20 days in Maryland Itinerary

20 days in Maryland Itinerary

Created using Inspirock Maryland journey planner
Make it your trip
Fly to Baltimore/Washington International Thurgood Marshall Airport, Drive to Ocean City
1
Ocean City
— 6 nights
Drive
2
Cumberland
— 3 nights
Drive
3
Sharpsburg
— 2 nights
Drive
4
Baltimore
— 8 nights
Drive to Baltimore/Washington International Thurgood Marshall Airport, Fly to Port of Spain

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Ocean City — 6 nights

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.
Kids will appreciate attractions like Ocean City Beach and Ayers Creek Adventures. And it doesn't end there: take in the waterfront at Ocean City Boardwalk, make a splash at Oceancity Watersports, stroll around Northside Park, and see the interesting displays at Ocean City Life-Saving Station Museum.

Plan a trip to Ocean City easily and quickly by telling Inspirock to suggest an itinerary.

Port of Spain, Trinidad and Tobago to Ocean City is an approximately 15-hour combination of flight and car. You can also do a combination of flight and bus. You'll gain 1 hour traveling from Port of Spain to Ocean City due to the time zone difference. Plan for little chillier temperatures traveling from Port of Spain in August, with highs in Ocean City at 32°C and lows at 22°C. Wrap up your sightseeing on the 21st (Sun) to allow time to travel to Cumberland.
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Theme Parks · Outdoors · Parks · Golf
Side Trip

Cumberland — 3 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. Kids will appreciate attractions like Great Allegheny Passage and Swallow Falls State Park. Explore Cumberland's surroundings by going to Deep Creek Lake State Park (in Oakland), The Discovery Center (in Swanton) and Wisp Resort (in McHenry). There's more to do: take in the spiritual surroundings of Emmanuel Episcopal Church.

To find ratings, more things to do, traveler tips, and other tourist information, use the Cumberland online route planner.

Traveling by car from Ocean City to Cumberland takes 4.5 hours. Alternatively, you can do a combination of car and flight. Traveling from Ocean City in August, expect slightly colder with lows of 19°C in Cumberland. Finish your sightseeing early on the 24th (Wed) to allow enough time to drive to Sharpsburg.
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Parks · Nature · Outdoors · Museums
Side Trips

Sharpsburg — 2 nights

Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. On the 25th (Thu), admire the natural beauty at Surreybrooke Gardens and then take in the views from Loy's Station Covered Bridge. On your second day here, relax in the rural setting at South Mountain Creamery and then appreciate the extensive heritage of Antietam National Battlefield.

For more things to do, other places to visit, traveler tips, and tourist information, go to the Sharpsburg trip itinerary website.

You can drive from Cumberland to Sharpsburg in 1.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 19°C. Wrap up your sightseeing on the 26th (Fri) early enough to drive to Baltimore.
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Parks · Nature · Historic Sites
Side Trips

Baltimore — 8 nights

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.
Family-friendly places like National Aquarium and Historic Ships in Baltimore will thrill your kids. Get out of town with these interesting Baltimore side-trips: Hopkins Original Art (in St. Michaels), Fishpaws Marketplace (in Arnold) and Annapolis (U.S. Naval Academy & Maryland State House). Spend the 28th (Sun) exploring nature at Fort McHenry National Monument and Historic Shrine. And it doesn't end there: admire the masterpieces at The Walters Art Museum, see the interesting displays at Ripley's Believe It or Not! Baltimore, get in on the family fun at The Adventure Park at Sandy Spring, and stroll through Underground Railroad Experience Trail Hikes.

For maps, where to stay, photos, and tourist information, use the Baltimore trip planning tool.

Traveling by car from Sharpsburg to Baltimore takes 1.5 hours. Traveling from Sharpsburg in August, you can expect nighttime temperatures to be a bit warmer in Baltimore, with lows of 25°C. On the 3rd (Sat), you'll travel back home.
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Museums · Parks · Historic Sites · Nature
Side Trips

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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