5 days in Maryland Itinerary

5 days in Maryland Itinerary

Created using Inspirock Maryland sightseeing planner

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Route & dates

5 days in Maryland Itinerary

Start: New York City
train:  2​h 45​min
1
Baltimore
— 3 nights
Drive:  3​h
2
Ocean City
— 1 night
Drive:  4​h 30​min
End: New York City

3
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.
Take a break from the city and head to Fort McHenry National Monument and Historic Shrine and Antietam National Battlefield. Explore Baltimore's surroundings by going to Frederick (Dragon Distillery, LLC & Clue IQ: An Escape Room Experience) and U.S. Naval Academy (in Annapolis). The adventure continues: try your luck at Horseshoe Casino, meet the residents at National Aquarium, wander the streets of Fell's Point, and sample the fine beverages at Sagamore Spirit Distillery.

To find more things to do, where to stay, traveler tips, and more tourist information, refer to the Baltimore trip planner.

New York City to Baltimore is an approximately 3-hour train ride. You can also drive; or fly. In October, daytime highs in Baltimore are 70°F, while nighttime lows are 55°F. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Ocean City.

Things to do in Baltimore

Parks Historic Sites Nature

Side Trips

Frederick, U.S. Naval Academy, Antietam National Battlefield
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Antietam National Battlefield ©
Antietam National Battlefield
Horseshoe Casino ©
Horseshoe Casino

1
night
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.
On the 11th (Fri), immerse yourself in nature at Assateague State Park, then take in the waterfront at Ocean City Boardwalk, and then kick back and relax at Ocean City Beach.

For photos, traveler tips, and tourist information, read our Ocean City visit planning tool .

Drive from Baltimore to Ocean City in 3 hours. Alternatively, you can take a bus. In October in Ocean City, expect temperatures between 69°F during the day and 53°F at night. Cap off your sightseeing on the 11th (Fri) early enough to go by car back home.

Things to do in Ocean City

Parks Nature Outdoors

Side Trip

Assateague State Park
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Assateague State Park ©
Assateague State Park
Ocean City Boardwalk ©
Ocean City Boardwalk

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