Eastern Shore, MD

Travel Guide
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 Seashore. 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, Jolly Roger at the Pier and Ocean City Beach 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 Ocean City Beach and Seacrets Distilling Company.

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
Princess Royale Oceanfront Resort
Princess Royale Oceanfront Resort
3 out of 5
Oceanfront on 91st Street, Ocean City, MD
The price is ¥16,597 per night from Nov 14 to Nov 15
¥16,597
¥20,250 total
includes taxes & fees
Nov 14 - Nov 15
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 ...
8/10 Very Good! (1,890 reviews)
Vacation trip
"Rlly happy I was there everything was just beautiful I would like to be there next yr"

Reviewed on Nov 3, 2024

Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City Oceanfront
3 out of 5
2100 N Baltimore Ave, Ocean City, MD
The price is ¥9,745 per night from Nov 17 to Nov 18
¥9,745
¥13,014 total
includes taxes & fees
Nov 17 - Nov 18
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! (2,393 reviews)
OC weekend getaway
"We had a wonderful stay. The hotel was very clean and modern. The staff was very good. The only problem was that the balcony door wouldn't lock 9 out of 10 tries and we saw a man going from our balcony to the one next door one night. I was a bit alarmed."

Reviewed on Nov 4, 2024

Grand Hotel Ocean City Oceanfront
Fenwick Inn
Fenwick Inn
2 out of 5
13801 Coastal Highway, Ocean City, MD
The price is ¥12,029 per night from Nov 12 to Nov 13
¥12,029
¥14,867 total
includes taxes & fees
Nov 12 - Nov 13
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 ...
8.4/10 Very Good! (1,757 reviews)
"This inn is modern, but not cold. Ty e decor is calming but fresh and everything is clean and functional. The staff is very helpful and friendly too!"

Reviewed on Nov 3, 2024

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.
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! (198 reviews)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."

Reviewed on Oct 10, 2024

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
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Coconut Malorie Resort Ocean City a Ramada by Wyndham
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! (1,236 reviews)
"Nice to have a kitchen and separate bedroom"

Reviewed on Oct 1, 2024

Coconut Malorie Resort Ocean City a Ramada by Wyndham
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

Things to do

Cities near Eastern Shore