Eastern Shore Travel Guide

Tourist 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, Ocean City Beach and Ripley's Believe It or Not! are top sights worth seeing.

Downtown Ocean City
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Midtown Ocean City

3.5/5(2 area reviews)

Midtown Ocean City is known for its stunning beaches, and with sights like Ocean City Beach and Seacrets Distilling Company, you won't get bored spending a day wandering around this part of Ocean City.

Midtown Ocean City
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West Ocean City

The beaches and seaside views are top of the list for many visitors to West Ocean City. A stop by Tanger Outlet Center or Ocean City Harbor might round out your trip.

West Ocean City
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Ocean Pines

You'll enjoy the beaches and live music in Ocean Pines. You might want to make time for a stop at Ocean Pines Golf and Country Club or River Run Golf Club.

Ocean Pines
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Sunset Island

While Sunset Island may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seacrets Distilling Company and Seacrets.

Sunset Island
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Assateague Pointe

Though Assateague Pointe may not have many top sights, you can venture to the surrounding area to see attractions like Frontier Town Water Park and Golf and Ocean City Beach.

Assateague Pointe
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
The price is NZ$476 per night from 4 Oct to 5 Oct
NZ$476
4 Oct - 5 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...
8.6/10 Excellent! (2,005 reviews)
"Love the pool and hot tub and the restaurant"

Reviewed on 25 Sept 2025

Fenwick Inn
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street, Ocean City, MD
The price is NZ$161 per night from 9 Oct to 10 Oct
NZ$161
9 Oct - 10 Oct
includes taxes & fees
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,564 reviews)
Anniversary stay that exceeded expectations
"We had an amazing stay for our anniversary at the beach. The room and view was excellent and we even got some gifts to celebrate the occasion. Just fantastic service and such easy access to the beach."

Reviewed on 24 Sept 2025

Hyatt Place Ocean City / Oceanfront
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
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. ...
9/10 Wonderful! (3,260 reviews)
"I would definitely love to revisit this vacation spot, and recommend it to anyone"

Reviewed on 25 Sept 2025

Grand Hotel Ocean City Oceanfront
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.
Majestic Hotel & Apartments

Majestic Hotel & Apartments

2.5 out of 5
7th St & Boardwalk, Ocean City, MD
Book a stay at this beach aparthotel in Ocean City. Enjoy an outdoor pool, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
6/10 (327 reviews)
"The property was beachfront but our particular room only had a view of the building next door."

Reviewed on 28 Sept 2025

Majestic Hotel & Apartments
Coconut Malorie Resort Hotel, an Ascend Collection Hotel

Coconut Malorie Resort Hotel, an Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay, Ocean City, MD
Stay at this 3-star aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
7.2/10 Good! (1,289 reviews)
"We had a really lovely time and the staff was incredibly helpful with all our needs to the music festival we were in town for."

Reviewed on 29 Sept 2025

Coconut Malorie Resort Hotel, an Ascend Collection Hotel
Boardwalk One

Boardwalk One

3 out of 5
107 N. Atlantic Avenue, Ocean City, MD
Stay at this 3-star beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City ...
7.2/10 Good! (166 reviews)
"Hotel staff was extremely helpful and friendly. Great location and roof deck over the boardwalk. Murphy beds are great."

Reviewed on 30 Sept 2025

Boardwalk One
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