11 days in Maryland Itinerary

11 days in Maryland Itinerary

Created using Inspirock Maryland trip planner
Make it your trip
Fly to Baltimore/Washington International Thurgood Marshall Airport, Drive to Baltimore
1
Baltimore
— 4 nights
Drive
2
Ocean City
— 4 nights
Drive
3
Sharpsburg
— 1 night
Drive
4
Cumberland
— 1 night
Drive

S M T W T F S
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Baltimore — 4 nights

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.
You'll visit kid-friendly attractions like National Aquarium and Fort McHenry National Monument and Historic Shrine. Get out of town with these interesting Baltimore side-trips: The Adventure Park at Sandy Spring (in Sandy Spring), U.S. Naval Academy (in Annapolis) and Fishpaws Marketplace (in Arnold). There's much more to do: explore the world behind art at The Walters Art Museum, take in the waterfront activity at Inner Harbor, get a new perspective on things with Boat Tours & Water Sports, and see the interesting displays at American Visionary Art Museum.

To find more things to do, maps, traveler tips, and other tourist information, read our Baltimore trip planner.

Kalamazoo to Baltimore is an approximately 6-hour combination of flight and car. You can also drive. Plan for a bit warmer nights when traveling from Kalamazoo in May since evenings lows in Baltimore dip to 59°F. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Ocean City.
Museums · Parks · Nature · Historic Sites
Side Trips

Ocean City — 4 nights

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.
You'll visit kid-friendly attractions like Ocean City Beach and Ocean City Boardwalk. Take a break from Ocean City with a short trip to Salisbury Zoo in Salisbury, about 40 minutes away. Next up on the itinerary: walk around Northside Park, take a tour by water with Boat Tours & Water Sports, play a few rounds at Rum Pointe Seaside Golf Links, and surround yourself with nature on Ayers Creek Adventures.

To see maps, reviews, ratings, and tourist information, use the Ocean City tour itinerary maker app.

Traveling by car from Baltimore to Ocean City takes 3 hours. Alternatively, you can take a bus. While traveling from Baltimore, expect little chillier days and about the same nights in Ocean City, ranging from highs of 69°F to lows of 55°F. Finish your sightseeing early on the 1st (Wed) to allow enough time to travel to Sharpsburg.
Outdoors · Parks · Tours · Wildlife
Side Trips

Sharpsburg — 1 night

Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Start off your visit on the 2nd (Thu): admire the natural beauty at Surreybrooke Gardens and then witness the site of a historic battle at Antietam National Battlefield.

For more things to do, where to stay, and tourist information, refer to the Sharpsburg road trip planner.

You can drive from Ocean City to Sharpsburg in 4 hours. In June in Sharpsburg, expect temperatures between 83°F during the day and 61°F at night. Wrap up your sightseeing on the 2nd (Thu) early enough to drive to Cumberland.
Parks · Nature · Historic Sites
Side Trip

Cumberland — 1 night

Cumberland, officially the City of Cumberland, is a western gateway city and seat of Allegany County, Maryland, United States and the primary city of the Cumberland, MD-WV Metropolitan Statistical Area. Kick off your visit on the 3rd (Fri): steep yourself in history at Gordon-Roberts House and then trek along Great Allegheny Passage.

To see photos, reviews, maps, and tourist information, read our Cumberland trip maker.

You can drive from Sharpsburg to Cumberland in 1.5 hours. In June, plan for daily highs up to 82°F, and evening lows to 61°F. Finish up your sightseeing early on the 3rd (Fri) so you can travel back home.
Trails · Outdoors · Parks · Historic Sites

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.