Eastern Shore, MD

Travel Guide

A marina with numerous boats docked at wooden piers under a clear sky.
A mechanical loom with gears and a large spool of thread.
A lighthouse on a pier with a boat docked below.
A modern building with a glass facade and a stone base, set against a clear blue sky.
A white monument with an American flag, surrounded by lush greenery and trees.

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.

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
$135 nightly
The price is $167 total per night from Sep 7 to Sep 8
$167 total
Sep 7 - Sep 8
Total with taxes and 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! (2,623 reviews)
"The location on the beach was the best, easy walk. The indoor pool was nice but the temp in the pool needed to be higher because you couldn’t swim in it past 3 pm without it being freezing. The side corner balconies are very sketchy to sit on. The rooms themselves need a lot of maintenance done. ..."

Reviewed on Aug 8, 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
$89 nightly
The price is $115 total per night from Sep 7 to Sep 8
$115 total
Sep 7 - Sep 8
Total with taxes and 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! (2,071 reviews)
"Bringing my dogs was great. Breakfast was good too. My only complaint was that the floors were not clean well."

Reviewed on Aug 7, 2026

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
$154 nightly
The price is $172 total per night from Sep 7 to Sep 8
$172 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (3,749 reviews)
"I loved the conveniences of buying meals and souvenirs without traveling far."

Reviewed on Aug 8, 2026

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.
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an 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 ...
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
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 Ocean City Beach are ...
7.4/10 Good! (48 reviews)
"Both my wife and I are in our mid seventies. Our unit was on the 3rd floor with no elevator. As soon as you enter the building you are hit with a musty smell and a damp, clammy sense. Same thing in the unit itself. One dining room chair was broken. The vent over one of the beds hung down a few inches ..."

Reviewed on Aug 5, 2026

Ocean Terrace Family Apartments
Ocean Front - 3 Bedroom w/ 2 King Rooms - Amazing Views - Perfect for Families!

Ocean Front - 3 Bedroom w/ 2 King Rooms - Amazing Views - Perfect for Families!

Ocean City MD
Book a stay at this beach condo in Ocean City. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Maryland Beach and Ocean City Boardwalk ...
10/10 Exceptional! (232 reviews)
"Our week at The Flying Cloud was absolutely wonderful. There was a slight mishap from the renters that checked out a few hours before we arrived. Fred called us personally while we were on our way there to inform us and provided us with anything we needed due to that. He also met us there when we ..."

Reviewed on Jul 18, 2026

Ocean Front - 3 Bedroom w/ 2 King Rooms - Amazing Views - Perfect for Families!
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.

Stay near popular Eastern Shore attractions

Cities near Eastern Shore

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