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Why not make it a holiday weekend in Cumberland Historic City Center?

Do a little holiday shopping in our delightful and locally owned shops. Enjoy a meal, dessert, or a beverage or two in one of our locally owned eateries or pubs. Absorb a little history at The Allegany Museum and Gordon Roberts House. Put your PJs on and enjoy a ride on the Polar Express. Enjoy the holiday small town charm of Cumberland, Maryland.

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WinterFest Market at Historic City Center

Saturday, December 13 4 – 9 PM

Children’s Activities • Visit with Santa • Artisan Craft Vendors
Carriage Rides • Music • Fire Pits • S’mores • Sponsors

Streets closed to vehicle traffic, open containers permit.

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Breakfast with Santa

Community Café121/127 North Centre Street

Three Seatings:
9 AM, 10:15 AM, 11:30 AM
Adults/$10; Children/$5

Reservations Required. Click https://www.zeffy.com/en-US/ticketing/santa-breakfast-3

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Breakfast with Santa

Queen City Creamery
152 Baltimore Street • 240-727-7779

Three Seatings:
8 AM, 9:30 AM, 11 AM
Adults/$10; Children/$5

Reservations Required.

guitar necks
Main Stage • Liberty Street

5:00 – 5:45 PM: Souls Won
6:006:45 PM: Surrender Dorothy’s Rhythm Section
7:007:45 PM: Gilbert Lee’s TwelfthTide
8:008:45 PM: Replay

american insurance center logoSponsored by American Insurance Center

peter czifra
Arcadian Lounge

Saturday, December 13 • 6 – 7 PM • 47 Baltimore Street
The Arcadian is adding a special touch to Winterfest Market this year with a one-hour holiday “sneak preview” appearance by pianist Peter Czifra. A Hungarian-born keyboard artist who will headline The Arcadian’s piano bar on New Year’s Eve at the “Chasing Midnight: A Piano Bar World Tour” celebration, Peter will be performing live from 6:00 to 7:00 p.m., sharing some of the same magical, atmospheric music he’s preparing for New Year’s. While you’re here enjoying the music, wander through the gallery to discover distinctive holiday gift ideas, including miniature bird paintings, curated wine baskets, handcrafted coffee cups, wooden maps of our region, and many other unique treasures—perfect for anyone who loves art, nature, and a bit of seasonal sparkle.

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Black Magic Circus LED

Saturday, December 13 • 4 – 9 PM
Hypnotic LED Flow Artistry.

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Cocoa, Cocktails & Karaoke @ the Allegany Musuem

Saturday, December 13 • 7 – 10 PM3 Pershing Street
Join us for a cozy night of music, laughter, and holiday cheer. Your ticket includes cocoa and cookies, plus a whole evening of karaoke! Spiked cocoa, beer, wine, and a specialty cocktail will be available for purchase at the Bar.

Tickets: https://www.zeffy.com/en-US/ticketing/cocoa-cocktails-and-karaoke-at-the-allegany-museum

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Photos with Frosty at Barkin’ Basement

Saturday, December 13 • 3 – 5 PM45 Baltimore Street • 301-777-0826

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 your two-legged and four-legged family members. And while you’re at it, do a little holiday shopping at Barkin’ Basement.

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The Polar Express Train Ride

Western Maryland Scenic Railroad
13 Canal Street • (301) 759-4400 wmsr.com

Experience the magic of The Polar Express™ Train Ride, where the beloved holiday story comes to life with music, treats, and a festive journey to the North Pole!

Reservations Required. https://wmsr.com/the-polar-express-train-ride

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Warm Up Inside

Cumberland Times News & Allegany Magazine
December 13 • 4 – 9 PM
19 Baltimore Streetwww.times-news.com

Meet Santa’s sister & Jack Frost • Enjoy fun seasonal kids activities

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S’mores & Hot Chocolate

Allegany Chamber of Commerce • 24 Frederick Street

The staff at the Allegany Chamber of Commerce, 24 Frederick Street, has all the fixings for delicious s’mores and fire pits to make them.

Treat yourself to a tasty snack. FREE

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FREE Carriage Rides

5 – 7 PM • Located by the Cumberland Police Station

Enjoy a ride around town in a carriage.

Taylor Carriage Rides will be located by the Cumberland Police Station. Hop on in and enjoy the ride. 

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Girl Scout Troop Caroling

4:30 – 5:15 PM • Baltimore & Centre Streets

The troop will stroll up and down Baltimore and Centre Streets singing Christmas carols.