What to do in Eastern Shore, MD

Activities, attractions and tours

Long Wharf Park
Choptank River Lighthouse
Choptank River Lighthouse
Cambridge
Long Wharf Park

Eastern Shore Attractions

Let Expedia help you experience the best that Eastern Shore has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

Eastern Shore is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Eastern Shore to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

Eastern Shore Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Eastern Shore.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Eastern Shore attractions ensure that you’ll have a successful trip, whatever the season.


Explore thousands of activities with free cancellation and no added fees.

Design your experience with airport transfers, excursions, day tours & more.

Get an insider's look in what to book before you travel.


Most fun & popular experiences in Eastern Shore

Tours & day trips

See all 49 activities

Food, drink & nightlife

See all 11 activities

Weddings & honeymoons

See all 3 activities

Adventure & outdoor

See all 3 activities

Recommended things to do in Eastern Shore

Number of things to do
1
Cheapest thing to do on Expedia
Heart of Savoury Salisbury Foodie Tour: CA $152
Top 5 things to do
Half-day tours
With kids

What to do in Eastern Shore


Discover the most popular places to visit in Eastern Shore

Explore areas of Eastern Shore

Assateague Island National Seashore which includes a garden and a coastal town

Downtown Ocean City

If you're spending some time in Downtown Ocean City, Ocean City Beach and Ripley's Believe It or Not! are top sights worth seeing.

Downtown Ocean City
Default Image

Midtown Ocean City

Midtown Ocean City is beloved for its stunning beaches. Take some time to explore sights in the area like Ocean City Beach and Seacrets Distilling Company.

Midtown Ocean City
Default Image

West Ocean City

Discover fishing charters, boating, and marinas in this census-designated area, located across the Sinepuxent Bay from Ocean City. Shop at Outlets Ocean City and easily access the beach resort town via the Harry W. Kelley Memorial Bridge.

West Ocean City
Default Image

Ocean Pines

Boasting the largest concentration of retirees on the Eastern Shore, this community offers the Ocean Pines Golf Club, designed by Robert Trent Jones, and 13 parks, including White Horse Park. Enjoy golfing, park visits, and a peaceful atmosphere.

Ocean Pines
Default Image

Sunset Island

While there might not be top attractions in Sunset Island, you can explore the larger area and discover places like Seacrets Distilling Company and Seacrets.

Sunset Island
Default Image

Montego Bay

If you're spending some time in Montego Bay, Northside Park and Assawoman Bay are top sights worth seeing.

Montego Bay

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 


 

Day trip destinations from Eastern Shore