3 days in Eastern Shore Itinerary

3 days in Eastern Shore Itinerary

Created using Inspirock Eastern Shore itinerary builder

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Route & dates

3 days in Eastern Shore Itinerary

Start: New York City
Drive:  4​h 15​min
1
St. Michaels
— Few hours
Drive:  1​h 45​min
2
Ocean City
— 2 nights
Drive:  4​h 30​min
End: New York City

few
hours
St. Michaels

St. Michaels ©
Kick off your visit on the 2nd (Fri): steep yourself in history at The Third Haven Friends Meeting House and then brush up on your knowledge of spirits at Lyon Distilling Company.

To find where to stay, other places to visit, and more tourist information, read our St. Michaels trip itinerary builder .

New York City to St. Michaels is an approximately 4.5-hour car ride. You can also take a train; or do a combination of flight and shuttle. August in St. Michaels sees daily highs of 84°F and lows of 67°F at night. Finish up your sightseeing early on the 2nd (Fri) so you can go by car to Ocean City.

Things to do in St. Michaels

Historic Sites Breweries & Distilleries

Side Trip

The Third Haven Friends Meeting House
Highlights from your plan
Lyon Distilling Company ©
Lyon Distilling Company

2
nights
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 3rd (Sat): kick back and relax at Ocean City Beach, then find your balance on the water with some of the best stand-up paddleboarding in the area, and then take in the waterfront at Ocean City Boardwalk. Here are some ideas for day two: immerse yourself in nature at Assateague State Park, then get some thrills on the water with a speed boat tour, and then stroll around Northside Park.

To find more things to do, photos, where to stay, and other tourist information, read Ocean City road trip planning app .

Traveling by car from St. Michaels to Ocean City takes 2 hours. Alternatively, you can take a bus. In August, daily temperatures in Ocean City can reach 82°F, while at night they dip to 67°F. Finish your sightseeing early on the 4th (Sun) so you can drive back home.

Things to do in Ocean City

Parks Outdoors Tours

Side Trip

Assateague State Park
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Ocean City Boardwalk ©
Ocean City Boardwalk
Northside Park ©
Northside Park