35 days in Maryland Itinerary
Created using Klarna Trips Maryland trip planner
Start: Exeter
Fly to Washington Dulles International Airport, Drive to Hagerstown
1
Hagerstown
— 5 nights
Drive
2
Solomons
— 5 nights
Drive
3
Ocean City
— 6 nights
Drive
4
St. Michaels
— 5 nights
Drive
5
Baltimore
— 7 nights
Drive
6
Cumberland
— 6 nights
Drive to Washington Dulles International Airport, Fly to Exeter
End: Exeter
Mon, Sep 5 - Sun, Oct 9
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Hagerstown — 5 nights

You'll find plenty of places to visit near Hagerstown: Frederick (Baker Park, Monocacy National Battlefield, &more), Emmitsburg (National Fallen Firefighters Memorial, National Shrine of St. Elizabeth Ann Seton, &more) and Catoctin Mountain Orchard (in Thurmont).
To see photos, other places to visit, where to stay, and other tourist information, read our Hagerstown sightseeing site.
Exeter, UK to Hagerstown is an approximately 15-hour combination of flight and car. The time zone changes from Greenwich Mean Time (GMT) to Eastern Standard Time (EST), which is usually a -5 hour difference. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 10th (Sat) so you can drive to Solomons.
more
To see photos, other places to visit, where to stay, and other tourist information, read our Hagerstown sightseeing site.
Exeter, UK to Hagerstown is an approximately 15-hour combination of flight and car. The time zone changes from Greenwich Mean Time (GMT) to Eastern Standard Time (EST), which is usually a -5 hour difference. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 10th (Sat) so you can drive to Solomons.
Side Trips
Find places to stay Sep 5 — 10:
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Solomons — 5 nights

Get out of town with these interesting Solomons side-trips: American Chestnut Land Trust (in Prince Frederick), Bruce Snake Gabrielson's Surf Art Gallery and Museum (in Chesapeake Beach) and Casey Michelle Charters (in Stevensville).
To see photos, where to stay, ratings, and tourist information, you can read our Solomons travel route builder website.
Drive from Hagerstown to Solomons in 2.5 hours. Expect a daytime high around 30°C in September, and nighttime lows around 20°C. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Ocean City.
more
To see photos, where to stay, ratings, and tourist information, you can read our Solomons travel route builder website.
Drive from Hagerstown to Solomons in 2.5 hours. Expect a daytime high around 30°C in September, and nighttime lows around 20°C. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Ocean City.
Side Trips
The Dr. Samuel Mudd House & Museum, American Chestnut Land Trust, Historic St. Mary's City, Janes Island State Park, Bruce Snake Gabrielson's Surf Art Gallery and Museum
Find places to stay Sep 10 — 15:
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Ocean City — 6 nights

The White Marlin Capital of the World
Explore Ocean City's surroundings by going to Bishop's Stock Fine Art, Craft & Wine (in Snow Hill) and Salisbury (Salisbury Zoo, Eastern Shore Baseball Hall of Fame Museum, &more). There's much more to do: take in the waterfront at Ocean City Boardwalk, get a taste of the local shopping with Art League of Ocean City, sample the fine beverages at Seacrets Distilling Company, and get a new perspective on things with Boat Tours & Water Sports.
To find reviews, more things to do, maps, and more tourist information, read our Ocean City trip itinerary planner.
Drive from Solomons to Ocean City in 3.5 hours. In September, daily temperatures in Ocean City can reach 30°C, while at night they dip to 20°C. Cap off your sightseeing on the 21st (Wed) early enough to go by car to St. Michaels.
more
To find reviews, more things to do, maps, and more tourist information, read our Ocean City trip itinerary planner.
Drive from Solomons to Ocean City in 3.5 hours. In September, daily temperatures in Ocean City can reach 30°C, while at night they dip to 20°C. Cap off your sightseeing on the 21st (Wed) early enough to go by car to St. Michaels.
Side Trips
Find places to stay Sep 15 — 21:
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St. Michaels — 5 nights

Explore St. Michaels' surroundings by going to Harriet Tubman Museum and Educational Center (in Cambridge), Outstanding Dreams Farm (in Preston) and Jug Bay Wetlands Sanctuary (in Lothian).
For where to stay, maps, and other tourist information, read St. Michaels sightseeing planner.
Getting from Ocean City to St. Michaels by car takes about 2 hours. Other options: drive; or do a combination of shuttle and taxi; or do a combination of bus and taxi. In September, daytime highs in St. Michaels are 31°C, while nighttime lows are 19°C. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Baltimore.
more
For where to stay, maps, and other tourist information, read St. Michaels sightseeing planner.
Getting from Ocean City to St. Michaels by car takes about 2 hours. Other options: drive; or do a combination of shuttle and taxi; or do a combination of bus and taxi. In September, daytime highs in St. Michaels are 31°C, while nighttime lows are 19°C. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Baltimore.
Side Trips
Easton, Harriet Tubman Museum and Educational Center, Chesapeake Bay Environmental Center, Outstanding Dreams Farm, Robin Hill Farm and Vineyards
Find places to stay Sep 21 — 26:
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Baltimore — 7 nights

City of Firsts
Venture out of the city with trips to Harborfront Area (in National Harbor), Annapolis (Maryland State House, Annapolis Historic District, &more) and Surratt House Museum (in Clinton). Next up on the itinerary: try to win big at Horseshoe Casino, get up close and personal with brilliant marine life at National Aquarium, admire the masterpieces at The Walters Art Museum, and sample the fine beverages at Sagamore Spirit Distillery.
To find where to stay, maps, more things to do, and other tourist information, read Baltimore journey planner.
Getting from St. Michaels to Baltimore by car takes about 2 hours. Other options: drive; or do a combination of taxi and bus. In September in Baltimore, expect temperatures between 32°C during the day and 22°C at night. Wrap up your sightseeing on the 3rd (Mon) to allow time to drive to Cumberland.
more
To find where to stay, maps, more things to do, and other tourist information, read Baltimore journey planner.
Getting from St. Michaels to Baltimore by car takes about 2 hours. Other options: drive; or do a combination of taxi and bus. In September in Baltimore, expect temperatures between 32°C during the day and 22°C at night. Wrap up your sightseeing on the 3rd (Mon) to allow time to drive to Cumberland.
Side Trips
Annapolis, Guinness Open Gate Brewery & Barrel House, Centennial Park, Harborfront Area, Surratt House Museum
Find places to stay Sep 26 — Oct 3:
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Cumberland — 6 nights

You'll find plenty of places to visit near Cumberland: Oakland (Deep Creek Lake State Park, Swallow Falls State Park, &more), Deep Creek Lavender Farm (in Accident) and Schoolhouse Earth (in Friendsville).
To find photos, more things to do, maps, and other tourist information, read our Cumberland tour itinerary maker.
Drive from Baltimore to Cumberland in 2.5 hours. Traveling from Baltimore in October, expect little chillier with lows of 9°C in Cumberland. Finish up your sightseeing early on the 9th (Sun) so you can travel back home.
more
To find photos, more things to do, maps, and other tourist information, read our Cumberland tour itinerary maker.
Drive from Baltimore to Cumberland in 2.5 hours. Traveling from Baltimore in October, expect little chillier with lows of 9°C in Cumberland. Finish up your sightseeing early on the 9th (Sun) so you can travel back home.
Side Trips
Find places to stay Oct 3 — 9:
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Maryland travel guide
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.