56 days in Maryland Itinerary

56 days in Maryland Itinerary

Created using Inspirock Maryland trip planner
Make it your trip
Fly to Washington Dulles International Airport, Drive to Cumberland
1
Cumberland
— 5 nights
Drive
2
Baltimore
— 24 nights
Drive
3
St. Michaels
— 5 nights
Drive
4
Ocean City
— 7 nights
Drive
5
Solomons
— 6 nights
Drive
6
Hagerstown
— 8 nights
Drive to Washington Dulles International Airport, Fly to Exeter

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Cumberland — 5 nights

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. Change things up with these side-trips from Cumberland: Green Ridge State Forest (in Flintstone), New Germany State Park (in Grantsville) and Oakland (Deep Creek Lake State Park, Swallow Falls State Park, &more). The adventure continues: grab your bike and head to Great Allegheny Passage, contemplate the long history of Spruce Forest Artisan Village, sample the fine beverages at Charis Winery & Distillery, and stop by FireFly Farms Market.

For traveler tips, maps, reviews, and more tourist information, use the Cumberland day trip planning website.

Exeter, UK to Cumberland is an approximately 16-hour combination of flight and car. Traveling from Exeter to Cumberland, you'll gain 5 hours due to the time zone difference. In September in Cumberland, expect temperatures between 31°C during the day and 15°C at night. Finish your sightseeing early on the 10th (Sat) so you can drive to Baltimore.
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Parks · Nature · Outdoors · Trails
Side Trips
Find places to stay Sep 5 — 10:
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Baltimore — 24 nights

City of Firsts

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.
Explore the numerous day-trip ideas around Baltimore: Days End Farm Horse Rescue (in Lisbon), Leister Park (in Hampstead) and Larriland Farm (in Woodbine). Spend the 17th (Sat) exploring nature at Fort McHenry National Monument and Historic Shrine. And it doesn't end there: try to win big at Horseshoe Casino, step aboard USS Constellation, take in the exciting artwork at Loring Cornish Gallery, and see the interesting displays at American Visionary Art Museum.

To see more things to do, photos, other places to visit, and more tourist information, go to the Baltimore day trip planning site.

Getting from Cumberland to Baltimore by car takes about 2.5 hours. Traveling from Cumberland in September, expect a bit warmer with lows of 22°C in Baltimore. Finish your sightseeing early on the 4th (Tue) so you can drive to St. Michaels.
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Parks · Historic Sites · Museums · Outdoors
Side Trips
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St. Michaels — 5 nights

Venture out of the city with trips to Outstanding Dreams Farm (in Preston), Harriet Tubman Underground Railroad National Historical Park (in Church Creek) and Cambridge (Choptank River Lighthouse, Long Wharf Park, &more).

To find traveler tips, maps, more things to do, and more tourist information, you can read our St. Michaels trip planner.

Drive from Baltimore to St. Michaels in 2 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 24°C in October, and nighttime lows around 13°C. Cap off your sightseeing on the 9th (Sun) early enough to go by car to Ocean City.
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Museums · Parks · Outdoors · Breweries & Distilleries
Side Trips
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Ocean City — 7 nights

The White Marlin Capital of the World

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.
Change things up with these side-trips from Ocean City: Bishop's Stock Fine Art, Craft & Wine (in Snow Hill) and Salisbury (Ward Museum of Wildfowl Art, Salisbury Zoo, &more). There's much more to do: take a leisurely stroll along Ocean City Boardwalk, see the interesting displays at Ocean City Life-Saving Station Museum, kick back and relax at Ocean City Beach, and shop like a local with Art League of Ocean City.

For reviews, maps, traveler tips, and other tourist information, read our Ocean City trip itinerary planning website.

Traveling by car from St. Michaels to Ocean City takes 2 hours. Alternatively, you can do a combination of taxi and shuttle; or do a combination of taxi and bus. In October, daily temperatures in Ocean City can reach 24°C, while at night they dip to 13°C. Finish up your sightseeing early on the 16th (Sun) so you can go by car to Solomons.
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Museums · Outdoors · Parks · Shopping
Side Trips
Find places to stay Oct 9 — 16:
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Solomons — 6 nights

Solomons, also known as Solomons Island, is an unincorporated community and census-designated place (CDP) in Calvert County, Maryland, United States. Change things up with these side-trips from Solomons: Mechanicsville (Maryland International Raceway & Forrest Hall Farm & Orchard), Stevensville (Lead Dog Charters & Casey Michelle Charters) and Port Tobacco (Historic Port Tobacco Village & Saint Ignatius Church). Next up on the itinerary: go for a stroll along the water at Spring Cove Marina, immerse yourself in nature at Greenwell State Park, steep yourself in history at Sotterley Historic Plantation, and explore the galleries of Calvert Marine Museum and Drum Point Lighthouse.

To see ratings, more things to do, photos, and more tourist information, read Solomons trip builder website.

You can drive from Ocean City to Solomons in 3.5 hours. In October, daily temperatures in Solomons can reach 24°C, while at night they dip to 13°C. Finish up your sightseeing early on the 22nd (Sat) so you can go by car to Hagerstown.
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Historic Sites · Museums · Parks · Outdoors
Side Trips
Find places to stay Oct 16 — 22:
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Hagerstown — 8 nights

Hagerstown is a city in Washington County, Maryland, United States. Change things up with these side-trips from Hagerstown: Emmitsburg (National Fallen Firefighters Memorial, National Shrine of St. Elizabeth Ann Seton, &more), Frederick (Baker Park, Community Bridge Mural, &more) and Fort Frederick State Park (in Big Pool). Next up on the itinerary: take in the history at Antietam National Battlefield, tour the pleasant surroundings at C&O Canal Hike at Point of Rocks Boat Ramp, explore the striking landscape of C&O Canal Trust, and make a trip to Lockhouse 49.

Plan my Hagerstown trip by asking Inspirock to come up with tips and suggestions.

You can drive from Solomons to Hagerstown in 2.5 hours. In October, daily temperatures in Hagerstown can reach 23°C, while at night they dip to 11°C. Finish up your sightseeing early on the 30th (Sun) so you can travel back home.
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Parks · Nature · Historic Sites · Museums
Side Trips
Find places to stay Oct 22 — 30:
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Maryland travel guide

4.1
Casinos · Specialty Museums · Aquariums
The Old Line State
Perhaps best known as the birthplace of religious and political freedom in the United States, Maryland retains the spirit of colonial America, with stately 18th-century villages and historical landmarks. Although it's one of the nation's smallest states, there is no shortage of things to do here and you may find your itinerary fills up quickly. Make time in your vacation to tour Maryland's diverse landscape, which includes mountain peaks, picturesque Atlantic coastline, and the bustling city of Baltimore. Military buffs will enjoy touring the state's four Civil War Trails, where you can follow the footsteps of U.S. soldiers, or visiting the port city of Annapolis, home to the United States Naval Academy.
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