Eastern Shore Travel Guide

Tourist Guide

Long Wharf Park
Long Wharf Park
Choptank River Lighthouse
Choptank River Lighthouse
Cambridge

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

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(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
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

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
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
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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 Inlet Park.

Assateague Pointe
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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
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
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! (3,415 reviews)
Great

Reviewed on 15 Jan 2026

Grand Hotel Ocean City Oceanfront
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
The price is ฿2,579 per night from 26 Jan to 27 Jan
฿2,579
฿2,889 total
26 Jan - 27 Jan
includes taxes & fees
Stay at this beach hotel in Ocean City. Enjoy free Wi-Fi, an outdoor pool and a beach locale. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (1,586 reviews)
Room was clean and the staff was very friendly and helpful

Reviewed on 12 Jan 2026

Hyatt Place Ocean City / Oceanfront
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

3 out of 5
11700 Coastal Hwy Ocean City MD
Stay at this beach hotel in Ocean City. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the pool and the helpful staff in their reviews. ...
7.8/10 Good! (1,418 reviews)
Nice room with everything we needed in one place

Reviewed on 17 Jan 2026

Carousel Resort Hotel & Condominiums
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! (1,299 reviews)
The rooms are Beautiful, athe was Excellent and in point... The view took my breath away ..Thanks

Reviewed on 13 Jan 2026

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Saint Tropez

Saint Tropez

3 out of 5
81st Street Ocean City MD
Stay at this beach apartment in Ocean City. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement ...
9/10 Wonderful! (137 reviews)
I love the room. Very spacious and comfortable. The only downside is that there is no tv in the main bedroom. The view was fantastic.

Reviewed on 6 Jan 2026

Saint Tropez
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 ...
9.2/10 Wonderful! (303 reviews)
The cottage was a great find: incredibly clean and comfortable, with a truly quiet, peaceful atmosphere perfect for unwinding, plus its pet-friendly, making it an ideal escape for us and our furry friends.

Reviewed on 4 Jan 2026

Shore Point Cottages
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