Holiday Festival and Events

The holiday season is a magical one here in Mountain Maryland, with events, festivals, shopping extravaganzas and more. Take part in the beloved Storybook Holiday event, with the Elf Olympics, Breakfast with the Elves, Storybook holiday Parade, Author Presentations, and so much more; attend a tree-lighting ceremony in downtown Frostburg or Cumberland; or shop during the Shop Small holiday events or any time throughout the season for a chance to win cash prizes. These celebrations and events will jingle you all the way through the New Year with the annual Ball Drop in downtown Cumberland.

Calendar of Events

An Evening with Santa Dec 05

Allegany County Library System is excited to announce their 2nd Annual "An Evening with Santa" event! If you missed it last year, they encourage you to join them this year. This event is open house style so stop by any time between 4:00 pm - 7:00 pm for a visit with Santa (you…

Ugly Sweater Party Dec 07

Come celebrate the holiday season with us at Fore Axes Ugly Sweater Party! Embrace the festive spirit by donning your most hideous holiday sweater, indulge in delicious winter drinks, and have a blast throwing axes! Stay tuned for additional information.

Vintage Christmas Tree Paint Night Dec 07

🎄 Step into a winter wonderland of nostalgia and creativity at our Vintage Christmas Tree Paint Event! 🎨 Rediscover the charm of yesteryears as you paint your very own vintage-style Christmas tree, reminiscent of Grandma's cherished holiday decor. This heartwarming event is…

CES presents Tomáseen Foley's "A Celtic Christmas" Dec 08

The Cultural Events Series at Frostburg State University will present Tomáseen Foley’s “A Celtic Christmas,” a spirited holiday celebration of Celtic music, dance and storytelling. The Friday, Dec. 8, performance will take place at 7:30 p.m. in FSU's Pealer Performing Arts Center…

Lights on the Lake Dec 08

The Western Maryland Jaycees are delighted to announce the return of the Lights on the Lake fundraiser event at Rocky Gap State Park, set to illuminate the holiday season with a dazzling display of lights and community spirit. This beloved tradition promises an even more…

The Polar Express Train Ride Dec 08

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…

Victorian House Tour, Christmas Dec 08
  • Recurring weekly on Friday, Saturday

Tour a Historic Victorian Home on Washington Street, in downtown Cumberland, MD. The home is decorated with over 40 Christmas Trees, with all different themes. Come to our champagne reception on the 24th of November and see our beautiful grand lady. It is a must see for the…

Coney Christmas Dec 09

It’s that time again! Please join the town of Lonaconing, Maryland, for their Annual Coney Christmas celebration. Saturday December 9th, 2023 Event happenings take place throughout Lonaconing Maryland. 8am-10am Breakfast with the Grinch - Pancakes or French toast casserole…

Merry Grinchmas Paint & Sip Party Dec 09

🎨 Grinchy Pottery Painting: Get ready to paint your next favorite pottery piece, all inspired by the one and only Grinch. Choose from a whimsical selection of pottery and let your creative spirit run wild. 🎅 Custom Grinch Silkscreens: Our expert art assistants will guide you…

Pemberley Ball Dec 09

Join Frostburg State University's Department of Theatre and Dance for their "Pemberley Ball!" Enjoy tea, hot chocolate, punch, and cookies before the evening performance of "Miss Bennet: Christmas at Pemberley." Tickets for this event are $10 and guests are encouraged, but not…

Photos with Frosty the Snowman Dec 09

Frosty the Snowman is making a special visit to Barkin' Basement Thrift Shop. Bring your fur babies or your kids and get a photo with Frosty. He'll be in Merchant's Alley on Pershing Street, right behind Barkin' Basement. There will be treats for your two-legged and four-legged…

Winter Festival and Market Dec 09
  • Recurring weekly on Saturday

Cumberland's first Annual Festival and Market will take place at Canal Place Heritage Park on Saturday, December 2nd and Saturday, December 9 from 5PM-9PM both nights. Festivities include live music and entertainment, artist and retail market, free gift wrapping, games for kids…

Gordon Roberts House Weekday Holiday Tour Dec 14

Come see the Gordon Roberts House decorated with exquisite, antique Christmas decorations and tell Vintage Santa Claus you’ve been nice this year. Photos available with Santa. Tour includes cookies, coco, or coffee. $15 per person for Members, Friends & Family $20 per person…

Cookies & Cocoa with Santa & Mrs. Claus Dec 15

🎄 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…

Gordon Roberts House Evening Christmas Tea Dec 15

The Gordon Roberts House Evening Christmas Tea will host music, Hor D’oeurves, and high tea with Santa Claus. $35 Members, Family and Friends $40 Non-members Children 12 years and younger $15 There is a limit of 40 tickets available.

Gordon Roberts House Afternoon Christmas Tea Dec 16

Afternoon Christmas Tea at Gordon Roberts House December 16 • 3:00pm-5:00pm Special Dining Room Buffet Music, Hor D’oeurves, and High Tea with Santa Claus $35 Members, Family and Friends $40 Non-members Children 12 years and younger $15 There are a limit of 40 tickets available.

Snapshots with Santa Dec 17

Bishop Walsh School Student Council presents...Snapshots with Santa! A holiday event from 1pm-3pm on Sunday, December 17th. Admission is $10 and includes: Storybook time, donuts & hot chocolate, a craft, and a photo with Santa.

Old Man Winter Canvas Paint and Sip Dec 20

Brrrrr! While Old Man Winter may be brutal sometimes, this painting class will be a blast. Chill out and paint with us in our warm studio. Our lead artist will guide you step by step through the painting process and even show you some new tips and tricks along the way.

Nordic Gnome Clay Workshop Jan 08

Discover the enchanting art of clay sculpting as you mold a lump of clay into your unique Nordic gnome. Personalize your creation by adding distinct embellishments to their hat, making it a true reflection of your creativity and style. 💰 Workshop Details: Priced at $45, the…

CES presents Hot Club of Baltimore Feb 17

A Musical Feast of Parisian Romance and Mardi Gras Revelry. The Hot Club of Baltimore showcases irresistible renditions of Django Reinhardt jazz, the romantic appeal of French Musette and the rollicking fun of ‘30s and ‘40s swing. Led by celebrated bandleader Michael Joseph…