8 days in Eastern Shore Itinerary

8 days in Eastern Shore Itinerary

Created using Inspirock Eastern Shore trip itinerary builder

Plan created by another user. Make it yours

Route & dates

St. Michaels
— 3 nights
Ocean City
— 4 nights

St. Michaels

St. Michaels ©
Step off the beaten path and head to Eastern Shore Brewing and Spas. Satisfy your inner culture vulture at 1879 Hooper Strait Lighthouse and Academy Art Museum. Change things up with these side-trips from St. Michaels: Stevensville (Mark Cascia Vineyards, Blackwater Distilling & Tavern, &more) and Choptank River Lighthouse (in Cambridge).

To find where to stay, traveler tips, maps, and tourist information, refer to the St. Michaels route planner.

Huntsville to St. Michaels is an approximately 7.5-hour flight. You can also drive; or do a combination of bus and taxi. Traveling from Huntsville to St. Michaels, you'll lose 1 hour due to the time zone difference. Expect slightly colder temperatures when traveling from Huntsville in March; daily highs in St. Michaels reach °F and lows reach °F. Finish your sightseeing early on the 17th (Tue) to allow enough time to drive to Ocean City.

Things to do in St. Michaels

Museums Outdoors Breweries & Distilleries

Side Trips

Stevensville, Tilghman, Choptank River Lighthouse, Academy Art Museum, The Oxford Museum
Highlights from your plan
Eastern Shore Brewing ©
Eastern Shore Brewing
1879 Hooper Strait Lighthouse ©
1879 Hooper Strait Lighthouse
Tilghman Watermans Museum ©
Tilghman Watermans Museum

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.
You'll explore the less-touristy side of things at Art League of Ocean City and Ward Museum of Wildfowl Art. Get some cultural insight at Pemberton Historical Park and Flashback Old Time Photos. Change things up with a short trip to Janes Island State Park in Crisfield (about 1h 25 min away). There's much more to do: play a few rounds at Eagle's Landing Golf Course, get your game on at Ocean City Screams Haunted House, take in the waterfront at Oceanic Fishing Pier, and indulge your thirst for a good beer at Burley Oak Brewing Company.

To see other places to visit, traveler tips, and other tourist information, read Ocean City trip planner.

Traveling by car from St. Michaels to Ocean City takes 2 hours. Alternatively, you can do a combination of taxi and bus. In March in Ocean City, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 21st (Sat) early enough to travel back home.

Things to do in Ocean City

Museums Golf Parks

Side Trips

Salisbury, Berlin, Janes Island State Park
Highlights from your plan
Art League of Ocean City ©
Art League of Ocean City
Janes Island State Park ©
Janes Island State Park
Eagle's Landing Golf Course ©
Eagle's Landing Golf Course