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Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 6th Annual Harvest Fall Fest on Saturday, October 4th 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! 

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. 

Randolph’s Country Christmas is an annual event that takes place during the first full weekend of December. Starting off the day is Randolph Holiday Arts & Crafts 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 on Saturday, December 2nd from 10am until 4pm. Browse the vendors along with a concession stand and bake sale.

Visit the Fannie Bartlett House for their "Pie on the Porch" event! They will have pie-themed raffle baskets!

This Queen Anne-style house was originally built in 1881 by George Foreman, and purchased in 1891 by Frank and Fannie Bartlett for $15,000, a hefty sum for that time, he said. The house features nine rooms decorated in turn-of-the-century Victoriana and seven fireplaces, each different in design and composition.

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

Ellicottville's Fall Festival is the Village of Ellicottville's largest, most anticipated, autumn event. The village transforms into a walkable 4-block arts and crafts show accompanied by our one-of-a-kind shops, flavorful culinary culture, chair lift rides, live music, and so much more.

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.

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.

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.

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 the following dates and times. There is a $3.00 skate rental fee.

Special appearance by Santa on December 24th from 12-2pm. Free admission, just a $3 rental fee. Sponsored by the Olean Rotary Club.

See the full schedule of days, times and sponsors.

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.

This Veterans Day, November 11th from 2-4 pm, honor our heroes by joining the Citizens Advocating Memorial Preservation (C.A.M.P) and historian Ed Brodbeck for a FREE special event at the Civil War Memorial on the corner of Court and Seventh in Little Valley. As they pay tribute to those who have served our nation, Ed Brodbeck will bring history to life, portraying a typical Union soldier from the Civil War.

Grab your Christmas list and meet with Santa and Mrs. Claus! Kids will receive a special treat from Santa.