28 days in Maryland Itinerary

28 days in Maryland Itinerary

Created using Inspirock Maryland trip builder

Make it your trip
Fly
1
Baltimore
— 9 nights
Drive
2
Hagerstown
— 6 nights
Drive
3
McHenry
— 3 nights
Drive
4
Ocean City
— 5 nights
Drive
5
St. Michaels
— 4 nights
Fly

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Baltimore

— 9 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.
Step out of Baltimore with an excursion to Billy Goat Trail in Potomac--about 1h 5 min away.

To see ratings, where to stay, and other tourist information, read our Baltimore day trip planner.

Orlando to Baltimore is an approximately 5-hour flight. You can also drive; or take a train. Traveling from Orlando in February, expect Baltimore to be much colder, temps between 46°F and 32°F. You'll set off for Hagerstown on the 10th (Wed).

Things to do in Baltimore

Parks · Outdoors · Trails

Side Trip

Highlights from your trip

Hagerstown

— 6 nights
Hagerstown is a city in Washington County, Maryland, United States. Go for a jaunt from Hagerstown to Thurmont to see Roddy Road Covered Bridge about 36 minutes away. There's more to do: take in the views from Burnside's Bridge and explore and take pictures at High Rock Overlook.

To find traveler tips, more things to do, maps, and other tourist information, use the Hagerstown day trip website.

Getting from Baltimore to Hagerstown by car takes about 1.5 hours. Traveling from Baltimore in February, Hagerstown is slightly colder at night with lows of 27°F. Cap off your sightseeing on the 16th (Tue) early enough to travel to McHenry.

Things to do in Hagerstown

Outdoors · Scenic Drive

Side Trips

McHenry

— 3 nights
McHenry is a small community located in Garrett County, Maryland on the northern most shore of Deep Creek Lake.Located on the outskirts of McHenry is the Garrett County Airport, Wisp Ski Resort, and Golf Club at Wisp.McHenry is part of the media market of Pittsburgh.McHenry's population as of 2012 was 1,328. McHenry is known for winter sports, fun & games, and adventure. Your plan includes some of its best attractions: stroll through Wisp Resort, stroll around Herrington Manor State Park, and explore the activities along Deep Creek Lake State Park.

To find maps, where to stay, traveler tips, and more tourist information, read our McHenry day trip planning website.

Drive from Hagerstown to McHenry in 2 hours. Plan for little chillier temperatures traveling from Hagerstown in February, with highs in McHenry at 35°F and lows at 20°F. Wrap up your sightseeing on the 19th (Fri) to allow time to travel to Ocean City.

Things to do in McHenry

Parks · Nature · Outdoors · Winter Sports

Side Trip

Ocean City

— 5 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.
Bring the kids along to OC Massage and Ocean City Beach. There's still lots to do: stroll around Northside Park and take in the waterfront at Ocean City Boardwalk.

To find other places to visit, maps, where to stay, and other tourist information, you can read our Ocean City road trip tool.

You can drive from McHenry to Ocean City in 5.5 hours. Another option is to do a combination of car and flight. Expect a bit warmer temperatures when traveling from McHenry in February; daily highs in Ocean City reach 45°F and lows reach 30°F. You will leave for St. Michaels on the 24th (Wed).

Things to do in Ocean City

Parks · Beaches · Outdoors · Spas

St. Michaels

— 4 nights
When in St. Michaels, make a side trip to see Blackwater National Wildlife Refuge in Cambridge, approximately Cambridge away.

To see where to stay, maps, other places to visit, and more tourist information, refer to the St. Michaels road trip website.

Traveling by car from Ocean City to St. Michaels takes 2 hours. Alternatively, you can do a combination of shuttle and taxi; or do a combination of bus and taxi. February in St. Michaels sees daily highs of 46°F and lows of 30°F at night. You'll set off for home on the 28th (Sun).

Things to do in St. Michaels

Parks · Wildlife · Spas · Outdoors

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.