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Holiday Valley Beer and Wine Festival 2022

Beer is Back! The 18th annual Beer and Wine Festival is scheduled for Saturday, November 12th. With many of the region's best craft brewers, wineries and cideries in attendance you can sample your favorites, plus try out several new and unique flavors. Add live entertainment, food trucks and 1500 of your closest friends, it's an event not to be missed.
The format was adjusted so no there are two sessions in order to allow guests to have more space in the lodge. The first session is 1pm - 4pm and the second is 5pm - 8pm.
Santa & Mrs. Claus at the Great Valley Firehall

Grab your Christmas list and meet with Santa and Mrs. Claus! Kids will receive a special treat from Santa.
Santa & Mrs. Claus at the Great Valley Firehall

Grab your Christmas list and meet with Santa and Mrs. Claus! Kids will receive a special treat from Santa.
Visit Santa's Cottage in 2023

Santa Claus will be back in the Town of Olean at his cottage in Lincoln Park on December 13th from 5:30-8:30 pm.
Kids can leave letters for Santa in a mailbox outside his cottage created by families of the EvenStart program. Kids will also receive a small treat from Mrs. Claus!
Christmas in Allegany 2023

All are welcomed to the 2023 Christmas In Allegany Santa House season!
Saturday November 25th starts the first of many days Santa and Mrs. Claus will be visiting our house.
Santa will be escorted by the Allegany Police and Fire Department to our house, where he will greet all visitors. Basket raffles will be avaliable for people to buy tickets to help support our community event.
Randolph's Country Christmas

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.
WILMA Woolly Bear Weekend

Join us for the 12th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 19th and 20th, 2024.
What is WILMA Woolly Bear Weekend?
It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.
Santa Express Train Rides

Santa Express Train Rides

Santa Express Train Ride 2023

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!
Torchlight Parade at HoliMont

Prancing Down Portville 2023

Join Portville for a fun and exciting Christmas Celebration!
There will be a Christmas Parade and Park Lighting Celebration. The parade will start at the Portville School and make its way down to Pioneer Park where Santa will light the park.
Food trucks, live music, and visits with Santa will be available!
Celebrate the Eclipse at Seneca Allegany Resort

Pride in the Park

The Cattaraugus County Pride Coalition announces it's 6th Pride event at Pride in the Park!
This is a fun event for all with music, entertainment, vendors, food, educational, LGBTQ+ owned businesses, artists and allies, and so much more. This is a family friendly event and everyone is welcome to attend.
The event will be held at War Vets Park in Olean on Saturday, June 29th from 12pm until 4pm.
Sportsman Show at Seneca Allegany Events Center 2024

Sportsman Show at Seneca Allegany Events Center 2025

Galentine's Cocktail Event with RocketCup Coffee!

Visit with Santa at The Fannie Bartlett House 2024

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean.
Kids day at the Fannie Bartlett house is on December 7th from noon -3pm. Kids will have the opportunity to visit with Santa from 1pm -3pm.
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.
Trivia Night at The Challenger Learning Center

The Challenger Learning Center announced the return of their popular space quiz event! Join in to test your space knowledge and also support a local organization. The event will feature a quiz with prizes for the winning team. You can participate in a team of 2-5 players.
Apart from the quiz, we will also have raffles with exciting prizes such as a Cutco Block, a $100 gift certificate from the Greater Olean Area Chamber of Commerce, a $50 AMC gift certificate, and more. You can still purchase raffle tickets even if you are not attending the event.
Education in Nature

Float the Allegheny

Holiday Valley Mudslide 2022

"First Responders" Train Ride 2022

If you’re a first responder, enjoy a free roundtrip train ride from Gowanda, NY, to South Dayton and back. A 30-minute layover in the village of South Dayton lets you explore the vendors in the area, such as farmers, baked goods, and crafts. All first responders ride for free!
- Train Departs at 11:00am & 2:00pm on Saturday
- Train Departs at 2:00pm on Sunday
HoliMont's Contractor's Day

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!