Holiday Festivals and Events
Celebrate a magical holiday season in Allegany County, the Mountain Side of Maryland.
A Holiday Favorite Comes To Life At The Western Maryland Scenic Railroad! “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 ride The Polar Express™. Set to the music…
Join us for a holiday-themed evening that's all about family, creativity, and festive togetherness. Let's paint, decorate, and make this holiday season truly unforgettable. Spots are limited, so don't wait! Reserve your family's place at our Holiday Family Paint Night today. 🎨…
- C. William Gilchrist Gallery and Museum
- Recurring weekly on Sunday, Friday, Saturday
Once a Year the Gilchrist invites local artists to bring two pieces and we host a community art show for the final show of the year.
Join Mr. and Mrs. Claus for the annual tree lighting ceremony in Cumberland Historic City Center! The city turns into a Hallmark movie with its incredible lights and decor. Shop our large list of locally owned retailers and boutiques, enjoy dinner and drinks at our many local…
Drop your kids off and let the hoppy elves at Mr. Toad's Pottery transfrom their holiday gift giving list into a magical handmade creation made especially for them! Your kiddo will work along side our hoppy elves as they paint their treasures, which will be wrapped and ready for…
Bring the kids and join Santa Claus for a holiday breakfast & fun! Make it a holiday tradition! Reservations not accepted. Order from the menu. Kids under 10 eat free from the kids' menu with an adult purchase
The 2nd Annual Celebration of Light & Holiday Market will include a variety of food & craft vendors. Holiday Entertainment & Activities for Kids. Of course, Santa & Mrs. Claus will make an appearance. Come join Canal Place to celebrate the beginning of the holiday…
- Women's Civic Club at the Magruder House
- Recurring weekly on Saturday
Walk through a historic Victorian home and see the tasteful Christmas Decorations and period furniture. A must see. We are on Historic Washington St. It is not to be missed.
🎄 Get ready to make your holidays a little brighter at our magical Breakfast with Santa Event! 🎨 🎅 Santa's Arrival: Santa Claus himself will make a grand entrance to our enchanting holiday wonderland, ready to spread joy, listen to wishes, and pose for photos with all of the…
Drop Your Kids Off for a Day Full of Holiday Cheer and Crafting! School’s out, and it’s time to craft! Bring your kids to our holiday workshop where they’ll create personalized, handmade gifts for their loved ones. Guided by experienced elves, they’ll enjoy making ornaments, and…
On November 30, at the Saint Michael's Courtyard, the 16th annual Frostburg Tree Lighting Celebration will be held in Frostburg, MD. During the night, there will be free carriage rides starting at 6:00 PM. Live entertainment will be performing traditional Christmas songs, s'mores…
Get into the holiday spirit and shop local at Holiday Shopping Night at The Rosenbaum! Join The Holding Hands for Haley Foundation for an evening of festive fun, featuring a curated selection of home décor, seasonal crafts, handmade quilts, wood furniture, holiday trees, and…
- Allegany County Fairgrounds
- Recurring weekly on Sunday, Friday, Saturday
Experience the magic of the season at Lights by the Mountainside, a dazzling drive-through holiday light display at the Allegany County Fairgrounds. Formerly known as Lights on the Lake, this beloved community tradition is bigger and brighter than ever in its new location.Guests…
Mark your calendars! The 22nd annual Storybook Holiday will be held on December 6, 2025. This year’s featured author is Kristin Kladstrup with her book “The Gingerbread Pirates”. The 22nd Storybook Holiday will feature all of the experiences we have come to know and love!…
Bring the kids & join Santa Claus for a holiday breakfast & fun! Make it a holiday tradition! Two seatings: 9 am & 10:30 am Adults/$14; Children 12 and under/$7 Reservations are required and may be made beginning November 1. Payment due at reservation. Please contact…
A Yuletide Celebration of Celtic Music and Dance Kilts and tartan abound in a joyous musical celebration of ancient Gaelic carols, lively Irish tunes and heartwarming seasonal melodies. Join U.S. National Scottish Fiddle Champion and Gaelic singer Seán Heely and an ensemble of…
Spend a day along Main Street in Lonaconing and experience what our small-town Christmas is all about. Enjoy a full day of family fun including Santa and Mrs. Claus, story time, crafts, vendors, food, bounce houses and games, pictures, cookie decorating, local business open…
Bring the kids & join Santa Claus for a holiday breakfast & fun! Make it a holiday tradition! Three seatings - 8 am, 9:30 am, and 11 am. Reservations are required and can be made by calling - 240-727-7779. The menu includes: Belgian waffles with a scoop Sausage Cinnamon…
Frosty the Snowman is making a special visit to Barkin' Basement Thrift Shop on Saturday, December 13, from 3 - 5 pm. Bring your furbabies or your kids or both, and take a photo memory with Frosty. He'll be waiting for you in front of Barkin' Basement. There will be treats for…
This event is for the little ones. We have crafts, a seasonal story, sweets and a historic home for education. This is a free event for kids under 12, and a fun time had by all. Come and see what a Teddy Bear Tea is all about.
Bring the kids & join Santa Claus for a holiday breakfast & fun! Make it a holiday tradition! Four Seatings - 10 am, 10:45 am, 11:30 am, and 12:15 pm Adults/$12; Children 12 and under/$7. Reservations are required, 301-777-7750. The menu includes: Scrambled Eggs Sausage…
On Sunday, December 21, at 5pm at Emmanuel Episcopal Parish on Washington Street, Mountainside will revisit a seasonal community event–the ecumenical "Annual Favorite: A Festival of Lessons and Carols.” Featuring the Scholars of St. Cecilia, Mountainside Baroque’s resident…
Ring in the New Year with Cumberland's annual New Year's Eve Celebration and Ball Drop! Celebrate with giveaways, food, beverages, live music, and the ball drop at midnight!