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

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
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
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 Inlet Park.

Assateague Pointe
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
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 ₹4,827 per night from 10 Mar to 11 Mar
₹4,827
₹6,691 total
10 Mar - 11 Mar
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! (3,459 reviews)
Upon arrival the toilet didn't flush, had to call for maintenance. The tv wouldn't stay on, screen went blank over and over again.

Reviewed on 9 Mar 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 ₹8,601 per night from 10 Mar to 11 Mar
₹8,601
₹11,009 total
10 Mar - 11 Mar
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! (2,356 reviews)
Clean room, nice location not of beach view though!

Reviewed on 9 Mar 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
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! (2,029 reviews)
Everything was great

Reviewed on 7 Mar 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! (1,301 reviews)
Nice

Reviewed on 20 Feb 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 Wi-Fi, 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 10 Sept 2025

Americana Condos 10th street
Monte Carlo Condos

Monte Carlo Condos

3 out of 5
1107 N. Baltimore Ave. Ocean City MD
Stay at this business-friendly condo in Ocean City. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City ...
Monte Carlo Condos
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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