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Join Next Level Mountain Biking for the first "bike" of the year! 

Meet at Camp Allegany at 11am on January 1st, 2026. The pace and length of the ride will be moderate or determined by the riders. Participants may split into two different groups so that no one gets left behind. 

Fat Tire bikes are advised, given the conditions of the trails that may be present. 

Gather the guys for an evening filled with bold flavors, good vibes, and a crash course in all thing's bourbon and bacon with RocketCup Coffee, Cattaraugus, on February 8th, at 6pm. Perfect for both bourbon enthusiasts and beginners, this tasting class is a celebration of indulgence and camaraderie.

What to Expect:

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.

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. 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.

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. 

After bursting onto scene as the Season 10 winner of “American Idol,” he quickly won the hearts of critics and audiences alike, with his deep voice and traditional Country style. A string of impressive hits soon followed including “Five More Minutes,” “In Between,” and “Damn Straight.” Known for his crooning melodies and downhome Southern charm, this North Carolina native has become a respected figure in Country music. He also made history as the first Country artist and youngest male artist of any genre to debut a first solo album on Billboard’s Top 200 chart.

Gear up for a road trip and experience "Spring Along the Amish Trail" on May, 17th from 10am - 4pm. There are nearly 200 Amish Shops along the Amish Trail offering their wares and handiworks, offering a one of a kind shopping experience. In addition to several English Businesses. 

Check Spring Along the Amish Trail for an updated list of participants.