14 days in Maryland Itinerary

14 days in Maryland Itinerary

Created using Inspirock Maryland vacation planner

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Route & dates

14 days in Maryland Itinerary

Start: Accra
Fly + Drive:  20​h 30​min
1
Baltimore
— 3 nights
Drive:  1​h 45​min
2
St. Michaels
— 1 night
Drive:  1​h 45​min
3
Ocean City
— 2 nights
Drive:  4​h 45​min
4
Cumberland
— 2 nights
Drive:  1​h 30​min
5
Sharpsburg
— 3 nights
Drive + Fly:  20​h 30​min
End: Accra

3
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.
Take a break from Baltimore with a short trip to U.S. Naval Academy in Annapolis, about 40 minutes away. Next up on the itinerary: try to win big at Horseshoe Casino, take in the architecture and atmosphere at Saint Alphonsus Church, observe the fascinating underwater world at National Aquarium, and sample the fine beverages at Sagamore Spirit Distillery.

To see maps, other places to visit, ratings, and more tourist information, read Baltimore day trip planning tool .

Accra, Ghana to Baltimore is an approximately 20.5-hour combination of flight and car. Traveling from Accra to Baltimore, you'll gain 5 hours due to the time zone difference. Expect colder temperatures when traveling from Accra in December; daily highs in Baltimore reach 11°C and lows reach 3°C. Wrap up your sightseeing on the 26th (Thu) early enough to drive to St. Michaels.

Things to do in Baltimore

Parks Historic Sites Zoos & Aquariums

Side Trip

U.S. Naval Academy
Highlights from your plan
Urban Axes Baltimore ©
Urban Axes Baltimore
Horseshoe Casino ©
Horseshoe Casino
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery

1
night
St. Michaels

St. Michaels ©
Start off your visit on the 27th (Fri): soothe aching muscles at some of the top local wellness centers, enjoy the sea views from 1879 Hooper Strait Lighthouse, then see the interesting displays at Chesapeake Bay Maritime Museum, and finally sample the fine beverages at Lyon Distilling Company.

To find where to stay and tourist information, you can read our St. Michaels travel website .

Traveling by car from Baltimore to St. Michaels takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In December, daily temperatures in St. Michaels can reach 11°C, while at night they dip to 2°C. Finish your sightseeing early on the 27th (Fri) to allow enough time to drive to Ocean City.

Things to do in St. Michaels

Museums Spas Historic Sites

Side Trip

Spas & Wellness
Highlights from your plan
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
Lyon Distilling Company ©
Lyon Distilling Company
1879 Hooper Strait Lighthouse ©
1879 Hooper Strait Lighthouse

2
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.
On the 28th (Sat), tee off at Rum Pointe Seaside Golf Links, then get your game on at Ocean City Screams Haunted House, then stroll through Ocean City Beach, and finally take a leisurely stroll along Ocean City Boardwalk. On your second day here, admire the majestic nature at Assateague State Park, then see the interesting displays at Eastern Shore Baseball Hall of Fame Museum, and then stroll around Northside Park.

For photos, more things to do, other places to visit, and more tourist information, refer to the Ocean City trip itinerary planning website .

Getting from St. Michaels to Ocean City by car takes about 2 hours. Other options: take a bus. Expect a daytime high around 12°C in December, and nighttime lows around 1°C. Finish your sightseeing early on the 29th (Sun) so you can travel to Cumberland.

Things to do in Ocean City

Parks Outdoors Nature

Side Trips

Berlin, Eastern Shore Baseball Hall of Fame Museum
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Ocean City Boardwalk ©
Ocean City Boardwalk
Northside Park ©
Northside Park

2
nights
Cumberland

Cumberland ©
Cumberland, officially the City of Cumberland, is a western gateway city and seat of Allegany County, Maryland, United States and the primary city of the Cumberland, MD-WV Metropolitan Statistical Area. On the 30th (Mon), browse the collection at Allegany County Library System - Frostburg Library, grab your bike and head to Great Allegheny Passage, and then browse the fresh offerings at Hill Top Fruit Market. Keep things going the next day: take some stellar pictures from Dans Rock Scenic Overlook, get lost in a book at Allegany County Library System - Washington Street Library, then contemplate the long history of Gordon-Roberts House, and finally do a tasting at Charis Winery.

To see maps, ratings, and other tourist information, you can read our Cumberland tour planner.

Drive from Ocean City to Cumberland in 5 hours. Alternatively, you can do a combination of flight and car. When traveling from Ocean City in December, plan for little chillier days and about the same nights in Cumberland: temperatures range from 9°C by day to 0°C at night. Cap off your sightseeing on the 31st (Tue) early enough to go by car to Sharpsburg.

Things to do in Cumberland

Outdoors Trails Parks

Side Trips

Hill Top Fruit Market, Dans Rock Scenic Overlook, Allegany County Library System - Frostburg Library
Highlights from your plan
Gordon-Roberts House ©
Gordon-Roberts House
Charis Winery ©
Charis Winery

3
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. You'll find plenty of places to visit near Sharpsburg: National Shrine Grotto of Lourdes (in Emmitsburg) and Frederick (Clue IQ: An Escape Room Experience, Community Bridge Mural, & more). And it doesn't end there: witness the site of a historic battle at Antietam National Battlefield, steep yourself in history at Tolson's Chapel, have some family-friendly fun at Heavy Metal Playground, and learn about winemaking at Orchid Cellar Meadery and Winery.

To find reviews, maps, and tourist information, read Sharpsburg trip planner.

Traveling by car from Cumberland to Sharpsburg takes 1.5 hours. In December in Sharpsburg, expect temperatures between 9°C during the day and -1°C at night. Finish your sightseeing early on the 3rd (Fri) so you can travel back home.

Things to do in Sharpsburg

Historic Sites Nature Parks

Side Trips

Frederick, Heavy Metal Playground, National Shrine Grotto of Lourdes, Orchid Cellar Meadery and Winery
Highlights from your plan
Clue IQ: An Escape Room Experience ©
Antietam National Battlefield ©
Antietam National Battlefield
Tolson's Chapel ©
Tolson's Chapel

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