14 days in Maryland Itinerary

Created using Klarna Trips Maryland attractions planner
Make it your trip
Fly to Baltimore/Washington International Thurgood Marshall Airport, Drive to Ocean City
1
Ocean City
— 3 nights
Drive
2
St. Michaels
— 2 nights
Drive
3
Sharpsburg
— 1 night
Drive
4
Cumberland
— 2 nights
Drive
5
Baltimore
— 5 nights
Drive to Baltimore/Washington International Thurgood Marshall Airport, Fly to Georgetown

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Ocean City — 3 nights

The White Marlin Capital of the World

Ocean City is known for sightseeing, beaches, and theme parks. Your trip includes some of its best attractions: kick back and relax at Ocean City Beach, make a trip to Main Street Berlin, stroll around Northside Park, and tee off at Rum Pointe Seaside Golf Links.

For where to stay, traveler tips, ratings, and tourist information, read Ocean City day trip planner.

Georgetown, Guyana to Ocean City is an approximately 21-hour combination of flight and car. Due to the time zone difference, you'll gain 1 hour traveling from Georgetown to Ocean City. Expect slightly colder evenings in Ocean City when traveling from Georgetown in July, with lows around 24°C. Cap off your sightseeing on the 1st (Tue) early enough to go by car to St. Michaels.
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Outdoors · Parks · Tours · Nature
Side Trip
Find places to stay Jul 29 — Aug 1:

St. Michaels — 2 nights

Kick off your visit on the 2nd (Wed): sample the fine beverages at LYON RUM Distillery, then see the interesting displays at Chesapeake Bay Maritime Museum, then get a new perspective on things with Boat Tours & Water Sports, and finally stop by Take Me Home. Keep things going the next day: take an in-depth tour of 1879 Hooper Strait Lighthouse, indulge in some personalized pampering at Foremost Massage & Spa & SALT CAVE, then walk around Tuckahoe State Park, and finally take in the architecture and atmosphere at Old Wye Church.

For photos, other places to visit, where to stay, and other tourist information, read our St. Michaels day trip planner.

Drive from Ocean City to St. Michaels in 2 hours. Alternatively, you can drive; or do a combination of shuttle and taxi; or do a combination of bus and taxi. August in St. Michaels sees daily highs of 34°C and lows of 22°C at night. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to Sharpsburg.
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Museums · Outdoors · Nature · Parks
Side Trips
Find places to stay Aug 1 — 3:

Sharpsburg — 1 night

On the 4th (Fri), steep yourself in history at Tolson's Chapel, then snap pictures at Burnside's Bridge, and then get to know the fascinating history of Antietam National Battlefield.

For reviews, more things to do, maps, and other tourist information, read our Sharpsburg trip itinerary maker site.

Drive from St. Michaels to Sharpsburg in 2.5 hours. Plan for slightly colder nights when traveling from St. Michaels in August since evenings lows in Sharpsburg dip to 19°C. Cap off your sightseeing on the 4th (Fri) early enough to go by car to Cumberland.
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Historic Sites · Nature · Parks
Find places to stay Aug 3 — 4:

Cumberland — 2 nights

Start off your visit on the 5th (Sat): make a trip to Sideling Hill Welcome Center, contemplate the long history of Gordon-Roberts House, and then trek along Great Allegheny Passage. Get ready for a full day of sightseeing on the next day: explore the activities along Deep Creek Lake State Park, then immerse yourself in nature at New Germany State Park, and then immerse yourself in nature at Rocky Gap State Park.

To find reviews, photos, where to stay, and more tourist information, read Cumberland trip itinerary tool.

Traveling by car from Sharpsburg to Cumberland takes 1.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 19°C. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Baltimore.
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Parks · Nature · Trails · Outdoors
Side Trips
Find places to stay Aug 4 — 6:

Baltimore — 5 nights

City of Firsts

Change things up with these side-trips from Baltimore: Annapolis (Annapolis Historic District & U.S. Naval Academy). The adventure continues: try your luck at Horseshoe Casino, get up close and personal with brilliant marine life at National Aquarium, take in the architecture and atmosphere at Saint Alphonsus Church, and relax and rejuvenate at ROAM Fitness.

To find reviews, other places to visit, ratings, and more tourist information, you can read our Baltimore road trip site.

You can drive from Cumberland to Baltimore in 2.5 hours. Traveling from Cumberland in August, Baltimore is somewhat warmer at night with lows of 25°C. Wrap up your sightseeing on the 11th (Fri) to allow time to travel back home.
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Parks · Historic Sites · Nature · Zoos & Aquariums
Side Trip
Find places to stay Aug 6 — 11:

Maryland travel guide

4.2
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.
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