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Join us on a fun and festive Christmas train ride where the kids get to meet Santa! He might even have gifts for all the boys and girls!

All trips have an on-board cash sale concession.

Times of Train Rides:

• Train departs at 11:00am, 1:00pm & 3:00pm on each day

 Happy Holidays! Purchase your tickets!

Come out to Pumpkinville on October 18th for an exclusive Pumpkin Carving class with the one and only, Eric Jones! 

Eric Jones is an Olean, NY native and celebrated sculptor and caricature artist! He has been featured on The Food Network's Halloween Wars, holds the 2023 Guinness World Record for carving the larges jack-o-lantern, and won Season 3 of The Food Network's Outrageous Pumpkins! 

Join the Little Valley Riders Club for a fun-filled evening of square dancing, country, and fifties music on May 25th, 2025, from 7 pm to 11 pm! 

It's a family-friendly event, so bring the kids along. Feel free to bring your own drinks and snacks. No horses required – just come for the dance and good times!

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. 

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean. The twinkling lights and decorations need extra display time which means the Barlett House is open for extended hours.

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.

The Reserve in Great Valley will be hosting a Summer Nights Festival from 4pm - 7pm on the following Sundays:

Mark your calendars for the Seven Mountains Media Boo Bash with “The Big Pig, 95.7” at Good Times of Olean on October 26th from 6:00pm to 10:00pm!

Put on your best costume and come out to support the Pink Pumpkin Project while enjoying incredible music from Nashville recording artist Ben Gallaher and Savannah Swatland. Here’s what’s in store:

Gowanda is a a beautifully quaint community nestled among the hills surrounding Cattaraugus Creek and is coming together for a Christmas Celebration. Come help start off the holiday season downtown with local merchants, train rides all day, Annual tree lighting ceremony, Holiday Spirit Parade and a festive atmosphere for the whole family. Of course we can not forget that Santa and all his helpers will be there to help us celebrate this joyous time of year! Mark your calendars! 

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.