11 days in Maryland Itinerary

11 days in Maryland Itinerary

Created using Inspirock Maryland trip builder

Make it your trip
Drive
1
Oakland
— 1 night
Drive
2
Hagerstown
— 3 nights
Drive
3
Baltimore
— 4 nights
Drive
4
Ocean City
— 2 nights
Drive

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Oakland

— 1 night
Oakland is a town in the west-central part of Garrett County, Maryland. Start off your visit on the 24th (Thu): explore the activities along Deep Creek Lake State Park. On your second day here, see the interesting displays at Garrett County Historical Museum, then see the interesting displays at The Oakland B&O Railroad Museum, and then admire the majestic nature at Swallow Falls State Park.

To find reviews, other places to visit, and other tourist information, use the Oakland journey builder.

Rockville to Oakland is an approximately 3-hour car ride. Plan for a bit cooler temperatures traveling from Rockville in December, with highs in Oakland at 38°F and lows at 26°F. Finish your sightseeing early on the 25th (Fri) so you can travel to Hagerstown.

Things to do in Oakland

Parks · Nature · Museums

Hagerstown

— 3 nights
Hagerstown is a city in Washington County, Maryland, United States. Get out of town with these interesting Hagerstown side-trips: Gaver Farm (in Mount Airy), National Shrine Grotto of Lourdes (in Emmitsburg) and Surreybrooke Gardens (in Middletown). On the 26th (Sat), spend a day delving into the history of Antietam National Battlefield. The adventure continues: appreciate the extensive heritage of Historic Downtown Frederick, stop by Turn the Page Bookstore, and steep yourself in history at Tolson's Chapel.

To find other places to visit, where to stay, maps, and more tourist information, go to the Hagerstown trip app.

Drive from Oakland to Hagerstown in 2.5 hours. Traveling from Oakland in December, expect Hagerstown to be a bit warmer, temps between 46°F and 32°F. Wrap up your sightseeing on the 28th (Mon) early enough to drive to Baltimore.

Things to do in Hagerstown

Historic Sites · Parks · Nature · Shopping

Side Trips

Baltimore

— 4 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 Baltimore's surroundings by going to Annapolis (Annapolis Historic District & Maryland State House). There's lots more to do: admire the masterpieces at The Walters Art Museum, get up close and personal with brilliant marine life at National Aquarium, admire the natural beauty at Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore, and see the interesting displays at American Visionary Art Museum.

To find traveler tips, more things to do, ratings, and tourist information, go to the Baltimore trip planner.

Traveling by car from Hagerstown to Baltimore takes 1.5 hours. In December in Baltimore, expect temperatures between 50°F during the day and 37°F at night. Wrap up your sightseeing on the 1st (Fri) to allow time to drive to Ocean City.

Things to do in Baltimore

Neighborhoods · Parks · Zoos & Aquariums · Museums

Side Trips

Ocean City

— 2 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.
Kick off your visit on the 2nd (Sat): see the interesting displays at Eastern Shore Baseball Hall of Fame Museum, then relax and rejuvenate at OC Massage, and then walk around Northside Park. On the 3rd (Sun), you'll have a packed day of sightseeing: take a leisurely stroll along Ocean City Boardwalk, then kick back and relax at Ocean City Beach, then see the interesting displays at Ocean City Life-Saving Station Museum, and finally tee off at Rum Pointe Seaside Golf Links.

To see where to stay, reviews, and tourist information, you can read our Ocean City trip itinerary builder.

Drive from Baltimore to Ocean City in 3 hours. Alternatively, you can drive; or take a bus. January in Ocean City sees daily highs of 43°F and lows of 27°F at night. Finish up your sightseeing early on the 3rd (Sun) so you can travel back home.

Things to do in Ocean City

Parks · Outdoors · Museums · Beaches

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.