14 days in Maryland Itinerary

14 days in Maryland Itinerary

Created using Inspirock Maryland vacation planner

Plan created by another user. Make it yours

Route & dates

1
Baltimore
— 3 nights
2
St. Michaels
— 1 night
3
Ocean City
— 2 nights
4
Cumberland
— 2 nights
5
Sharpsburg
— 3 nights

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.
Go for a jaunt from Baltimore to Annapolis to see U.S. Naval Academy about 40 minutes away. Next up on the itinerary: try to win big at Horseshoe Casino, take a stroll through Fell's Point, pause for some serene contemplation at Saint Alphonsus Church, and observe the fascinating underwater world at National Aquarium.

To find reviews, more things to do, ratings, and more tourist information, you can read our Baltimore trip builder app.

Accra, Ghana to Baltimore is an approximately 22.5-hour combination of flight and car. Due to the time zone difference, you'll gain 5 hours traveling from Accra to Baltimore. Prepare for colder weather when traveling from Accra in December: high temperatures in Baltimore hover around °C and lows are around °C. Cap off your sightseeing on the 26th (Thu) early enough to go by car to St. Michaels.

Things to do in Baltimore

Parks Historic Sites Zoos & Aquariums

Side Trip

U.S. Naval Academy
Find places to stay Dec 22 — 26:
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Horseshoe Casino ©
Horseshoe Casino
Urban Axes Baltimore ©
Urban Axes Baltimore

1
night
St. Michaels

St. Michaels ©
On the 27th (Fri), soothe aching muscles at some of the top local wellness centers, enjoy the sea views from 1879 Hooper Strait Lighthouse, thensee the interesting displays at Chesapeake Bay Maritime Museum, and finally brush up on your knowledge of spirits at Lyon Rum Distillery & Tasting Room.

To see reviews, more things to do, photos, and other tourist information, read St. Michaels vacation planner.

Traveling by car from Baltimore to St. Michaels takes 2 hours. Alternatively, you can do a combination of bus and taxi. In December in St. Michaels, expect temperatures between °C during the day and °C at night. Wrap up your sightseeing on the 27th (Fri) early enough to drive to Ocean City.

Things to do in St. Michaels

Museums Spas Historic Sites

Side Trip

Spas & Wellness
Find places to stay Dec 26 — 27:
Highlights from your plan
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
Lyon Rum Distillery & Tasting Room ©
Lyon Rum Distillery & Tasting Room
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.
Start off your visit on the 28th (Sat): tee off at Rum Pointe Seaside Golf Links, thenhave some family-friendly fun at Ocean City Screams Haunted House, thenkick back and relax at Ocean City Beach, and finally take a leisurely stroll along Ocean City Boardwalk. On the next day, admire the majestic nature at Assateague State Park, see the interesting displays at Eastern Shore Baseball Hall of Fame Museum, and then walk around Northside Park.

For other places to visit, maps, photos, and tourist information, read Ocean City trip itinerary planning website.

Getting from St. Michaels to Ocean City by car takes about 2 hours. Other options: do a combination of taxi and bus. December in Ocean City sees daily highs of °C and lows of °C at night. Wrap up your sightseeing on the 29th (Sun) to allow time to travel to Cumberland.

Things to do in Ocean City

Parks Outdoors Museums

Side Trips

Berlin, Eastern Shore Baseball Hall of Fame Museum
Find places to stay Dec 27 — 29:
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Northside Park ©
Northside Park
Eastern Shore Baseball Hall of Fame Museum ©

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. Kick off your visit on the 30th (Mon): browse the collection at Allegany County Library System - Frostburg Library, thenexplore the landscape on two wheels at Great Allegheny Passage, and then browse the fresh offerings at Hill Top Fruit Market. On your second day here, take some stellar pictures from Dans Rock Scenic Overlook, get lost in a book at Allegany County Library System - Washington Street Library, thencontemplate the long history of Gordon-Roberts House, and finally learn about winemaking at Charis Winery.

To find traveler tips, more things to do, maps, and more tourist information, refer to the Cumberland trip tool.

Traveling by car from Ocean City to Cumberland takes 4.5 hours. Alternatively, you can do a combination of car and flight. While traveling from Ocean City, expect slightly colder days and about the same nights in Cumberland, ranging from highs of °C to lows of °C. Finish up your sightseeing early on the 31st (Tue) so you can go by car to Sharpsburg.

Things to do in Cumberland

Outdoors Trails Parks

Side Trips

Dans Rock Scenic Overlook, Allegany County Library System - Frostburg Library, Hill Top Fruit Market
Find places to stay Dec 29 — 31:
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Gordon-Roberts House ©
Gordon-Roberts House

3
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Venture out of the city with trips to Frederick (Clue IQ: An Escape Room Experience, Community Bridge Mural, &more) and National Shrine Grotto of Lourdes (in Emmitsburg). And it doesn't end there: take in the history at Antietam National Battlefield, get your game on at Heavy Metal Playground, indulge your taste buds at Orchid Cellar Meadery and Winery, and steep yourself in history at Tolson's Chapel.

To find ratings, where to stay, maps, and other tourist information, use the Sharpsburg trip builder.

Drive from Cumberland to Sharpsburg in 1.5 hours. December in Sharpsburg sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 3rd (Fri) so you can travel back home.

Things to do in Sharpsburg

Historic Sites Parks Nature

Side Trips

Frederick, Heavy Metal Playground, Orchid Cellar Meadery and Winery, National Shrine Grotto of Lourdes
Find places to stay Dec 31 — Jan 3:
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Clue IQ: An Escape Room Experience ©
Clue IQ: An Escape Room Experience
Tolson's Chapel ©
Tolson's Chapel

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