Holiday Happenings

Downtown Cumberland’s Annual Tree Lighting Celebration, Friday, November 26, 6 pm – 7:30 pm. Open Houses, Shopping, Dining and Entertainment. Music and Entertainment at 6 pm and Tree Lighting Ceremony at 7 pm.

Shop Small, Win Big – Allegany County Tourism, in partnership with the Canal Place Preservation and Development Authority, Cumberland Downtown Development Commission, Downtown Cumberland Business Association, and FrostburgFirst, will be giving away $1,000 in cash prizes during the 2nd Annual “Shop Small, Win Big” contest, valid November 26 through December 19, 2021. The collective goal is to encourage shopping locally during the holiday season. Shoppers who purchase online or in-person from small businesses in Allegany County during the contest period can submit their shopping receipts as entries that will qualify them to win weekly drawings for $50 Visa gift cards as well as the grand prize drawing for a $550 Visa gift card.

Participants must submit a separate entry form for each qualifying purchase; there is no minimum purchase required. There is no limit on the number of entries a person can submit. Drawings for the $50 Visa gift cards will take place on November 29, December 6, and December 13, and the grand prize drawing for the $550 Visa gift card will take place on Monday, December 20, 2021. The hope is that winners of the gift cards will reinvest those dollars back into the community throughout the holiday season.

While shoppers can purchase from any qualifying business in Allegany County, as defined in the Official Contest Rules and Regulations, to be eligible for entry to the contest, businesses that have signed up to be a “participating business” have pledged to make employee, community, and visitor safety a priority during the holiday season. Visit for a list of participating businesses and retailers with e-commerce options as well as local “Made in Allegany County” products. When you shop small, we all win big.

Ristorante Ottaviani Tasting Room Open House – Friday, November 26, 5–8 pm. We will have gift certificates and gift baskets, hot chocolate, apple cider, spiced wine, other wines for purchase. Free sugar cookies

Home Before Dawn and Ally B Ceramics – Tree Lighting, November 26 – 11 am -6:45 pm (closing to watch tree lighting), 7:30–8 pm. The debut of our Christmas window display! From 5 pm to 6:30 pm, We will be hosting a small craft for children in the back of the shop in our class area. It’s going to be a ten-minute craft, and only four kids in at a time and one parent per child (for spacing purposes.) A signup sheet will be available at the shop on the day of. A suggested donation of $3/child is appreciated but not required. Masks must be worn.

We will also have hot apple cider and cookies for sale.

Small Business Saturday – 10 am -7 pm. We will have fun specials throughout the day—hot apple cider and baked goods for sale.

A Victorian Festival of Trees – Woman’s Civic Club of Cumberland – November 26, 4–7 pm; November 27, December 4, 5, 10, 11, 12 noon – 4 pm. Join us in this historic home built in 1855 for a festive, self-guided tour featuring over 20 Christmas trees. $5/person, children under 12 free. 515 Washington Street.

C. William Gilchrist Museum of Art – Giving the Gift of Art is Easy! The annual Arts for Giving gallery show is back for 2021! Local artists are encouraged to submit up to 2 pieces for sale at our yearly holiday showcase. Paintings, jewelry, sculpture, photography, and much more will be available for purchase from November 26 through December 19, 2021

Are you an art lover who is looking for a perfect gift? Join the party! Opening Reception: Friday, November 26 (4–6 pm). Visit the gallery during the opening reception on Friday, November 26, before the downtown tree lighting! All art is available for purchase and can be taken with you at the time of sale. We will have a variety of artwork for sale at price points for every holiday budget. And the gallery will be decorated for Christmas, which is always a magical sight to start the holiday season! We hope to see you there!

Emmanuel Episcopal Church Tours – November 26 – 28, 12 noon – 4 pm.

No reservations are needed, although there is an admission fee.

Gordon-Roberts Reception – Friday, November 26, 5 – 7 pm. The public is invited to enjoy the Historical Society’s 2021 holiday decorations at the historic Gordon-Roberts House at 218 Washington Street before Cumberland’s traditional Downtown tree lighting event.

Photos with Frosty the Snowman – Saturday, November 27, 10 am – 2 pm, Barkin’ Basement Thrift Shop, 45 Baltimore Street. Bring the kids – two-legged or four-legged and get their photo taken with Frosty. Be sure to bring your camera or cell phone. Sponsored by Allegany Radio.

Breakfast with Santa at Mezzos – 144 S. Centre Street, 301-777-7750

Gordon Roberts House Holiday House Tours – Saturday, November 27, 11 am – 3 pm. A perfect idea for family and friends visiting for Thanksgiving Weekend. Guided tours will be conducted on the hour, 11 am – 2 pm. Tickets are available online with specific tours at Tickets are $10/adult for non-members, free for ACHS members.

Gordon Roberts Daily Menorah Lighting – Monday, November 28 – December 6. Hanukkah will be celebrated at Gordon Roberts in 2021 with a daily 6:30 pm lighting of the Menorah. A public Hanukkah party is planned for December 1.

Rotary’s Christmas Cheer & Charity – Wednesday, December 1, 5 –7 pm, the Culinaire Cafe of Allegany College. Join the Rotary Club of Cumberland members as we celebrate the holidays on Wednesday, December 1, at the Culinaire Cafe. There will be a cash bar, finger foods and beautifully decorated Christmas trees and wreaths to bid on. All the funding raised from the auction will be given to several local nonprofits to support their good works.

If you or your organization/business would like to donate a decorated tree or wreath, please contact Jonathan Frye at 304-726-7000 or

The Embassy Theatre presents The Golden Gays NYC™ Present: Thank Yule For Being A Friend – A Golden Girls Holiday Musical Adventure – Thursday, December 2, and Friday, December 3. Showtimes 7:30 pm, Doors open 6:30 pm. Picture it: Cumberland: December 2021. ‘Twas the night before Christmas and all through the store, each department was dripping with Yuletide decor. Sophia was nestled all snug in her bed while visions of sugar prunes danced in her head. Before traveling to spend the Holidays with their families, Dorothy, Blanche, and Rose participate in a golden gift exchange full of hilarious surprises. Just as they get to the airport, a winter storm blows in, leaving them trapped! In an unexpected Charles Dickens twist of events, the three grannies must visit their past, present, and future to save Christmas (and find Sophia) just in time for turkey lurkey. Lucky audience members may even have a chance to make their stage debut and become the next #TokenSophia!Tickets may be purchased online

Breakfast with Santa at Culinaire Cafe Gateway Center – 110-114 Baltimore Street, 301-784-5406. Three seating times: 9:30 am, 10:45 am, 12 noon. Adults/$12, Children under 12/$6.

Christmas Tea at The Gordon Roberts House – Sunday, December 5, 2 – 3:30 pm. Did you know Victorian High Tea is an actual thing? The History of Santa clause will be our speaking topic. Advanced ticket purchases or reservations are required. Visit or call 301-777-8678. Tickets are $25 for non-members; $20 for ACHS members.

The Allegany Arts Council is pleased to announce tickets are available for A Charlie Brown Christmas featuring The Eric Byrd Trio to take place Friday, December 10, 2021, at 6:30 pm, on the 2nd floor of 9 N. Centre Street in Cumberland.

The evening performance will include watching the classic 23-minute “A Charlie Brown Christmas” film followed by a live performance of the complete soundtrack by the Eric Byrd Trio. The ticket price includes VIP admission to the Allegany Arts Council’s 2021 Artist Holiday Market, which will be available exclusively to ticket holders from 5:00 pm-6:00 pm on Friday, December 10, 2021. Tickets are $12.00 per person and are limited.

A Wicked Christmas Carol – Embassy Theatre. A Wicked Christmas Carol is a delightful and fun, family-friendly mash-up of Charles Dickens’s “A Christmas Carol” and L. Frank Baum’s “Wizard of Oz.” The classic characters from Oz live out Dickens’ hauntingly beautiful story of redemption and love. Friday, December 10 & 17, Saturday, December 11 & 18, l8 pm and Sunday December 12 & 19, 2 pm.

Tickets –

Breakfast with Santa at Cafe Mark – Saturday, December 11 – 37 Baltimore Street, 301-777-0037. Two seatings – 8:30 am and 9:45 am. Prices vary with menu items. Each person will also receive a complimentary cookie and a cup of milk or eggnog.

The Craft Table will be celebrating its one year in business Saturday, December 11. Celebrate this special day with us with 20% off any purchase of $25 or more. Craft Table, the hiding place of your creative spirit.

We look forward to the traditional Spring Gap Farm Christmas Caroling every year! We ride through Downtown Cumberland where shoppers and city residents can enjoy our horses and song. We love spreading joy in our community! We will be riding through the downtown mall on Saturday, December 11, from 2:00–4:00 pm. Contact us to learn more –

Loft 129 Christmas Gala Fundraiser, December 11, doors open at 6:30 pm, show starts at 7:30 pm. The Concert Event of the season! An exceptional concert to support the area’s newest cultural venue! Celebrate the season with a special concert featuring the area’s most talented group of musicians and vocalists performing Christmas classics by artists such as Nat King Cole, Donny Hathaway, Mariah Carey, Brenda Lee, Stevie Wonder, and more. The group will feature Barry Gurley, Beau Hartman, Jim Roderick, Mark Gauthier, Brian Plitnik, Rich Norwood, and Tom Simpson. Tickets are $20 in advance, $24 at the door. Purchase soon the show will sell out fast! We respectfully ask that attendees be masked or fully vaccinated ( or both). Purchase tickets at

Breakfast with Santa at Queen City Creamery – 108 Harrison Street, 301-777-0011. Three seating times – 8 am, 9:15 am, 10:30 am. $10/Adults; $6.50/Children.

Presents for Paws – Allegany County Animal Shelter, Saturday, December 18, 11 am – 3 pm. Celebrating Christmas with our shelter animals is a gratifying experience for elves of all ages. The Allegany County Animal Shelter invites you to see all the positive changes we’ve made and are making. Help us this holiday season by donating supplies, toys, blankets and pet food that will help our shelter succeed in our life-saving mission. Light refreshments will be served.

Allegany County Animals Shelter was the first municipal shelter in Maryland that does not euthanize for space. This life-saving approach is only possible with the help and support of our community.

Gordon Roberts Victorian Christmas Party – Saturday, December 18, 12 noon – 2 pm. Celebrate the season at Gordon Roberts House with hot mulled wine, eggnog, mince pies and a selection of Victorian Christmas cookies from around the world. Advanced ticket purchases or reservations are required; visit or call 301-777-8678. Tickets are $25/non-members; $20 ACHS members.

Downtown Cumberland’s New Year’s Eve Ball Drop, Friday, December 31.