5 days in Maryland Itinerary

5 days in Maryland Itinerary

Created using Inspirock Maryland vacation planner

This plan was created by another user.  Make it your plan

Route & dates

5 days in Maryland Itinerary

Start: New York City
Drive:  4​h 30​min
1
Ocean City
— Few hours
Drive:  2​h
2
St. Michaels
— 2 nights
Drive:  1​h 45​min
3
Baltimore
— 2 nights
train:  2​h 45​min
End: New York City

few
hours
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.
Kick off your visit on the 6th (Sat): view the masterpieces at Art League of Ocean City and then kick back and relax at Ocean City Beach.

For ratings, reviews, photos, and tourist information, read Ocean City trip itinerary planning website .

New York City to Ocean City is an approximately 4.5-hour car ride. You can also do a combination of train and flight; or do a combination of train and bus. In April, plan for daily highs up to 61°F, and evening lows to 44°F. Finish your sightseeing early on the 6th (Sat) so you can drive to St. Michaels.

Things to do in Ocean City

Outdoors Beaches Parks
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Art League of Ocean City ©
Art League of Ocean City

2
nights
St. Michaels

St. Michaels ©
You've now added St. Michael's Museum to your itinerary. On the 7th (Sun), examine the collection at Chesapeake Bay Maritime Museum, take in the exciting artwork at Hopkins Original Art, then sample the fine beverages at Lyon Distilling Company, then learn about winemaking at Saint Michaels Winery, and finally examine the collection at St. Michael's Museum. Get ready for a full day of sightseeing on the next day: step off the mainland to explore Tilghman Island, then stop by Simpatico Itay's Finest, then sample the fine beverages at Blackwater Distilling, and finally indulge your thirst for a good beer at Eastern Shore Brewing.

To see photos, more things to do, traveler tips, and other tourist information, read our St. Michaels road trip planning app .

You can drive from Ocean City to St. Michaels in 2 hours. Alternatively, you can take a bus. April in St. Michaels sees daily highs of 66°F and lows of 46°F at night. Finish your sightseeing early on the 8th (Mon) to allow enough time to drive to Baltimore.

Things to do in St. Michaels

Museums Nature Parks

Side Trip

Blackwater Distilling & Tavern
Highlights from your plan
Lyon Distilling Company ©
Lyon Distilling Company
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
Eastern Shore Brewing ©
Eastern Shore Brewing

2
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.
On the 9th (Tue), go for a stroll along the water at Inner Harbor, then sample the fine beverages at Sagamore Spirit Distillery, and then try your luck at Horseshoe Casino. Get ready for a full day of sightseeing on the next day: see where the action happens at Oriole Park at Camden Yards, then take a stroll through Mount Vernon Cultural District, then wander the streets of Fell's Point, and finally sample the tasty concoctions at Guinness Open Gate Brewery & Barrel House.

To see where to stay, photos, ratings, and other tourist information, you can read our Baltimore route maker website .

You can drive from St. Michaels to Baltimore in 2 hours. Alternatively, you can take a bus; or do a combination of taxi and bus. In April, daily temperatures in Baltimore can reach 67°F, while at night they dip to 49°F. Wrap up your sightseeing on the 10th (Wed) early enough to take a train back home.

Things to do in Baltimore

Neighborhoods Historic Sites Breweries & Distilleries

Side Trip

Guinness Open Gate Brewery & Barrel House
Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Horseshoe Casino ©
Horseshoe Casino

Similar Plans

25 days in United States BY A USER FROM INDIA May, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in United States BY A USER FROM UNITED STATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 3 days in Maryland & Virginia Beach BY A USER FROM UNITED STATES March, culture, relaxing, romantic, historic sites, popular & hidden gems PREFERENCES: March, culture, relaxing, romantic, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 3 days in Maryland BY A USER FROM UNITED STATES March, culture, outdoors, romantic, shopping, wildlife, hidden gems PREFERENCES: March, culture, outdoors, romantic, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 20 days in United States BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Maryland BY A USER FROM UNITED STATES March, teens, outdoors, wildlife, popular sights PREFERENCES: March, teens, outdoors, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 20 days in United States BY A USER FROM VIETNAM April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 19 days in United States BY A USER FROM VIETNAM April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 19 days in United States BY A USER FROM VIETNAM April, culture, relaxing, beaches, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, relaxing, beaches, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 2 days in Maryland BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 19 days in United States BY A USER FROM VIETNAM April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium
View more plans