Eastern Shore

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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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

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
Sunrise heading out the inlet for a day of deep- sea fishing with Fin Chaser Sportfishing Charters!

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 which includes night scenes and rides

Midtown Ocean City

4.5/5(19 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
Panoramic sunset over wetlands at Assateague Island in Maryland

Assateague Pointe

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

Assateague Pointe
West Ocean City

West Ocean City

4/5(6 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
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 Seacrets Distilling Company and Seacrets.

Sunset Island
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is CA $134 per night from Apr 6 to Apr 7
CA $134
CA $171 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! (2,350 reviews)
Princess royale never disappoints! Ever.

Reviewed on Mar 10, 2026

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 CA $76 per night from Mar 15 to Mar 16
CA $76
CA $104 total
Mar 15 - Mar 16
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! (3,443 reviews)
Clean room and facility. Parking lot was for larger SUVS but that was not enforced and we had to park on street as our vehicle would not fit in parking garage. When checking in it seemed to be a bother and no apologies for lack of parking in February, hate to think what it would be like in summer. ...

Reviewed on Mar 12, 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
The price is CA $97 per night from Mar 15 to Mar 16
CA $97
CA $129 total
Mar 15 - Mar 16
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! (2,025 reviews)
You could see a tiny sliver of the ocean. The man on the front desk was deaf and in his 80's. Very pleasant, however did not know how to operate the check in computer and needed help. The place was empty. My towel had make up on it. Not mine! The toilet handle was broken and had fecal matter on the ...

Reviewed on Mar 12, 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! (1,303 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
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
107 10th St Ocean City MD
Stay at this condo in Ocean City. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Ocean City Boardwalk and Ocean City Beach are ...
8.4/10 Very Good! (19 reviews)
Will not rebook this hotel
Room was clean. No utensils, dish soap, body wash, paper towels or toilet paper as stated. Charged 10 per day for each car. Only 1 spot available insight and other spots were 10 blocks away! Staff was rude and not accommodating at check in.

Reviewed on Sep 10, 2025

Americana Condos 10th street
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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