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.

Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
$84 nightly
The price is $95 total per night from Oct 12 to Oct 13
$95 total
Oct 12 - Oct 13
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! (2,121 reviews)
"I did enjoy that the room was nice and cold when we checked other places you have to turn the air on. Other than that everything was amazing some staff members were a little bit off but you will always find 1-2 employees that you just don’t vibe well."

Reviewed on Sep 23, 2026

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
$79 nightly
The price is $89 total per night from Oct 25 to Oct 26
$89 total
Oct 25 - Oct 26
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. ...
Grand Hotel Ocean City Oceanfront
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
4801 Coastal Highway Ocean City MD
$93 nightly
The price is $104 total per night from Oct 7 to Oct 8
$104 total
Oct 7 - Oct 8
Total with taxes and fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,000 reviews)
"Rooftop pool was a nice feature. Air conditioning system was antiquated and very noisy."

Reviewed on Sep 22, 2026

Princess Bayside Beach 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.
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 ...
7.4/10 Good! (1,323 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"

Reviewed on Sep 24, 2026

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ocean ...
9.4/10 Exceptional! (383 reviews)
"Nice shower and comfortable bed. Refrigerator door looks terrible and lights in front area not bright enough for reading. Found a small ant in the bedding in master bedroom and quilt had stains in it. Traded it with one from the other bedroom. Grounds were well kept. Price was fair."

Reviewed on Sep 23, 2026

Shore Point Cottages
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 ...
7.6/10 Good! (61 reviews)
"There isn’t a lot if parking for the property but besides that it was great"

Reviewed on Sep 22, 2026

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.

Stay near popular Eastern Shore attractions

Cities near Eastern Shore

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