4 days in Maryland Itinerary

4 days in Maryland Itinerary

Created using Inspirock Maryland Trip Planner
Make it your trip
Ocean City
— 2 nights
St. Michaels
— 1 night


Ocean City — 2 nights

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.
Head to The Kite Loft and Candy Kitchenfor plenty of shopping. Get outdoors at Ocean City Beach and Assateague State Park. You'll find plenty of places to visit near Ocean City: Pocomoke River State Park (in Snow Hill) and Assateague Island National Seashore (in Assateague Island). Next up on the itinerary: steep yourself in history at Main Street Berlin, enjoy some music at Globe Theater, and stop by A Little Bit Sheepish.

To see maps, photos, ratings, and more tourist information, go to the Ocean City trip itinerary website.

New York City to Ocean City is an approximately 4.5-hour car ride. You can also do a combination of flight and bus; or do a combination of train, flight, and shuttle. In July, daily temperatures in Ocean City can reach 84°F, while at night they dip to 70°F. Finish up your sightseeing early on the 14th (Thu) so you can go by car to St. Michaels.
Parks · Nature · Shopping · Outdoors
Side Trips

St. Michaels — 1 night

Start off your visit on the 15th (Fri): examine the collection at Chesapeake Bay Maritime Museum, look for gifts at The Candleberry Shoppe, then look for gifts at Olivins, then stop by The Preppy Redneck, and finally look for gifts at The Amish Market.

To find photos, reviews, ratings, and tourist information, use the St. Michaels trip planner.

You can drive from Ocean City to St. Michaels in 2 hours. Alternatively, you can do a combination of shuttle and taxi; or do a combination of bus and taxi. July in St. Michaels sees daily highs of 87°F and lows of 71°F at night. Finish up your sightseeing early on the 15th (Fri) so you can catch the flight back home.
Shopping · Museums
Side Trip

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.