5 days in Maryland Itinerary

5 days in Maryland Itinerary

Created using Inspirock Maryland trip planner

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Route & dates

5 days in Maryland Itinerary

Start: Cleveland
Fly:  3​h 15​min
1
Baltimore
— 1 night
Drive:  3​h
2
Ocean City
— 2 nights
Drive:  1​h 45​min
3
St. Michaels
— 1 night
shuttle + Fly:  5​h 15​min
End: Cleveland

1
night
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.
Kick off your visit on the 15th (Mon): identify plant and animal life at Loch Raven Reservoir and then sample the fine beverages at Sagamore Spirit Distillery. On the 16th (Tue), you'll have a packed day of sightseeing: look for all kinds of wild species at Eastern Neck National Wildlife Refuge, then enjoy the sand and surf at Ferry Park, and then tour the pleasant surroundings at Betterton Beach.

To see photos, maps, other places to visit, and more tourist information, read our Baltimore tour itinerary maker tool .

Cleveland to Baltimore is an approximately 3.5-hour flight. You can also do a combination of flight and train; or drive. Traveling from Cleveland in June, you will find days in Baltimore are a bit warmer (85°F), and nights are about the same (69°F). Finish up your sightseeing early on the 16th (Tue) so you can go by car to Ocean City.

Things to do in Baltimore

Parks Outdoors Beaches

Side Trips

Rock Hall, Betterton Beach, Loch Raven Reservoir
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Loch Raven Reservoir ©
Loch Raven Reservoir
Eastern Neck National Wildlife Refuge ©

2
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.
Start off your visit on the 17th (Wed): zoom along the surf with a waterskiing or jet-skiing adventure, take a memorable tour with Tours, and then enjoy the sand and surf at Ocean City Beach. Here are some ideas for day two: take a leisurely stroll along Ocean City Boardwalk, take a memorable tour with Tours, and then race across the water with a speed boat tour.

To find more things to do, where to stay, ratings, and tourist information, read our Ocean City trip maker site .

You can drive from Baltimore to Ocean City in 3 hours. Alternatively, you can take a bus. Traveling from Baltimore in June, you will find days in Ocean City are little chillier (79°F), and nights are about the same (65°F). Finish up your sightseeing early on the 18th (Thu) so you can go by car to St. Michaels.

Things to do in Ocean City

Outdoors Adventure Tours
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Ocean City Boardwalk ©
Ocean City Boardwalk
Parasailing & Paragliding

1
night
St. Michaels

St. Michaels ©
On the 19th (Fri), look for all kinds of wild species at Phillips Wharf Environmental Center, then indulge your thirst for a good beer at Eastern Shore Brewing, then sample the fine beverages at Lyon Distilling Company, and finally stop by The Candleberry Shoppe.

To find maps, ratings, reviews, and other tourist information, read our St. Michaels tour itinerary planner.

You can drive from Ocean City to St. Michaels in 2 hours. Another option is to take a bus. In June, daily temperatures in St. Michaels can reach 84°F, while at night they dip to 66°F. Finish your sightseeing early on the 19th (Fri) to allow enough time to travel back home.

Things to do in St. Michaels

Wildlife Parks Breweries & Distilleries

Side Trip

Phillips Wharf Environmental Center
Highlights from your plan
Phillips Wharf Environmental Center ©
Lyon Distilling Company ©
Lyon Distilling Company
Eastern Shore Brewing ©
Eastern Shore Brewing

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