Cumberland, Maryland Must See & Do!
Cumberland City Hall is one of Cumberland, Maryland Must See & Do!.

1. Cumberland City Hall

57 N Liberty St, Cumberland, MD
City Hall · 1 tip

Brian K. GrimBrian K. Grim: Buit in 1911, City Hall celebrated its Centennial in 2011. City Hall is home to a one of a kind mural, painted around the marble rotunda, depicting General George Washington and General Braddock.

Cumberland Summer Theatre is one of Cumberland, Maryland Must See & Do!.

2. Cumberland Summer Theatre

103 N Johnson St (Cumberland St), Cumberland, MD
Indie Theater · 2 tips and reviews

3. Uncle Jack's Pizzeria & Pub

7.2
20 S Mechanic St, Cumberland, MD
Pizza Place · 16 tips and reviews

Brian K. GrimBrian K. Grim: "Jack's," as called by locals, offers unique pizzas and a menu of local favorites. The bar offers one of the largest selections of beers available in the area.

Queen City Creamery is one of Cumberland, Maryland Must See & Do!.

4. Queen City Creamery

7.4
108 W Harrison St (btwn S Centre and S George), Cumberland, MD
Ice Cream Shop · 34 tips and reviews

Brian K. GrimBrian K. Grim: This isn't ice cream - it's custard, and it's amazing! A full food and coffee menu is available, but ask anybody who's visited Cumberland and they'll know the "ice cream" served at the Creamery!

George Washington's Headquarters is one of Cumberland, Maryland Must See & Do!.

5. George Washington's Headquarters

43 Greene St, Cumberland, MD
Historic Site · 3 tips and reviews

Brian K. GrimBrian K. Grim: George Washington actually slept here! The headquarters of the General and later President rests in Riverside Park, open to public visits. It was original to Fort Cumberland.

Emmanuel Episcopal Church is one of Cumberland, Maryland Must See & Do!.

6. Emmanuel Episcopal Church

16 Washington St (Greene St.), Cumberland, MD
Church · 2 tips and reviews

Brian K. GrimBrian K. Grim: A historic gothic style church is built on the former site of Fort Cumberland. Using the trenches of the former fort, it is also the very end of the Underground Railroad, tunnels still existing there

Allegany Arts Council / Saville Gallery is one of Cumberland, Maryland Must See & Do!.

7. Allegany Arts Council / Saville Gallery

9 N Centre St, Cumberland, MD
Art Gallery · 1 tip

8. Allegany County Chamber of Commerce

24 Frederick St, Cumberland, MD
Building · No tips or reviews
Allegany County Circuit Courthouse is one of Cumberland, Maryland Must See & Do!.

9. Allegany County Circuit Courthouse

30 Washington St, Cumberland, MD
Courthouse · 2 tips and reviews

Brian K. GrimBrian K. Grim: A must see because of the architecture, the courthouse features gargoyles perched high above and a lawn that includes a statue of General George Washington.

Greenway Avenue Stadium is one of Cumberland, Maryland Must See & Do!.

10. Greenway Avenue Stadium

500 Greenway Ave, Cumberland, MD
Football Stadium · 1 tip

Brian K. GrimBrian K. Grim: The city stadium! This stadium build in the late 1930's, is home to two city high schools, and a rivalry known across the nation, drawing up to 13,000 people. Turf and millions in recent renovations!

Downtown Cumberland Walking Mall is one of Cumberland, Maryland Must See & Do!.

11. Downtown Cumberland Walking Mall

7.0
Cumberland, MD
Plaza · 8 tips and reviews

Brian K. GrimBrian K. Grim: The Baltimore Street bricked pedestrian mall is the hub of Downtown Cumberland hosts many large annual events including Friday After Five concerts, tree lighting, Times Square South New Years Eve, etc

Canal Place is one of Cumberland, Maryland Must See & Do!.

12. Canal Place

13 Canal St, Cumberland, MD
Plaza · 2 tips and reviews
Klot's Mill Lofts is one of Cumberland, Maryland Must See & Do!.

13. Klot's Mill Lofts

917 Gay St, Cumberland, MD
Residential Building (Apartment / Condo) · 4 tips and reviews

14. Nick Giarritta Park

Centre st (Frederick st), Cumberland, MD
Park · 1 tip

Brian K. GrimBrian K. Grim: A beautiful parklet, adjacent to City Hall, offers Downtown inhabitants and businessmen an outdoor experience during the day.

Constitution Park is one of Cumberland, Maryland Must See & Do!.

15. Constitution Park

6.4
Cumberland, MD
Park · 5 tips and reviews

Brian K. GrimBrian K. Grim: The city's central and largest park, Constitution Park offers everything from a swimming pool to playgrounds, summer programming, a duck pond, and the 4th of July fireworks display!

16. Chapel Hill Park

1 Springdale Street, Cumberland, MD
Playground · 1 tip

Brian K. GrimBrian K. Grim: The newest city park, this site has been transformed into a community and neighborhood park, featuring leisure outdoor locations and playground equipment for children!

17. CSX Cumberland Terminal

16 E Offer St, Cumberland, MD
Platform · 1 tip

Brian K. GrimBrian K. Grim: One of the city's largest employers, the CSX railyards bring hundreds of thousands of trains through Cumberland annually. This spot is where all of the tracks converge in South Cumberland.

Fort Cumberland Emporium is one of Cumberland, Maryland Must See & Do!.

18. Fort Cumberland Emporium

55 Baltimore St, Cumberland, MD
Antique Shop · 1 tip

Brian K. GrimBrian K. Grim: A historic building on the Downtown Cumberland Baltimore Street Pedestrian Mall now houses the Emporium, which features historic, unique, and interesting gift and collectible items!

Mayor's Office is one of Cumberland, Maryland Must See & Do!.

19. Mayor's Office

57 N Liberty St (Cumberland City Hall), Cumberland, MD
Conference Room · 1 tip

Brian K. GrimBrian K. Grim: The Office of the Mayor in City Hall is the largest office in the building and serves ceremonial purposes as well as a working office for the Mayor. City historic artifacts are on display.

Lover's Leap is one of Cumberland, Maryland Must See & Do!.

20. Lover's Leap

The Narrows (Wills Mountain Rd.), Cumberland, MD
Scenic Lookout · 3 tips and reviews

Brian K. GrimBrian K. Grim: This site is accessed by foot and displays sheer cliffs and a beautiful overlook. Folklore claims that two Native Americans in love dove off of this cliff when their marriage was forbidden.

Baltimore Street Grill is one of Cumberland, Maryland Must See & Do!.

21. Baltimore Street Grill

7.8
82 Baltimore St (Centre St), Cumberland, MD
American Restaurant · 22 tips and reviews

Brian K. GrimBrian K. Grim: A local and tourist favorite, offering traditional foods and bar choices, "The Grill," as dubbed locally, also offers a mouth watering Chicken Chesapeake Sandwich!

22. The Dingle

"at Greene St & Fayette St", Cumberland, MD
General Travel · 2 tips and reviews

Brian K. GrimBrian K. Grim: The Dingle was historically a gated neighborhood of the city, where many of the most notable and wealthy resided. Today, the historic gates are gone, but the residences are magnificent!

Allegany High School is one of Cumberland, Maryland Must See & Do!.

23. Allegany High School

616 Sedgwick St, Cumberland, MD
High School · 2 tips and reviews

Brian K. GrimBrian K. Grim: Allegany High School is the oldest operating high school in the State of Maryland.

Potomac River Blue Bridge is one of Cumberland, Maryland Must See & Do!.

24. Potomac River Blue Bridge

Bridge St., Cumberland, MD
Bridge · 2 tips and reviews

Brian K. GrimBrian K. Grim: The "Blue Bridge" crosses over the Potomac River, one hundred feet from Will's Creek and connects the City of Cumberland to Ridgeley, West Virginia.

MEZZOS is one of Cumberland, Maryland Must See & Do!.

25. MEZZOS

6.0
114 S Centre St (btwn Pershing St and W Harrison St), Cumberland, MD
Bar · 9 tips and reviews

Brian K. GrimBrian K. Grim: A large bar and restaurant, Mezzo's offers a full menu of foods to be shared. Mezzo's is located conveniently in Downtown Cumberland, less than a block from the Creamery.

Oscar's Restaurant is one of Cumberland, Maryland Must See & Do!.

26. Oscar's Restaurant

7.2
1103 E Oldtown Rd, Cumberland, MD
Restaurant · 5 tips and reviews

Brian K. GrimBrian K. Grim: A Georgetown style restaurant, Oscar's is a local favorite and is located in South Cumberland, away from most other dining in Downtown Cumberland.

Ristorante Ottaviani is one of Cumberland, Maryland Must See & Do!.

27. Ristorante Ottaviani

7.4
25 N Centre St, Cumberland, MD
Italian Restaurant · 9 tips and reviews

Brian K. GrimBrian K. Grim: A classy Italian restaurant, Ottavian's is located in the heart of Downtown Cumberland. A full menu of Italian favorites makes this a local and tourist favorite.

Allegany Museum is one of Cumberland, Maryland Must See & Do!.

28. Allegany Museum

3 Pershing St, Cumberland, MD
History Museum · 1 tip

Brian K. GrimBrian K. Grim: Allegany Museum is located in a former and historic post office and features a large selection of local and national historic artifacts ranging from transportation to pre-historic exhibits.

National Road Monument (Riverside Park) is one of Cumberland, Maryland Must See & Do!.

29. National Road Monument (Riverside Park)

40 Greene Street, Cumberland, MD
Sculpture Garden · 1 tip

Brian K. GrimBrian K. Grim: Dedicated in 2011, this monument marks the beginning point of the nation's first federally funded highway, the National Road, built initially in 1811.

30. Great Allegheny Passage - The Narrows

Cumberland, MD
Trail · No tips or reviews
Allegany County Animal Shelter is one of Cumberland, Maryland Must See & Do!.

31. Allegany County Animal Shelter

716 Furnace St, Cumberland, MD
Animal Shelter · 1 tip

Brian K. GrimBrian K. Grim: Home to many animals available for adoption, the shelter maintains animal populations and provides local residents with low cost pet opportunities!

Curtis' Coney Island Famous Weiners is one of Cumberland, Maryland Must See & Do!.

32. Curtis' Coney Island Famous Weiners

8.3
35 N Liberty St, Cumberland, MD
Hot Dog Joint · 16 tips and reviews

Brian K. GrimBrian K. Grim: A staple of Cumberland! Curtis' and Coney Island, formerly two hot dog favorites in Downtown Cumberland, are now in one location. Grab a local favorite weiner at Curtis' Coney Island.

Fruit Bowl is one of Cumberland, Maryland Must See & Do!.

33. Fruit Bowl

7.3
10325 National Hwy, Cumberland, MD
Candy Store · 9 tips and reviews

Brian K. GrimBrian K. Grim: Everything from fresh fruit and vegetables to the largest loose candy selection in the area, the Fruit Bowl offers great cooking vegetables and fresh products.

Riverside BMX Track is one of Cumberland, Maryland Must See & Do!.

34. Riverside BMX Track

Cumberland, MD
Uncategorized · No tips or reviews
Crabby Pig is one of Cumberland, Maryland Must See & Do!.

35. Crabby Pig

6.0
13 Canal St (Canal Pl.), Cumberland, MD
BBQ Joint · 17 tips and reviews

Brian K. GrimBrian K. Grim: Located at Canal Place, the Crabby Pig offers a great menu of drinks as well as seafood and other delicious dishes. During the summer, experience the live entertainment while you dine.

Western Maryland Railroad Bridge is one of Cumberland, Maryland Must See & Do!.

36. Western Maryland Railroad Bridge

Rt 40 The Narrows, Lavale, MD
Trail · 1 tip

Brian K. GrimBrian K. Grim: A primary railroad route out of Cumberland, this bridge now hosts the Western Maryland Scenic Railroad excursion through Cumberland, to Frostburg, as well as a hiking trail.

Washington Street Library is one of Cumberland, Maryland Must See & Do!.

37. Washington Street Library

7.5
31 Washington St (at Prospect Square), Cumberland, MD
Library · 14 tips and reviews

Brian K. GrimBrian K. Grim: The largest Allegany County Library, this historic building was once connected via underground tunnel to Emmanuel Episcopal Church and offered another escape route for the Underground Railroad.