11 days in Maryland Itinerary

Created using Inspirock Maryland route planner
Make it your trip
Fly to Baltimore/Washington International Thurgood Marshall Airport, Drive to St. Michaels
St. Michaels
— 1 night
Ocean City
— 2 nights
Assateague Island
— 1 night
— 4 nights
— 2 nights
Drive to Baltimore/Washington International Thurgood Marshall Airport, Fly to Frankfurt


St. Michaels — 1 night

Kick off your visit on the 20th (Fri): see the interesting displays at Chesapeake Bay Maritime Museum, pick up a one of a kind souvenir at Iron Will Woodworks, then sample the fine beverages at Lyon Rum Distillery, and finally take in the exciting artwork at Hopkins Original Art. On the 21st (Sat), you'll have a packed day of sightseeing: see the interesting displays at St. Michaels Museum, sample the fine beverages at Blackwater Distilling & Tavern, then relax and rejuvenate at some of the top local wellness centers, and finally look for gifts at Ophiuroidea The O.

For maps, ratings, photos, and more tourist information, refer to the St. Michaels trip itinerary builder tool.

Frankfurt, Germany to St. Michaels is an approximately 13-hour combination of flight and car. You'll gain 6 hours traveling from Frankfurt to St. Michaels due to the time zone difference. In January, plan for daily highs up to 7°C, and evening lows to -2°C. Cap off your sightseeing on the 21st (Sat) early enough to go by car to Ocean City.
Museums · Shopping · Spas · Breweries & Distilleries
Side Trips

Ocean City — 2 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.
On the 22nd (Sun), walk around Northside Park, then take in the exciting artwork at Art League of Ocean City, and then examine the collection at Eastern Shore Baseball Hall of Fame Museum. Keep things going the next day: get a dose of the wild on Ayers Creek Adventures, stop by A Little Bit Sheepish, then enjoy the sand and surf at Ocean City Beach, and finally take a leisurely stroll along Ocean City Boardwalk.

To see reviews, maps, where to stay, and tourist information, refer to the Ocean City day trip 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 January in Ocean City, expect temperatures between 7°C during the day and -3°C at night. Wrap up your sightseeing on the 23rd (Mon) early enough to travel to Assateague Island.
Parks · Museums · Outdoors · Shopping
Side Trips

Assateague Island — 1 night

On the 24th (Tue), explore the striking landscape of Assateague Island National Seashore.

To see photos, ratings, traveler tips, and tourist information, use the Assateague Island trip planner.

Explore your travel options from Ocean City to Assateague Island with the Route module. In January, daily temperatures in Assateague Island can reach 7°C, while at night they dip to -3°C. Finish up your sightseeing early on the 24th (Tue) so you can travel to Baltimore.
Wildlife · Parks · Nature
Highlights from your trip

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.
Change things up with these side-trips from Baltimore: Annapolis (Maryland State House, U.S. Naval Academy, &more). The adventure continues: try to win big at Horseshoe Casino, get up close and personal with brilliant marine life at Inner Harbor, brush up on your knowledge of spirits at Sagamore Spirit Distillery, and admire nature's wide array of creatures at National Aquarium.

To find other places to visit, photos, more things to do, and other tourist information, go to the Baltimore trip builder tool.

Use the Route module to find suitable travel options from Assateague Island to Baltimore. January in Baltimore sees daily highs of 6°C and lows of -1°C at night. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Emmitsburg.
Parks · Historic Sites · Museums · Nature
Side Trip

Emmitsburg — 2 nights

Emmitsburg is a town in Frederick County, Maryland, United States, just south of the Mason-Dixon line separating Maryland from Pennsylvania. Start off your visit on the 29th (Sun): appreciate the history behind National Shrine Grotto of Lourdes, then browse the exhibits of National Shrine of St. Elizabeth Ann Seton, then snap pictures at Roddy Road Covered Bridge, and finally walk around Penn Mar Park.

To see traveler tips, more things to do, photos, and tourist information, you can read our Emmitsburg trip itinerary app.

Traveling by car from Baltimore to Emmitsburg takes 1.5 hours. Expect a bit cooler temperatures when traveling from Baltimore in January; daily highs in Emmitsburg reach 3°C and lows reach -5°C. Finish up your sightseeing early on the 30th (Mon) so you can travel back home.
Parks · Historic Sites · Museums
Side Trips

Maryland travel guide

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.