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Discover Pumpkinville: Your Ultimate Fall Destination

As autumn breezes in and the leaves begin to paint the landscape in hues of gold and crimson, there's one destination that captures the essence of the season like no other: Pumpkinville.
12 Skating Days of Christmas 2023

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.
Sportsman Show at Seneca Allegany Events Center 2025

Sportsman Show at Seneca Allegany Events Center 2024

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!
South Dayton Flyer Train Ride

Tame the Tuna 2023

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.
Murder Mystery Mayhem

Showdown Throwdown

Basilica of St. Mary of the Angels Free Tour

Basilica of St. Mary of the Angels Free Tours available on the 2nd, 3rd, 4th and 5th Fridays of the month. No reservations necessary. Come and discover the beauty of the southern tier's Basilica of St. Mary of the Angels in Olean, NY. The 33 Munich-style windows are some of the finest domestically-produced windows in the nation. Pope Frances designated the church as a Minor Basilica on February 14, 2017 for its exquisite art, architecture and history. Group tours are also available by calling 716 372 4841.
Avoid the Winter Blues

Check out the events happening around the Enchanted Mountains in February!
The Most Wonderful Time of the Year

It’s time to get into the Christmas Spirit! The Enchanted Mountains has fun events that are perfect for friends and family of all ages, which start the day after Thanksgiving. Start planning your trip!
The Most Wonderful Time of the Year

It’s time to get into the Christmas Spirit! The Enchanted Mountains has many fun events that are perfect for friends and family of all ages, which start the day after Thanksgiving. Start planning your trip!
November 25th
Christmas in Ellicottville
Avoid the Winter Blues

You may think that the winter in the Enchanted Mountains is only for skiiers and snowboarders, but it's not! Check out the variety of events happening for you to enjoy without skis or a snowboard.
Education in Nature

Float the Allegheny

Demo Day at Holiday Valley 2023

Today is the day to try before you buy! Free demos from many ski and snowboard reps, featuring Ellicottville's awesome specialty ski and snowboard shops. Check it out, slopeside of the Holiday Valley Lodge. Credit card required for deposit and parent signature if under 18.
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!
Annual Turkey Trot 2023

Feel good this Thanksgiving by starting your day with a non-timed 5K at St. Bonavenure University with other passionate runners and walkers! Continue that feel good feeling by knowing that the registration fee supports the local food pantry and the Every Kid Deserves the Y fund!
Registration is 8:00am - 8:45am at Murphy Hall. Race starts at 9:00am.
Holiday Valley Ski Resort's Anticipated Opening Day 2023

Holiday Valley has announced that their anticipated opening day is November 24th- Weather permitting. Finger crossed that Mother Nature let's that happen!!
Check Holiday Valleys Facebook page for updates!
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.
Holiday Valley's New Years Eve Celebration and Torchlight Parade 2023-2024

Ring in the New Year with the Holiday Valley Groomer parade and spectacular fireworks. Family friendly party in the main Lodge. Approximate times: Groomer Parade on Cindy's Run at 11:15, torchlight parade at 11:30 then the fireworks show at 11:45, ending at midnight.
Olean's Santa Claus Lane Parade 2023

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.
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!
Great Valley Band Jam 2025
