13 days in Maryland Itinerary

13 days in Maryland Itinerary

Created using Inspirock Maryland visit planner
Make it your trip
Fly
1
St. Michaels
— 2 nights
Drive
2
Ocean City
— 3 nights
Drive
3
Sharpsburg
— 1 night
Drive
4
Cumberland
— 2 nights
Drive
5
Baltimore
— 4 nights
Fly

S M T W T F S
29
30
31
1
2
3
4
5
6
7
8
9
10
11

St. Michaels — 2 nights

On the 29th (Sun), look for gifts at The Candleberry Shoppe. Get ready for a full day of sightseeing on the 30th (Mon): look for all kinds of wild species at Blackwater National Wildlife Refuge, see the interesting displays at Chesapeake Bay Maritime Museum, and then take a tour by water with Boat Tours & Water Sports.

To see ratings, traveler tips, maps, and other tourist information, you can read our St. Michaels trip planner.

Savannah to St. Michaels is an approximately 3.5-hour flight. You can also drive; or do a combination of train, bus, and taxi. Prepare for little chillier weather when traveling from Savannah in August: high temperatures in St. Michaels hover around 84°F and lows are around 67°F. Wrap up your sightseeing on the 31st (Tue) to allow time to drive to Ocean City.
more
Museums · Shopping · Parks · Wildlife
Side Trips

Ocean City — 3 nights

The White Marlin Capital of the World

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.
Ocean City is known for sightseeing, beaches, and theme parks. Your trip includes some of its best attractions: take a leisurely stroll along Ocean City Boardwalk, find something for the whole family at Trimper Rides and Amusement Park, glide through the air with a parasailing or paragliding tour, and see the interesting displays at Ocean City Life-Saving Station Museum.

To see where to stay, traveler tips, maps, and other tourist information, read Ocean City online tour itinerary planner.

You can drive from St. Michaels to Ocean City in 2 hours. Alternatively, you can do a combination of taxi and shuttle; or do a combination of taxi and bus. In August, daytime highs in Ocean City are 82°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 3rd (Fri) early enough to drive to Sharpsburg.
more
Outdoors · Parks · Theme Parks · Golf
Side Trip

Sharpsburg — 1 night

Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. On the 4th (Sat), experience rural life at South Mountain Creamery and then witness the site of a historic battle at Antietam National Battlefield.

To see ratings, reviews, photos, and more tourist information, read our Sharpsburg planner.

Traveling by car from Ocean City to Sharpsburg takes 4 hours. Traveling from Ocean City in September, Sharpsburg is little chillier at night with lows of 56°F. Finish up your sightseeing early on the 4th (Sat) so you can go by car to Cumberland.
more
Nature · Parks · Historic Sites
Side Trip

Cumberland — 2 nights

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. Start off your visit on the 5th (Sun): explore the landscape on two wheels at Great Allegheny Passage and then do a tasting at Charis Winery & Distillery. Keep things going the next day: browse the fresh offerings at Hill Top Fruit Market, have some family-friendly fun at Funland, then explore the activities along Deep Creek Lake State Park, and finally admire the majestic nature at New Germany State Park.

For where to stay, photos, maps, and more tourist information, you can read our Cumberland trip planning tool.

You can drive from Sharpsburg to Cumberland in 1.5 hours. Expect a daytime high around 80°F in September, and nighttime lows around 56°F. Wrap up your sightseeing on the 6th (Mon) early enough to drive to Baltimore.
more
Parks · Outdoors · Nature · Trails
Side Trips

Baltimore — 4 nights

City of Firsts

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.
Explore Baltimore's surroundings by going to Annapolis (U.S. Naval Academy & Susan Campbell Park). There's much more to do: try your luck at Horseshoe Casino, sample the fine beverages at Sagamore Spirit Distillery, admire the masterpieces at The Walters Art Museum, and get your game on at Urban Axes Baltimore.

To find other places to visit, ratings, and more tourist information, read our Baltimore trip planning tool.

Drive from Cumberland to Baltimore in 2.5 hours. Plan for a bit warmer nights when traveling from Cumberland in September since evenings lows in Baltimore dip to 66°F. Finish your sightseeing early on the 10th (Fri) so you can fly back home.
more
Parks · Historic Sites · Zoos & Aquariums · Nature
Side Trip

Maryland travel guide

4.1
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.
more