19 days in Maryland Itinerary

19 days in Maryland Itinerary

Created using Inspirock Maryland travel planner

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Route & dates

19 days in Maryland Itinerary

Start: Washington DC
Drive:  2​h 45​min
1
Cumberland
— 2 nights
Drive:  1​h 30​min
2
Sharpsburg
— 4 nights
Drive:  1​h 30​min
3
Baltimore
— 5 nights
Drive:  1​h 45​min
4
St. Michaels
— 3 nights
Drive:  1​h 45​min
5
Ocean City
— 4 nights
Drive:  3​h
End: Washington DC

2
nights
Cumberland

Cumberland ©
Cumberland, officially the City of Cumberland, is a western gateway city and seat of Allegany County, Maryland, United States and the primary city of the Cumberland, MD-WV Metropolitan Statistical Area. Visiting Great Allegheny Passage and Swallow Falls State Park will get you outdoors. Change things up with these side-trips from Cumberland: Schoolhouse Earth (in Friendsville) and Oakland (Deep Creek Lake State Park & Lodestone Golf Course). The adventure continues: learn about winemaking at Charis Winery and steep yourself in history at Paw Paw Tunnel.

For reviews, more things to do, where to stay, and other tourist information, read Cumberland day trip planning tool .

Washington DC to Cumberland is an approximately 2.5-hour car ride. Expect little chillier evenings in Cumberland when traveling from Washington DC in July, with lows around 65°F. Finish your sightseeing early on the 10th (Wed) so you can drive to Sharpsburg.

Things to do in Cumberland

Parks Outdoors Nature

Side Trips

Oakland, Schoolhouse Earth
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Swallow Falls State Park ©
Swallow Falls State Park
Paw Paw Tunnel ©
Paw Paw Tunnel

4
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Your inner history buff will appreciate Antietam National Battlefield and Tolson's Chapel. Get in touch with nature at Cunningham Falls State Park and Musket Ridge Golf Club. Next up on the itinerary: stroll the grounds of Antietam National Cemetery, witness the site of a historic battle at South Mountain State Battlefield, take an in-depth tour of Washington County Rural Heritage Museum, and do a tasting at Big Cork Vineyards.

For ratings, other places to visit, more things to do, and tourist information, use the Sharpsburg sightseeing app .

You can drive from Cumberland to Sharpsburg in 1.5 hours. In July, daytime highs in Sharpsburg are 87°F, while nighttime lows are 66°F. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Baltimore.

Things to do in Sharpsburg

Historic Sites Parks Nature

Side Trips

Middletown, Musket Ridge Golf Club, Washington County Rural Heritage Museum, C&O Canal Historical Park, Big Cork Vineyards
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Tolson's Chapel ©
Tolson's Chapel
Antietam National Cemetery ©
Antietam National Cemetery

5
nights
Baltimore

Baltimore ©
A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Fort McHenry National Monument and Audubon Naturalist Society Woodend Sanctuary will appeal to history buffs. Get in touch with nature at Centennial Park and Lake Kittamaqundi. Get out of town with these interesting Baltimore side-trips: Frederick (Historic Downtown Frederick & Evangelical Lutheran Church) and U.S. Naval Academy (in Annapolis). There's much more to do: try your luck at Horseshoe Casino, pause for some serene contemplation at Saint Alphonsus Church, identify plant and animal life at Loch Raven Reservoir, and admire all the interesting features of Oriole Park at Camden Yards.

To find other places to visit, more things to do, and other tourist information, read our Baltimore trip itinerary maker site .

Traveling by car from Sharpsburg to Baltimore takes 1.5 hours. Traveling from Sharpsburg in July, expect somewhat warmer with lows of 74°F in Baltimore. Wrap up your sightseeing on the 19th (Fri) early enough to drive to St. Michaels.

Things to do in Baltimore

Parks Wildlife Historic Sites

Side Trips

Frederick, Audubon Naturalist Society Woodend Sanctuary, Centennial Park, Lake Kittamaqundi, Loch Raven Reservoir
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Horseshoe Casino ©
Horseshoe Casino

3
nights
St. Michaels

St. Michaels ©
Deepen your sense of the past at sights like 1879 Hooper Strait Lighthouse and Cove Point Lighthouse. Get outdoors at Blackwater National Wildlife Refuge and Eastern Neck National Wildlife Refuge. Get out of town with these interesting St. Michaels side-trips: Jug Bay Wetlands Sanctuary (in Lothian), Calvert Marine Museum and Drum Point Lighthouse (in Solomons) and Wild Bird Center (in Annapolis).

To find photos, other places to visit, ratings, and more tourist information, refer to the St. Michaels trip planner.

Traveling by car from Baltimore to St. Michaels takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. July in St. Michaels sees daily highs of 87°F and lows of 71°F at night. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Ocean City.

Things to do in St. Michaels

Wildlife Parks Historic Sites

Side Trips

Blackwater National Wildlife Refuge, Eastern Neck National Wildlife Refuge, Jug Bay Wetlands Sanctuary, Phillips Wharf Environmental Center, Cove Point Lighthouse
Highlights from your plan
Blackwater National Wildlife Refuge ©
Jug Bay Wetlands Sanctuary ©
Jug Bay Wetlands Sanctuary
Phillips Wharf Environmental Center ©

4
nights
Ocean City

Ocean City ©
One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.
Popular historic sites such as Main Street Berlin and Calvin B. Taylor House Museum are in your itinerary. Get outdoors at Ocean City Beach and Parasailing & Paragliding. Next up on the itinerary: find your balance on the water with some of the best stand-up paddleboarding in the area, examine the collection at Ocean City Life-Saving Station Museum, tour the water at your own pace with Boat Rentals, and race across the water with a speed boat tour.

For ratings, more things to do, traveler tips, and tourist information, go to the Ocean City online trip itinerary maker .

Drive from St. Michaels to Ocean City in 2 hours. Alternatively, you can take a bus. In July, daytime highs in Ocean City are 84°F, while nighttime lows are 70°F. Finish your sightseeing early on the 26th (Fri) so you can drive back home.

Things to do in Ocean City

Outdoors Tours Adventure

Side Trip

Berlin
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Stand-Up Paddleboarding
Assateague State Park ©
Assateague State Park

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