Eastern Shore

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 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.

Castle in the Sand

Castle in the Sand

3 out of 5
3701 Atlantic Avenue Ocean City MD
The price is S$90 per night from 6 Oct to 7 Oct
S$90
6 Oct - 7 Oct
includes taxes & fees
Stay at this beach hotel in Ocean City. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (1,012 reviews)
"The rooms were clean but lacked stuff to do dishes with and coffee"

Reviewed on 4 Oct, 2026

Castle in the Sand
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$114 per night from 30 Oct to 31 Oct
S$114
30 Oct - 31 Oct
includes taxes & fees
Stay at this beach hotel in Ocean City. Enjoy free Wi-Fi, 4 restaurants and a beach locale. Our guests praise the pool and the restaurant in their reviews. Popular ...
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$143 per night from 1 Nov to 2 Nov
S$143
1 Nov - 2 Nov
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! (2,822 reviews)
"The room was spacious and clean but for the price, the amenities were just okay. The pool is weirdly situated inside a gate next to an arcade that I'm guessing no one uses. Not a lot of space to sit near the poolside bar."

Reviewed on 4 Oct, 2026

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, 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 Wi-Fi, an outdoor pool and a fitness centre. Our guests praise the helpful staff in their reviews. Popular ...
7.4/10 Good! (1,324 reviews)
"Very friendly staff! Beds were comfortable and room was clean! Great view!"

Reviewed on 4 Oct, 2026

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
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 a garden. Popular attractions Ocean City Boardwalk and Ocean City Beach are located ...
7.6/10 Good! (63 reviews)
"It was a nice size and close to boardwalk with nice porch everything you needed was in apt.the fridge had a little rust on it but for in of summer you get these kind of things."

Reviewed on 4 Oct, 2026

Ocean Terrace Family Apartments
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! (388 reviews)
"Was the best place we have ever stayed . Wish they had more dates available to stay longer ."

Reviewed on 4 Oct, 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.

Stay near popular Eastern Shore attractions

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