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

S M T W T F S
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15

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), Emmitsburg (National Shrine of St. Elizabeth Ann Seton & National Shrine Grotto of Lourdes) and Surreybrooke Gardens (in Middletown). Next up on the itinerary: admire the masterpieces at Washington County Museum of Fine Arts, stroll the grounds of Rose Hill Cemetery, don't miss a visit to Lockhouse 49, and witness the site of a historic battle at Antietam National Battlefield.

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

Toronto, Canada to Hagerstown is an approximately 7-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 drive to Ocean City.
more
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: Julia A. Purnell Museum (in Snow Hill), Salisbury (Pemberton Historical Park & Eastern Shore Baseball Hall of Fame Museum) and Crisfield Heritage Foundation (in Crisfield). 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.

Explore your travel options from Hagerstown to Ocean City with the Route module. 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.
more
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 Solomons (Annmarie Garden & Calvert Marine Museum and Drum Point Lighthouse), Tilghman Watermans Museum (in Tilghman) and Neild Museum and Herb Garden (in Cambridge). And it doesn't end there: soothe aching muscles at some of the top local wellness centers, examine the collection at Tuckahoe Steam and Gas Association, sample the fine beverages at Lyon Rum Distillery, and view the masterpieces at Hopkins Original Art.

To find more things to do, reviews, and more tourist information, read our Easton online tour builder.

You can drive from Ocean City to Easton in 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.
more
Museums · Parks · Shopping · Wildlife
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.
Change things up with these side-trips from Baltimore: 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, see the interesting displays at Geppi's Entertainment Museum, take a stroll through Hampden, and take in nature's colorful creations at Howard Peters Rawlings Conservatory and Botanic Gardens of Baltimore.

To see traveler tips, where to stay, photos, and tourist information, read Baltimore online day trip planner.

Getting from Easton to Baltimore by car takes about 1.5 hours. Other options: drive. Expect a daytime high around 6°C in January, and nighttime lows around -1°C. Finish up your sightseeing early on the 9th (Sun) so you can catch the flight back home.
more
Museums · Parks · Historic Sites · Neighborhoods
Side Trips

Maryland travel guide

4.2
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.
more