Eastern Shore

Travel Guide

Eastern Shore
Eastern Shore
Eastern Shore
Eastern Shore
Eastern Shore

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 cosy 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 holiday. 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 centre. 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 accommodation 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

Wild horses hanging out on the beach, Assateague Island, Worcester County, Maryland.

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
Downtown Ocean City

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
Midtown Ocean City

Midtown Ocean City

4/5(1 area review)

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

Midtown Ocean City
West Ocean City

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
Panoramic sunset over wetlands at Assateague Island in Maryland

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 Inlet.

Assateague Pointe
City by the bay

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
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
The price is S$93 per night from 12 Apr to 13 Apr
S$93
12 Apr - 13 Apr
includes taxes & fees
Stay at this beach hotel in Ocean City. Enjoy free Wi-Fi, free parking and 4 restaurants. Our guests praise the pool and the restaurant in their reviews. Popular ...
9/10 Wonderful! (3,490 reviews)
This trip I gave 3 stars because I did not like being woken up at 12 AM by an emergency fire alarm and having to vacate and use stairs from the 6th floor with a sprained ankle. While others were rushing from a packed hotel trying to get out of the building. No fault to their own but I think the fire ...

Reviewed on 6 Apr, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is S$153 per night from 14 Apr to 15 Apr
S$153
14 Apr - 15 Apr
includes taxes & fees
Stay at this beach hotel in Ocean City. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (2,380 reviews)
Really bad experience at this hotel. Hotel does not appear as it looks online. Beware before booking. Any area of the hotel outside of the actual room is old, beat up, dirty, paint chipping and smelly. Everything had a musty old smell. While the room was "ok" it lacked cleanliness. There was hair ...

Reviewed on 6 Apr, 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
The price is S$122 per night from 9 Apr to 10 Apr
S$122
9 Apr - 10 Apr
includes taxes & fees
Stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the restaurant in their ...
8.8/10 Excellent! (2,030 reviews)
We was there for my grandson’s birthday and it was a great stay very convenient to everything

Reviewed on 6 Apr, 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 Wi-Fi, an outdoor pool and a fitness centre. Our guests praise the helpful staff in their reviews. Popular ...
7.4/10 Good! (1,305 reviews)
The room was dirty

Reviewed on 6 Apr, 2026

Coconut Malorie Resort Ocean City, 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 Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.4/10 Exceptional! (310 reviews)
There is a little bit of an ant problem just fyi! What’s also I would recommend having more washcloths several towels were given, but not enough washcloths for a place that sleeps seven people.

Reviewed on 4 Apr, 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 Wi-Fi, 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 13 Oct, 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.

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