress your guests. An expert instructor Amy, from Swan Street Florist, will guide you through the process, sharing tips and tricks along the way.

Whether you’re a seasoned crafter or a beginner, everyone is welcome to attend. Don’t miss out on this opportunity to unleash your creativity and add a personal touch to your holiday decorations. Grab your friends and family and join them for a memorable workshop! 

The Enchanted Mountains Horse Series returns for a full weekend of equestrian action and community spirit. This series offers a fantastic family-friendly atmosphere for competitive riders and spectators alike, featuring a variety of events for all to enjoy.

Get ready for the region’s biggest downtown celebration — StrOlean is back and bigger than ever! On Saturday, August 15th, the 100–200 blocks of North Union Street will transform into a vibrant, "pedestrian-only" festival packed with delicious food, shopping, live music, entertainment, and family-friendly fun all day long!

What to Expect-