11 days in Maryland Itinerary

11 days in Maryland Itinerary

Created using Inspirock Maryland route planner
Make it your trip
Fly
1
St. Michaels
— 1 night
Drive
2
Ocean City
— 1 night
Drive
3
Chesapeake Beach
— 1 night
Drive
4
Annapolis
— 1 night
Drive
5
Baltimore
— 3 nights
Drive
6
Frederick
— 3 nights
Fly

S M T W T F S
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2

St. Michaels — 1 night

Start off your visit on the 20th (Mon): enjoy the sea views from 1879 Hooper Strait Lighthouse and then stroll through Blackwater National Wildlife Refuge. On the 21st (Tue), you'll have a packed day of sightseeing: examine the collection at Chesapeake Bay Maritime Museum, then sample the fine beverages at Lyon Rum Distillery, and then take a tour by water with Boat Tours & Water Sports.

To find where to stay, ratings, and other tourist information, use the St. Michaels travel route builder tool.

New York City to St. Michaels is an approximately 3-hour flight. You can also drive; or do a combination of train, bus, and taxi. In June, daytime highs in St. Michaels are 84°F, while nighttime lows are 66°F. Finish your sightseeing early on the 21st (Tue) so you can drive to Ocean City.
Museums · Wildlife · Parks · Breweries & Distilleries
Side Trip

Ocean City — 1 night

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.
Start off your visit on the 22nd (Wed): kick back and relax at Ocean City Beach, then take a tour by water with Boat Tours & Water Sports, and then take a leisurely stroll along Ocean City Boardwalk.

For more things to do, other places to visit, where to stay, and more tourist information, read Ocean City online tour itinerary builder.

Traveling by car from St. Michaels to Ocean City takes 2 hours. Alternatively, you can do a combination of taxi and shuttle; or do a combination of taxi and bus. Expect slightly colder weather when traveling from St. Michaels in June: highs in Ocean City hover around 79°F, while lows dip to 65°F. Cap off your sightseeing on the 22nd (Wed) early enough to travel to Chesapeake Beach.
Outdoors · Beaches · Parks · Tours

Chesapeake Beach — 1 night

Chesapeake Beach is a town in Calvert County, Maryland. Start off your visit on the 23rd (Thu): get outside with American Chestnut Land Trust, admire the masterpieces at Bruce Snake Gabrielson's Surf Art Gallery and Museum, and then see what you can catch with Katherines Charter Fishing.

For more things to do, reviews, maps, and other tourist information, read Chesapeake Beach road trip planning app.

Getting from Ocean City to Chesapeake Beach by car takes about 3 hours. In June, daily temperatures in Chesapeake Beach can reach 83°F, while at night they dip to 64°F. Finish your sightseeing early on the 23rd (Thu) to allow enough time to drive to Annapolis.
Outdoors · Tours · Wildlife · Museums
Side Trip

Annapolis — 1 night

Capital of the United States for one year from 1783 to 1784, Annapolis has played a vital role in U.S. history.
On the 24th (Fri), visit Annapolis Historic District, then learn about all things military at U.S. Naval Academy, and then see what you can catch with Family Fishing Adventures.

For maps, photos, more things to do, and other tourist information, refer to the Annapolis online holiday planner.

You can drive from Chesapeake Beach to Annapolis in an hour. In June in Annapolis, expect temperatures between 81°F during the day and 68°F at night. Finish up your sightseeing early on the 24th (Fri) so you can go by car to Baltimore.
Museums · Neighborhoods · Tours · Wildlife

Baltimore — 3 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.
Spend the 26th (Sun) exploring nature at Fort McHenry National Monument and Historic Shrine. The adventure continues: try to win big at Horseshoe Casino, examine the collection at USS Torsk, observe the fascinating underwater world at Inner Harbor, and meet the residents at National Aquarium.

To see ratings, more things to do, reviews, and other tourist information, go to the Baltimore online vacation planner.

Traveling by car from Annapolis to Baltimore takes an hour. Alternatively, you can take a bus. In June, plan for daily highs up to 85°F, and evening lows to 69°F. Finish your sightseeing early on the 27th (Mon) to allow enough time to drive to Frederick.
Parks · Historic Sites · Nature · Museums

Frederick — 3 nights

Frederick is a city and the county seat of Frederick County in the U.S. state of Maryland. Change things up with these side-trips from Frederick: Gettysburg (Gettysburg National Military Park & Ghost & Vampire Tours), Antietam National Battlefield (in Sharpsburg) and Steven F. Udvar-Hazy Center (in Chantilly). The adventure continues: take in the pleasant sights at Historic Downtown Frederick and take in the architecture and atmosphere at Evangelical Lutheran Church.

To find where to stay, ratings, photos, and other tourist information, go to the Frederick online attractions planner.

Traveling by car from Baltimore to Frederick takes an hour. Alternatively, you can take a bus; or take a train. Traveling from Baltimore in June, expect slightly colder with lows of 62°F in Frederick. Finish up your sightseeing early on the 30th (Thu) so you can catch the flight back home.
Historic Sites · Parks · Tours · Nature
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.