21 days in Maryland Itinerary

21 days in Maryland Itinerary

Created using Inspirock Maryland trip planner

Make it your trip
Fly to Washington Dulles International Airport, Drive to Hagerstown
1
Hagerstown
— 4 nights
Drive
2
Ocean City
— 4 nights
Drive
3
Easton
— 5 nights
Drive
4
Baltimore
— 7 nights
Fly

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Hagerstown

— 4 nights
Hagerstown is a city in Washington County, Maryland, United States. Change things up with these side-trips from Hagerstown: Frederick (McClintock Distilling, Community Bridge Mural, &more), Surreybrooke Gardens (in Middletown) and Emmitsburg (National Shrine of St. Elizabeth Ann Seton & National Shrine Grotto of Lourdes). Next up on the itinerary: admire the masterpieces at Washington County Museum of Fine Arts, stroll the grounds of Rose Hill Cemetery, take in the history at Antietam National Battlefield, and make a trip to Lockhouse 49.

To see traveler tips, photos, where to stay, and more tourist information, read our Hagerstown holiday maker.

Toronto, Canada to Hagerstown is an approximately 6.5-hour combination of flight and car. You can also drive. When traveling from Toronto in December, plan for somewhat warmer days in Hagerstown, with highs around 9°C, while nights are about the same with lows around 0°C. Wrap up your sightseeing on the 24th (Fri) early enough to travel to Ocean City.

Things to do in Hagerstown

Historic Sites · Museums · Parks · Nature

Side Trips

Ocean City

— 4 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.
Get out of town with these interesting Ocean City side-trips: Crisfield Heritage Foundation (in Crisfield), Salisbury (Pemberton Historical Park & Eastern Shore Baseball Hall of Fame Museum) and Julia A. Purnell Museum (in Snow Hill). The adventure continues: stroll around Northside Park, make a splash at Oceancity Watersports, see the interesting displays at Ocean City Life-Saving Station Museum, and indulge in some personalized pampering at OC Massage.

To find traveler tips, maps, and tourist information, use the Ocean City attractions app.

Drive from Hagerstown to Ocean City in 4 hours. In December, daily temperatures in Ocean City can reach 12°C, while at night they dip to 1°C. Wrap up your sightseeing on the 28th (Tue) to allow time to drive to Easton.

Things to do in Ocean City

Museums · Parks · Outdoors · Beaches

Side Trips

Easton

— 5 nights
Easton, Maryland is an incorporated town and the county seat of Talbot County, Maryland, United States. Explore Easton's surroundings by going to Tilghman (Tilghman Watermans Museum & Phillips Wharf Environmental Center), Solomons (Annmarie Garden & Calvert Marine Museum and Drum Point Lighthouse) and Neild Museum and Herb Garden (in Cambridge). Next up on the itinerary: relax and rejuvenate at some of the top local wellness centers, see the interesting displays at St. Michael's Museum, brush up on your knowledge of spirits at Lyon Rum Distillery, and relax in the rural setting at Outstanding Dreams Farm.

To find photos, maps, and more tourist information, read our Easton attractions planning tool.

Traveling by car from Ocean City to Easton takes 1.5 hours. In December, daytime highs in Easton are 11°C, while nighttime lows are 2°C. Wrap up your sightseeing on the 2nd (Sun) early enough to drive to Baltimore.

Things to do in Easton

Museums · Parks · Shopping · Spas

Side Trips

Baltimore

— 7 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 Fishpaws Marketplace (in Arnold), Annapolis (U.S. Naval Academy, Annapolis Historic District, &more) and Chesapeake Heritage & Visitors Center (in Chester). Next up on the itinerary: try your luck at Horseshoe Casino, wander the streets of Hampden, stop by Fell's Point, and admire the natural beauty at Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore.

For other places to visit, where to stay, photos, and other tourist information, read our Baltimore online driving holiday planner.

Traveling by car from Easton to Baltimore takes 1.5 hours. January in Baltimore sees daily highs of 6°C and lows of -1°C at night. Wrap up your sightseeing on the 9th (Sun) early enough to fly back home.

Things to do in Baltimore

Museums · Parks · Neighborhoods · Historic Sites

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.