5 days in Maryland Itinerary
5 days in Maryland Itinerary
Created using Inspirock Maryland trip itinerary planner
Start: New York City
Train
1
Baltimore
— 2 nights
Drive
2
Cascade
— 1 night
Drive
3
Ocean City
— 1 night
Drive
End: New York City
Wed, Jun 17 - Sun, Jun 21
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See full calendar
Baltimore
— 2 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.When in Baltimore, make a side trip to see U.S. Naval Academy in Annapolis, approximately Annapolis away. There's still lots to do: try your luck at Horseshoe Casino, meet the residents at National Aquarium, pause for some serene contemplation at Saint Alphonsus Church, and have some family-friendly fun at Urban Axes Baltimore.
To see other places to visit, photos, and tourist information, use the Baltimore trip itinerary planner.
New York City to Baltimore is an approximately 3-hour train ride. You can also drive; or take a bus. In June, plan for daily highs up to 85°F, and evening lows to 69°F. Wrap up your sightseeing on the 19th (Fri) early enough to travel to Cascade.
Things to do in Baltimore
Side Trip
Highlights from your trip
Cascade
— 1 night

High Rock Overlook has been added to your itinerary. On the 20th (Sat), appreciate the history behind National Fallen Firefighters Memorial, then stroll around Penn Mar Park, and then explore and take pictures at High Rock Overlook.
For maps, traveler tips, where to stay, and tourist information, refer to the Cascade trip planner.
Drive from Baltimore to Cascade in 1.5 hours. Traveling from Baltimore in June, plan for slightly colder nights in Cascade, with lows around 62°F. Wrap up your sightseeing on the 20th (Sat) early enough to travel to Ocean City.
For maps, traveler tips, where to stay, and tourist information, refer to the Cascade trip planner.
Drive from Baltimore to Cascade in 1.5 hours. Traveling from Baltimore in June, plan for slightly colder nights in Cascade, with lows around 62°F. Wrap up your sightseeing on the 20th (Sat) early enough to travel to Ocean City.
Things to do in Cascade
Side Trip
Highlights from your trip
Ocean City
— 1 night

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.Kick off your visit on the 21st (Sun): see the interesting displays at Ocean City Life-Saving Station Museum, then stroll around Northside Park, then kick back and relax at Ocean City Beach, and finally take a leisurely stroll along Ocean City Boardwalk.
For photos, traveler tips, more things to do, and other tourist information, use the Ocean City trip maker app.
Traveling by car from Cascade to Ocean City takes 4 hours. In June, daily temperatures in Ocean City can reach 79°F, while at night they dip to 65°F. Cap off your sightseeing on the 21st (Sun) early enough to go by car back home.
Things to do in Ocean City
Highlights from your trip
Maryland travel guide
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.