Eastern Shore, MD

Travel Guide

Eastern Shore
Eastern Shore
Eastern Shore
Eastern Shore
Eastern Shore

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

The morning after a frigid snow storm went through this retirement community, icy streets and a cold sky with rows of houses and christmas decorations

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
Downtown Ocean City

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
Midtown Ocean City

Midtown Ocean City

4.5/5(1,528 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
West Ocean City

West Ocean City

4.5/5(902 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
Panoramic sunset over wetlands at Assateague Island in Maryland

Assateague Pointe

5/5(1 area review)

While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Ocean City Inlet are some notable places to visit nearby.

Assateague Pointe
City by the bay

Sunset Island

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

Sunset Island
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
The price is ¥10,324 per night from Apr 12 to Apr 13
¥10,324
¥11,562 total
Apr 12 - Apr 13
includes taxes & fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (3,472 reviews)
Convenience to everything

Reviewed on Mar 30, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is ¥13,368 per night from Apr 6 to Apr 7
¥13,368
¥17,377 total
Apr 6 - Apr 7
includes taxes & fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (2,365 reviews)
Room was well appointed. Had newly renovated everything. The bones of this building are older, but everything is very nice.

Reviewed on Mar 30, 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
The price is ¥10,144 per night from Apr 6 to Apr 7
¥10,144
¥13,759 total
Apr 6 - Apr 7
includes taxes & fees
Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (2,033 reviews)
It was really nice

Reviewed on Mar 29, 2026

Fenwick Inn
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.
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay Ocean City MD
Stay at this aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.4/10 Good! (1,304 reviews)
There was mold/mildew in the shower, trash on the floors in the hallway, jacuzzi tub would not hold water, and very little staff working

Reviewed on Mar 12, 2026

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ocean ...
9.4/10 Exceptional! (309 reviews)
Really good getaway weekend for off season for OC Maryland . Clean and quiet.

Reviewed on Mar 27, 2026

Shore Point Cottages
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
1211 Baltimore Avenue Ocean City MD
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement ...
8/10 Very Good! (31 reviews)
Nice staff. Large rooms. Close to all things Ocean city has to offer!

Reviewed on Oct 13, 2025

Ocean Terrace Family Apartments
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

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