What to do and see in Cumberland, Maryland (MD): The Best Things to do

June 27, 2021 Matilde Konrad

At the base of the Appalachian Mountains in Allegany County, Maryland, the city of Cumberland has been a military outpost manned by George Washington, a shipping hub, a manufacturing capital and "The Gateway to the West." Head to the Cumberland Gap National Historical Park and explore the same paths taken by early American pioneers. A ride on the Western Maryland Scenic Railroad carries visitors back to the golden age of rail, chugging past stunning mountain scenery in vintage train cars.
Restaurants in Cumberland

1. Great Allegheny Passage

13 Canal St, Cumberland, MD 21502-3052 +1 724-309-4041 http://www.gaptrail.org
Excellent
88%
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11%
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5.0 based on 235 reviews

Great Allegheny Passage

The Great Allegheny Passage soars over valleys, snakes around mountains, and skirts alongside three rolling rivers on its nearly level path from Cumberland, Md. to Pittsburgh. Cyclists pass through the Cumberland Narrows, cross the Mason-Dixon Line, top the Eastern Continental Divide, wind their way through Pennsylvania’s breathtaking Laurel Highlands, journey through the region’s coke, coal, mining, and steel-making corridor, and end at Pittsburgh’s majestic Point State Park. Stunning views of waterfalls, gorges, river valleys, and farmland are everywhere, especially from outside the Big Savage Tunnel, from the sweeping Salisbury Viaduct, at both ends of the Pinkerton Tunnel, and via the Ohiopyle High and Low Bridges. Riders overlook the joining of rivers at Confluence, McKeesport, and Pittsburgh, and can explore adjoining peninsulas, state parks, hollows, wildflower stands, and forests on foot at many places along the trail.

Reviewed By obsidian2017 - Dearborn, United States

I biked this with three friends. Over the course of two days, we biked about 100 miles, starting from Pittsburgh, overnight stop in Connellsville, then to Ohiopyle and back to Connellsville. The trail is incredibly well tended--not only clean and cleared but also with great signage indicating miles to go to next city. In addition, many cities have air pumps and water stations. It is an incredibly beautiful trail and mostly level. The crushed limestone is almost like pavement. Ran into one of the guides/marketing staff for one of the cycling groups that helps tend the trail. He was full of useful info. From him, we learned that biking from Ohiopyle to Falling Water was less than ideal--no trail, no shoulder, lots of car traffic, curves, and inclines. So, once in Ohiopyle, we took a shuttle (offered by the local outfitter) up to Falling Water and back. That was perfect.

2. Allegany County Library System - Washington Street Library

31 Washington St Washington Street Branch, Cumberland, MD 21502-2947 +1 301-777-1200 [email protected] http://www.alleganycountylibrary.info/
Excellent
83%
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5.0 based on 6 reviews

Allegany County Library System - Washington Street Library

Books, movies, internet access, color printing, community connections, Story Hour, WiFi, eBooks, free streaming services.

3. Allegany County Library System - South Cumberland Library

100 Seymour St South Cumberland Library, Cumberland, MD 21502-4242 +1 301-724-1607 [email protected] http://www.alleganycountylibrary.info/
Excellent
80%
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5.0 based on 5 reviews

Allegany County Library System - South Cumberland Library

Books, movies, internet access, color printing, community connections, Story Hour, WiFi, eBooks, free streaming services.

4. Charis Winery & Distillery

16 Howard St Canal Place Shops, Cumberland, MD 21502 +1 240-581-3875 [email protected] http://www.chariswinery.com
Excellent
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5.0 based on 28 reviews

Charis Winery & Distillery

Local winery and distillery in downtown Cumberland at the Canal Place Shops. Wine and spirits produced on premises. Dry premier whites and reds as well semi-sweet to sweet fruit blends. We try to have a wine for everyone's pilot! We also produce Pomace Brandy- as well moonshine, rum and bourbon. Charis also has Savage Soaps available for purchase. Coming soon will be the introduction of Extra Virgin Olive Oils and Balsamic Vinegars!

5. Get Out & Play! Outfitters - Day Tours

Excellent
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5.0 based on 105 reviews

Get Out & Play! Outfitters - Day Tours

Get Out & Play! Outfitters provides shuttle services for visitors using the Great Allegheny Passage and C&O Canal. Outside of shuttle services, we offers custom team building events. With over 20 years in the team building businesses we have worked with many Fortune 500 companies. In 2018 we opened up Exit Strategy Escape Room in Downtown Cumberland Maryland.

6. Cumberland Narrows

Route 40 west, Cumberland, MD 21502
Excellent
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5.0 based on 4 reviews

Cumberland Narrows

7. Cumberland Theatre

101 N Johnson St, Cumberland, MD 21502-2918 +1 301-759-4990 [email protected] http://www.cumberlandtheatre.com
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5.0 based on 4 reviews

Cumberland Theatre

The Cumberland Theatre is Western Maryland's only regional professional theatre presenting musicals, comedies and dramas throughout the year and also serves as a performance venue for other non-profit arts organizations throughout the region.

8. Rocky Gap State Park

12900 Lake Shore Dr, Cumberland, MD 21530-1082 +1 301-722-1480 http://dnr2.maryland.gov/publiclands/Pages/western/rockygap.aspx
Excellent
54%
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4.5 based on 217 reviews

Rocky Gap State Park

Park that offers swimming beaches, campsites and boat rentals.

Reviewed By kabston - Pittsburgh, United States

a well maintained park with many activities to enjoy such as boating rentals, sandy swimming beach and well maintained hiking trails

9. Gordon-Roberts House

218 Washington St, Cumberland, MD 21502-2827 +1 301-777-8678 http://www.gordon-robertshouse.com/
Excellent
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4.5 based on 25 reviews

Gordon-Roberts House

10. Emmanuel Episcopal Church

16 Washington St, Cumberland, MD 21502-2924 +1 301-777-3364 [email protected] http://www.episcopalchurch.org/parish/emmanuel-epi
Excellent
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4.5 based on 32 reviews

Emmanuel Episcopal Church

Reviewed By bonnieb90 - Olney, United States

We saw this tour on a flyer in the visitors' center and are glad we went. The Tiffany windows are stunning, and two church members explained the history of the church. Built on the ruins of Fort Cumberland (used by Colonel G. Washington), the tunnels were likely used in the Underground Railroad due to the numbers of enslaved people working in town and the proximity to the Mason Dixon line. We found the tour very interesting and were glad we could go into the tunnels that were originally part of the fort.

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