Eastern Shore Travel Guide

Tourist Guide

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

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

Assateague Island National Seashore showing a park and a coastal town

Downtown Ocean City

If you're spending some time in Downtown Ocean City, Ocean City Beach and Ripley's Believe It or Not! are top sights worth seeing.

Downtown Ocean City
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Midtown Ocean City

3.5/5(2 area reviews)

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

Midtown Ocean City
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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
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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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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
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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 Ocean City Beach.

Assateague Pointe
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 ...
8.6/10 Excellent! (1,989 reviews)
The room was hreat, the spa was not working when we checked in on Monday. Were told that it would be up by Wednesday, it was up Thirsday night. Were told that we could go to their sister hotel for the spa went their and both their pool and spa were closed. Breakfast was nice. Coffee was amazing! ...

Reviewed on 12 Nov 2025

Fenwick Inn
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
The price is NZ$148 per night from 29 Nov to 30 Nov
NZ$148
29 Nov - 30 Nov
includes taxes & fees
Stay at this 3-star 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! (1,581 reviews)
yes

Reviewed on 8 Nov 2025

Hyatt Place Ocean City / Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
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. ...
8.6/10 Excellent! (2,267 reviews)
I have traveled from Massachusetts and stayed at the Princess Royale Oceanfront Resort 3 times since 2021. Each visit to your Resort is as wonderful as the first visit! I plan to visit again next year!

Reviewed on 9 Nov 2025

Princess Royale Oceanfront Resort
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 3-star aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
7.2/10 Good! (1,294 reviews)
Everything was great :) Great location...great staff!

Reviewed on 2 Nov 2025

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Majestic Hotel & Apartments

Majestic Hotel & Apartments

2.5 out of 5
7th St & Boardwalk, Ocean City, MD
Book a stay at this beach aparthotel in Ocean City. Enjoy an outdoor pool, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
6/10 (347 reviews)
Clean and very friendly staff

Reviewed on 8 Nov 2025

Majestic Hotel & Apartments
Saint Tropez

Saint Tropez

3 out of 5
81st Street, Ocean City, MD
Stay at this 3-star beach apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City ...
9/10 Wonderful! (129 reviews)
We had a wonderful 16 days at St. Tropez. This was my first visit and my wife’s second. Everything was as she told me, beautiful, clean, and a view that can’t be beat! The employees are helpful, kind and knowledgeable. Being dog friendly is huge, and appreciated too. We will be back.

Reviewed on 5 Nov 2025

Saint Tropez
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