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

Explore Hagerstown's surroundings by going to Emmitsburg (National Shrine Grotto of Lourdes, National Shrine of St. Elizabeth Ann Seton, &more) and Frederick (Monocacy National Battlefield, Community Bridge Mural, &more).
For more things to do, reviews, other places to visit, and tourist information, read our Hagerstown trip itinerary builder tool.
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. September in Hagerstown sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Solomons.
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For more things to do, reviews, other places to visit, and tourist information, read our Hagerstown trip itinerary builder tool.
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. September in Hagerstown sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Solomons.
Side Trips
Find places to stay Sep 5 — 9:
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Solomons — 4 nights

Explore the numerous day-trip ideas around Solomons: Forrest Hall Farm & Orchard (in Mechanicsville), Historic Port Tobacco Village (in Port Tobacco) and Stevensville (Lead Dog Charters & Casey Michelle Charters).
To see other places to visit, ratings, photos, and tourist information, read Solomons route planning tool.
Getting from Hagerstown to Solomons by car takes about 2.5 hours. Expect a daytime high around 30°C in September, and nighttime lows around 20°C. Finish your sightseeing early on the 13th (Tue) so you can drive to Ocean City.
more
To see other places to visit, ratings, photos, and tourist information, read Solomons route planning tool.
Getting from Hagerstown to Solomons by car takes about 2.5 hours. Expect a daytime high around 30°C in September, and nighttime lows around 20°C. Finish your sightseeing early on the 13th (Tue) so you can drive to Ocean City.
Side Trips
Prince Frederick, Stevensville, Forrest Hall Farm & Orchard, Greenwell State Park, Historic St. Mary's City
Find places to stay Sep 9 — 13:
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Ocean City — 5 nights

The White Marlin Capital of the World
Venture out of the city with trips to Salisbury (Ward Museum of Wildfowl Art & Salisbury Zoo) and Bishop's Stock Fine Art, Craft & Wine (in Snow Hill). There's much more to do: take in the waterfront at Ocean City Boardwalk, make a splash at Splash Mountain Water Park, examine the collection at Ocean City Life-Saving Station Museum, and get a new perspective on things with Boat Tours & Water Sports.
For other places to visit, ratings, and more tourist information, go to the Ocean City holiday planner.
Drive from Solomons to Ocean City in 3.5 hours. In September, plan for daily highs up to 30°C, and evening lows to 20°C. Wrap up your sightseeing on the 18th (Sun) to allow time to drive to St. Michaels.
more
For other places to visit, ratings, and more tourist information, go to the Ocean City holiday planner.
Drive from Solomons to Ocean City in 3.5 hours. In September, plan for daily highs up to 30°C, and evening lows to 20°C. Wrap up your sightseeing on the 18th (Sun) to allow time to drive to St. Michaels.
Side Trips
Find places to stay Sep 13 — 18:
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St. Michaels — 3 nights

Explore the numerous day-trip ideas around St. Michaels: Harriet Tubman Underground Railroad National Historical Park (in Church Creek), Jug Bay Wetlands Sanctuary (in Lothian) and Sultana Education Foundation (in Chestertown).
To find reviews, where to stay, ratings, and tourist information, read St. Michaels trip planner.
Traveling by car from Ocean City to St. Michaels takes 2 hours. Alternatively, you can drive; or do a combination of shuttle and taxi; or do a combination of bus and taxi. In September, daily temperatures in St. Michaels can reach 31°C, while at night they dip to 19°C. Cap off your sightseeing on the 21st (Wed) early enough to go by car to Baltimore.
more
To find reviews, where to stay, ratings, and tourist information, read St. Michaels trip planner.
Traveling by car from Ocean City to St. Michaels takes 2 hours. Alternatively, you can drive; or do a combination of shuttle and taxi; or do a combination of bus and taxi. In September, daily temperatures in St. Michaels can reach 31°C, while at night they dip to 19°C. Cap off your sightseeing on the 21st (Wed) early enough to go by car to Baltimore.
Side Trips
Harriet Tubman Underground Railroad National Historical Park, Jug Bay Wetlands Sanctuary, The Third Haven Friends Meeting House, Sultana Education Foundation
Find places to stay Sep 18 — 21:
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Baltimore — 6 nights

City of Firsts
Explore the numerous day-trip ideas around Baltimore: National Harbor (Peeps and Company & Harborfront Area), Shlagel Farms (in Waldorf) and Annapolis (Annapolis Historic District, Maryland State House, &more). And it doesn't end there: try your luck at Horseshoe Casino, appreciate the extensive heritage of Fell's Point, take in panoramic vistas at Washington Monument and Mount Vernon Place, and see the interesting displays at American Visionary Art Museum.
For maps, more things to do, photos, and tourist information, you can read our Baltimore road trip website.
Traveling by car from St. Michaels to Baltimore takes 2 hours. Alternatively, you can 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. Finish your sightseeing early on the 27th (Tue) so you can drive to Cumberland.
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For maps, more things to do, photos, and tourist information, you can read our Baltimore road trip website.
Traveling by car from St. Michaels to Baltimore takes 2 hours. Alternatively, you can 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. Finish your sightseeing early on the 27th (Tue) so you can drive to Cumberland.
Side Trips
Find places to stay Sep 21 — 27:
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Cumberland — 5 nights

Get out of town with these interesting Cumberland side-trips: Accident (FireFly Farms Market & Deep Creek Lavender Farm), Oakland (Deep Creek Lake State Park, Swallow Falls State Park, &more) and New Germany State Park (in Grantsville).
To find other places to visit, traveler tips, more things to do, and more tourist information, read Cumberland travel route builder site.
Traveling by car from Baltimore to Cumberland takes 2.5 hours. Traveling from Baltimore in September, you can expect nighttime temperatures to be little chillier in Cumberland, with lows of 15°C. Finish your sightseeing early on the 2nd (Sun) to allow enough time to travel back home.
more
To find other places to visit, traveler tips, more things to do, and more tourist information, read Cumberland travel route builder site.
Traveling by car from Baltimore to Cumberland takes 2.5 hours. Traveling from Baltimore in September, you can expect nighttime temperatures to be little chillier in Cumberland, with lows of 15°C. Finish your sightseeing early on the 2nd (Sun) to allow enough time to travel back home.
Side Trips
Find places to stay Sep 27 — Oct 2:
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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.