Eastern Shore, MD

Travel Guide

Long Wharf Park
Choptank River Lighthouse
Choptank River Lighthouse
Cambridge
Long Wharf Park
Beautiful beaches, fresh seafood, quaint local heritage and unforgettable outdoor adventures make the Maryland section of the Delmarva Peninsula the place to be.

Experience Maryland’s Eastern Shore and get acquainted with the region’s distinctive character, where culture, history and coastal appeal combine. The region east of Chesapeake Bay extends to the Atlantic Ocean. From soaring waterfront condominiums to cozy fishing villages and pristine barrier islands, the Eastern Shore is a diverse destination. If you’re interested an adventure, the Eastern Shore has widely ranging itineraries. Tour quaint historic towns, indulge in world-class seafood or spot wildlife in the bayside wetlands.

Ocean City is a renowned waterfront resort ideal for those who like to have exciting nightlife as part of their beach vacation. Stroll along the boardwalk and check out the city’s bars, clubs and pubs.

Develop an architectural album from the photographs you take of the colonial, Federal and Victorian architecture in the Eastern Shore’s picturesque towns. Highlights include the towns of Cambridge, Easton, Princess Anne and Saint Michaels, which has an excellent maritime museum. For quaint riverside beauty, make your way to Chestertown or Snow Hill. The port town of Crisfield is a maritime hub in the region and is often called the Seafood Capital of the World. Taste freshly caught fish, clam and blue crab in this East Coast seafood center. Visit Chesapeake City for views of the historic Chesapeake and Delaware Canal.

If you’re ready to enjoy nature, don’t miss Assateague Island National SeashoreOpens in a new window. This protected island is home to wild horses and is a wonderful spot to go swimming, fishing, hiking, birdwatching and camping. Enjoy boutique accommodations on Smith Island or check out the tiny fishing villages on Hoopers Island.

Reach Maryland’s Eastern Shore by car from Annapolis in about 2 hours. The region’s major airport is in Baltimore. You can also catch an Amtrak train to major towns and connect with the local Eastern Shore bus and ferry network. The Eastern Shore’s resorts are especially busy during July, August and the spring-break period. Consider exploring this pretty region in fall for mild weather and fewer crowds.

Where to stay in Eastern Shore

Assateague Island National Seashore showing a park and a coastal town

Downtown Ocean City

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

Downtown Ocean City
Jolly Roger Amusement Park

Midtown Ocean City

4.5/5(1,515 area reviews)

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

Midtown Ocean City
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Ocean Pines

4.5/5(5 area reviews)

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
West Ocean City

West Ocean City

4.5/5(891 area reviews)

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
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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
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Montego Bay

5/5(3 area reviews)

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

Montego Bay
Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City Oceanfront
3 out of 5
2100 N Baltimore Ave, Ocean City, MD
The price is ₩74,006 per night from Feb 24 to Feb 25
₩74,006
₩104,434 total
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (2,453 reviews)
"I love this hotel"

Reviewed on Feb 21, 2025

Grand Hotel Ocean City Oceanfront
Hyatt Place Ocean City / Oceanfront
Hyatt Place Ocean City / Oceanfront
3 out of 5
1 16th Street, Ocean City, MD
The price is ₩127,790 per night from Feb 26 to Feb 27
₩127,790
₩141,847 total
includes taxes & fees
Feb 26 - Feb 27
Stay at this 3-star beach hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,378 reviews)
Rotten weather but still better than staying home.
"It was Valentine's Day weekend and 100% full. But the pool was 85 deg and the local restaurants were open. The sun came out as usual on the last day but it was cold and windy. Breakfast is better than most hotels that claim free continental included in it's stay. I'm old fashion as still use a razor ..."

Reviewed on Feb 17, 2025

Hyatt Place Ocean City / Oceanfront
Holiday Inn & Suites Ocean City, an IHG Hotel
Holiday Inn & Suites Ocean City, an IHG Hotel
3 out of 5
1701 Atlantic Avenue, Ocean City, MD
The price is ₩131,949 per night from Mar 2 to Mar 3
₩131,949
₩146,464 total
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9.4/10 Exceptional! (1,063 reviews)
"It was amazing!"

Reviewed on Feb 19, 2025

Holiday Inn & Suites Ocean City, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Shore Point Cottages
Shore Point Cottages
3 out of 5
9543 Stephen Decatur Hwy, Berlin, MD
Stay at this 3-star cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (202 reviews)
"No instructions for TV"

Reviewed on Feb 5, 2025

Shore Point Cottages
Majestic Hotel & Apartments
Majestic Hotel & Apartments
3 out of 5
7th St & Boardwalk, Ocean City, MD
Stay at this 3-star beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
6.4/10 (187 reviews)
"Great apartment"

Reviewed on Oct 17, 2024

Majestic Hotel & Apartments
Saint Tropez by Capital Vacations
Saint Tropez by Capital Vacations
3 out of 5
81st Street, Ocean City, MD
Stay at this 3-star beach apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City ...
8.8/10 Excellent! (81 reviews)
"Encantada de lo mejor todo perfecto Único agua caliente debe durar un poco más Pero súper perfecto lo mejor"

Reviewed on Feb 15, 2025

Saint Tropez by Capital Vacations
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Cities near Eastern Shore