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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.
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.
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!
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

Crist Restaurant at Central Lanes
Torchlight Parade at HoliMont

Santa Express Train Rides

Celebrate the Eclipse at Seneca Allegany Resort

Christmas in Allegany 2023

It's Christmas In Allegany Santa House season!
Visit with Santa and Mrs. Claus at their house in Allegany.
Victorian Christmas at The Olean Bartlett House 2023

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean, the Friday after Thanksgiving. Watch the Santa Claus Lane Parade before or after touring this beautifully restored mansion built in 1881 with 15 rooms, including a third-floor ballroom.
The historic house will be adorned with Christmas decorations during its annual open house on Friday from 6-9pm. There will be refreshments and raffle baskets, proceeds to benefit the Bartlett House.
Victorian Christmas at The Olean Bartlett House 2024

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean, the Friday after Thanksgiving. Watch the Santa Claus Lane Parade before or after touring this beautifully restored mansion built in 1881 with 15 rooms, including a third-floor ballroom.
The historic house will be adorned with Christmas decorations during its annual open house on Friday from 6-9pm. There will be refreshments and raffle baskets, proceeds to benefit the Bartlett House.
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!
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.
Float the Allegheny

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.
Galentine's Cocktail Event with RocketCup Coffee!

Sportsman Show at Seneca Allegany Events Center 2025

Sportsman Show at Seneca Allegany Events Center 2024

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.
Randolph's Country Christmas 2023

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.
Education in Nature

Holiday Valley Mudslide 2022
