Get Back to Holiday Traditions
Experience the magic of the holidays and winter in Allegany County, the Mountain Side of Maryland. Our small-town charm, holiday traditions, and cozy accommodations welcome you to our mountains, where every getaway feels like home.
Make Yourself at Home
In Allegany County, Maryland, no one is a stranger. In fact, visitors to our community remark on the kind, welcoming, and patient style of life and hospitality in the Mountain Side of Maryland. The holiday season is no exception. Our small towns transform into holiday villages, with boutique shops, holiday programming, and mountain traditions. So, whether you're traveling back to visit family and friends or you find yourself new to our region, one thing is for certain - we want you to enjoy and make yourself at home.
Must-Do Holiday/Winter Fun
When the cold weather returns and snow makes its grand appearance on the mountainside, well, that is when the magic begins. Enjoy some relaxation with some of our favorite winter holiday and winter attractions, activities, and pastimes.
“All Aboard” The Polar Express Train Ride™ this Christmas Season. Inspired by the run-away hit movie, this holiday favorite comes to life when you and your family take a ride on The Polar Express™.
Holiday Event Happenings
The holiday season is a magical one here in Mountain Maryland, with events, festivals, shopping extravaganzas and more.
Cumberland's Annual Tree Lighting Celebration
- November 29, 2024
- Cumberland Historic City Cener
Join Mr. and Mrs. Claus for the annual tree lighting ceremony in Cumberland Historic City Center! The city turns into a Hallmark movie with…
Kickoff to Christmas
- November 29, 2024
- Fore Axes
Breakfast with Santa at Cafe Mark
- November 30, 2024
- Cafe Mark
Cumberland's Shop Small Saturday
- November 30, 2024
- Cumberland Historic City Center
Visits with Santa at the Rosenbaum Building
- November 30, 2024 - December 21, 2024
- Rosenbaum Building
CES presents Cherish the Ladies "Celtic Christmas"
- December 3, 2024
- Frostburg State University
It's a Wonderful Life
- December 5, 2024 - December 22, 2024
- Cumberland Theatre & Creative Arts Center
Breakfast with Santa at The Culinaire Cafe'
- December 7, 2024
- The Culinaire Cafe'
Cumberland Winter Festival and Market
- December 7, 2024 - December 14, 2024
- Cumberland Historic City Center
Breakfast with Santa at Queen City Creamery
- December 14, 2024
- Queen City Creamery Scoop Shop
Breakfast with Santa at the Community Cafe
- December 14, 2024
- Community Cafe
Breakfast with Santa at Mezzos
- December 21, 2024
- Mezzos
Cumberland's New Year's Eve Celebration and Ball Drop
- December 31, 2024
- Cumberland Historic City Center
Travel Resources
This holiday season, be sure to stay in the know, stay safe, and just plan a stay, with us in Mountain Maryland.
Parking Guide
The towns of Frostburg and Cumberland have ample street parking as well as municipal…
Eat & Drink
You have heard the saying, 'the way to one's heart is through their…
Places To Stay
A memorable getaway starts with a great place to lay your head at night, and Allegany…