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 coastal town and a park

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
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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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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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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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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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Montego Bay

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 AU$115 per night from 1 Dec to 2 Dec
AU$115
includes taxes & fees
1 Dec - 2 Dec
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! (2,413 reviews)
"The view of the beach and sunrise is awesome!!"

Reviewed on 25 Nov. 2024

Grand Hotel Ocean City Oceanfront
Fenwick Inn
Fenwick Inn
2 out of 5
13801 Coastal Highway, Ocean City, MD
The price is AU$150 per night from 2 Dec to 3 Dec
AU$150
includes taxes & fees
2 Dec - 3 Dec
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! (1,764 reviews)
"Really nice and clean"

Reviewed on 25 Nov. 2024

Fenwick Inn
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 AU$159 per night from 1 Dec to 2 Dec
AU$159
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,053 reviews)
"The property is on the boardwalk where its less busy lots of fun, great dining within a mile everywhere in OCMD during summer. During winter this place rocks. 4 great hotel restaurants within mile. Restaurant here is tasty. Heated pool 5ft deep about 30ft x 15ft like octagon. They regularly drain ..."

Reviewed on 22 Nov. 2024

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! (193 reviews)
"These cottages were so cute and the area was nice we had everything we needed and it was very convenient getting to the ocean's calling festival we were going to. I would definitely recommend these cottages if you are headed out to Ocean City."

Reviewed on 29 Sep. 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 17 Oct. 2024

Majestic Hotel & Apartments
Beachfront condo with private balcony & amazing views
Beachfront condo with private balcony & amazing views
Ocean City
Book a stay at this beach condo in Ocean City. Enjoy a beach locale, a water park, and balconies. Popular attractions Maryland Beach and Jolly Roger Amusement ...
9/10 Wonderful! (8 reviews)
Awesome ocean view
"Lovely condo, just as pictured. Communication was excellent. The few questions we had were answered immediately. The view of the ocean from inside the condo and on the balcony was awesome. A beautiful sunrise each morning. Thank you for a relaxing time."

Reviewed on 14 Nov. 2024

Beachfront condo with private balcony & amazing views
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

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