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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 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.

Kicking off at 11am with a vendor show, a segmented group workout with Warrior Fitness trainers, Food Trucks, DJ, dunk tank, a kids carnival and lawn game tournaments!

Kick off the warmer weather with a community wellness event created with everyone in mind!

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. 

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.

Join Ellicottville Distillery for their annual Christmas Tree Bonfire on Saturday January 20th! They open at 12pm that day, Live Music with Kody & Herren from 5pm-8pm, lighting the fire around 6pm. Bring your used Christmas Trees to add to the pile!

Join the Seneca Allegany Resort & Casino for free fireworks on July 4th at dusk. Celebrate America’s Birthday with them. The show is free – everyone’s welcome!

Good Times of Olean will be hosting a Fall Vendor Show Extravaganza on Saturday, November 2nd from 12pm-5pm at Good Times of Olean located at 800 E State St, Olean. 

Admission is free! Come indulge your senses with delicious food & drinks, and great LIVE music while you explore different vendors selling hand made crafts, collectables, and more! Spread the word, rally your friends, and come make some great memories at Good Times of Olean! 

Head over to Camp Allegany on October 19th at 6:30 PM for a spectacular evening under the stars at Allegany State Park.

Enjoy a night filled with “out of this world” crafts, a chance to learn about the constellations, and the highlight of the evening – watching the meteor shower in the open sky!

This family-friendly event is completely FREE, making it a perfect outing for all ages. Don’t miss this opportunity to experience the wonders of the night sky in a beautiful natural setting

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.

Get in the holiday spirit and unleash your creativity as you decorate delicious cookies with a variety of colorful frostings, sprinkles, and edible decorations. Whether you're a beginner or a seasoned baker, this hands-on workshop is perfect for all ages and skill levels.

During the workshop, you'll learn tips and tricks from Cupcaked Bakery, who will guide you through different techniques to create beautiful and unique designs. It's a great opportunity to spend quality time with loved ones, make new friends, and take home some scrumptious treats to share.

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 Ellicottville Distillery on Saturday, May 4th as they celebrate the Kentucky Derby! They will be open at 12pm. View the Kentucky Derby live in their tasting room, featuring their own "KenDucky Derby" in the local creek, and live music with Porcelain Train from 3pm-6pm! Wear your favorite derby hat!