24 days in Maryland Itinerary

24 days in Maryland Itinerary

Created using Inspirock Maryland trip itinerary planner

Plan created by another user.Make it yours

Route & dates

1
Havre de Grace
— 1 night
2
St. Michaels
— 2 nights
3
Ocean City
— 5 nights
4
Oakland
— 3 nights
5
Sharpsburg
— 2 nights
6
Rockville
— 3 nights
7
Baltimore
— 6 nights

1
night
Havre de Grace

Havre de Grace ©
Havre de Grace, abbreviated HdG, is a city in Harford County, Maryland, situated at the mouth of the Susquehanna River and the head of Chesapeake Bay. On the 27th (Fri), catch a live event at Ripken Stadium, admire the majestic nature at Susquehanna State Park, and then see the interesting displays at Susquehanna Museum at the Lock House. Get ready for a full day of sightseeing on the 28th (Sat): stroll around Millard Tydings Memorial Park, snap pictures at Gilpin's Falls Covered Bridge, and then immerse yourself in nature at Rocks State Park.

For traveler tips, where to stay, other places to visit, and other tourist information, read Havre de Grace trip itinerary tool.

Philadelphia to Havre de Grace is an approximately 1.5-hour car ride. In July, plan for daily highs up to °F, and evening lows to °F. Wrap up your sightseeing on the 28th (Sat) to allow time to travel to St. Michaels.

Things to do in Havre de Grace

Parks Nature Museums

Side Trips

Rocks State Park, Gilpin's Falls Covered Bridge, Ripken Stadium
Highlights from your plan
Susquehanna State Park ©
Susquehanna State Park
Millard Tydings Memorial Park ©
Millard Tydings Memorial Park
Susquehanna Museum at the Lock House ©
Susquehanna Museum at the Lock House

2
nights
St. Michaels

St. Michaels ©
On the 29th (Sun), examine the collection at Chesapeake Bay Maritime Museum, thenhead outdoors with Chesapeake Bay Environmental Center, and then stop by The Preppy Redneck. Keep things going the next day: get outside with American Chestnut Land Trust, thenstop by Emily’s Produce, thenvisit a coastal fixture at Choptank River Lighthouse, and finally look for gifts at Ouvert Gallery.

To find reviews, more things to do, maps, and tourist information, go to the St. Michaels trip planner.

Traveling by car from Havre de Grace to St. Michaels takes 2 hours. In July in St. Michaels, expect temperatures between °F during the day and °F at night. Cap off your sightseeing on the 30th (Mon) early enough to go by car to Ocean City.

Things to do in St. Michaels

Outdoors Shopping Museums

Side Trips

Cambridge, American Chestnut Land Trust, Chesapeake Bay Environmental Center
Highlights from your plan
American Chestnut Land Trust ©
American Chestnut Land Trust
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
The Preppy Redneck ©
The Preppy Redneck

5
nights
Ocean City

Ocean City ©
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.
Change things up with a short trip to Assateague Island National Seashore in Assateague Island (about 2h 30 min away). There's lots more to do: add some fun to your beach time 48th St. Watersports, stroll around Northside Park, tour the water at your own pace with Boat Rentals, and tee off at Eagle's Landing Golf Course.

To see ratings, photos, maps, and more tourist information, use the Ocean City holiday planner.

Traveling by car from St. Michaels to Ocean City takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around °F in July, and nighttime lows around °F. Cap off your sightseeing on the 4th (Sat) early enough to travel to Oakland.

Things to do in Ocean City

Parks Nature Outdoors

Side Trips

Assateague Island National Seashore, Assateague State Park
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
48th St. Watersports ©
48th St. Watersports
Ocean City Boardwalk ©
Ocean City Boardwalk

3
nights
Oakland

Oakland ©
Oakland is a town in the west-central part of Garrett County, Maryland. Explore the numerous day-trip ideas around Oakland: Cumberland (Gordon-Roberts House & Great Allegheny Passage) and Grantsville (Hill Top Fruit Market & Spruce Forest Artisan Village). There's still lots to do: immerse yourself in nature at Swallow Falls State Park, tee off at Lodestone Golf Course, explore the activities along Deep Creek Lake State Park, and tour the pleasant surroundings at Wisp Resort.

To find ratings, reviews, photos, and other tourist information, use the Oakland online trip itinerary planner.

Drive from Ocean City to Oakland in 5.5 hours. Alternatively, you can do a combination of flight and car. Plan for slightly colder temperatures traveling from Ocean City in August, with highs in Oakland at °F and lows at °F. Cap off your sightseeing on the 8th (Wed) early enough to travel to Sharpsburg.

Things to do in Oakland

Outdoors Parks Nature

Side Trips

Cumberland, Grantsville, Wisp Resort
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Swallow Falls State Park ©
Swallow Falls State Park
Deep Creek Lake State Park ©
Deep Creek Lake State Park

2
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Start off your visit on the 9th (Thu): take in the history at Antietam National Battlefield. Get ready for a full day of sightseeing on the next day: stroll through Gambrill State Park, thenbrowse the collection at C. Burr Artz Public Library, thenput a fun spin on your tour with Clue IQ: An Escape Room Experience, and finally explore the activities along Antietam Creek.

For other places to visit, maps, ratings, and other tourist information, use the Sharpsburg online attractions planner.

Getting from Oakland to Sharpsburg by car takes about 2.5 hours. Expect a bit warmer weather when traveling from Oakland in August: highs in Sharpsburg hover around °F, while lows dip to °F. Finish your sightseeing early on the 10th (Fri) so you can drive to Rockville.

Things to do in Sharpsburg

Parks Nature Historic Sites

Side Trip

Frederick
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Clue IQ: An Escape Room Experience ©
Clue IQ: An Escape Room Experience
Antietam Creek ©
Antietam Creek

3
nights
Rockville

Rockville ©
Rockville is a city located in the central region of Montgomery County, Maryland. Get out of town with these interesting Rockville side-trips: Harborfront Area (in National Harbor) and Six Flags America (in Bowie). Pack the 11th (Sat) with family-friendly diversions at The Adventure Park at Sandy Spring. There's much more to do: contemplate the long history of Audubon Naturalist Society Woodend Sanctuary, have some family-friendly fun at Monster Mini Golf, and find something for the whole family at Miniature Train and Carousel at Wheaton Regional Park.

For more things to do, photos, reviews, and tourist information, read our Rockville trip planner.

You can drive from Sharpsburg to Rockville in 1.5 hours. In August, daytime highs in Rockville are °F, while nighttime lows are °F. Cap off your sightseeing on the 13th (Mon) early enough to go by car to Baltimore.

Things to do in Rockville

Theme Parks Parks Wildlife

Side Trips

Harborfront Area, Monster Mini Golf, Six Flags America, Audubon Naturalist Society Woodend Sanctuary, The Adventure Park at Sandy Spring
Highlights from your plan
The Adventure Park at Sandy Spring ©
The Adventure Park at Sandy Spring
Audubon Naturalist Society Woodend Sanctuary ©

6
nights
Baltimore

Baltimore ©
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.
Get out of town with these interesting Baltimore side-trips: Annapolis (Maryland State House, Hammond-Harwood House, &more) and Ladew Topiary Gardens (in Monkton). The adventure continues: try your luck at Horseshoe Casino, wander the streets of Fell's Point, observe the fascinating underwater world at National Aquarium, and step aboard USS Constellation.

To find where to stay and other tourist information, read Baltimore online journey planner.

You can drive from Rockville to Baltimore in an hour. Traveling from Rockville in August, you can expect nighttime temperatures to be a bit warmer in Baltimore, with lows of °F. Wrap up your sightseeing on the 19th (Sun) early enough to take a train back home.

Things to do in Baltimore

Parks Historic Sites Museums

Side Trips

Annapolis, Ladew Topiary Gardens, Kinder Farm Park
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Horseshoe Casino ©
Horseshoe Casino
Oriole Park at Camden Yards ©
Oriole Park at Camden Yards

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