Eastern Shore Holidays

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Where to stay in Eastern Shore

Find the best Eastern Shore areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore
Beach at Assateague Island National Seashore in Maryland on a sunny spring day. Useful for backgrounds, negative space

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 Isle of Wight Bay.

Find hotels in Ocean Pines

Top hotels in Eastern Shore

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is 3.529.596 ₫ per night from 31 May to 1 Jun
3.529.596 ₫
3.953.148 ₫ total
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (3,599 reviews)
"Everything was perfect! Just a few items are missing to make it even better: a wine and beer opener, a coffee filter, and paper towels."

Reviewed on 25 May 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
The price is 2.111.116 ₫ per night from 31 May to 1 Jun
2.111.116 ₫
2.758.472 ₫ total
31 May - 1 Jun
includes taxes & fees
8.8/10 Excellent! (2,065 reviews)
"Very clean , comfortable beds and ac was great! Will stay again"

Reviewed on 25 May 2026

Fenwick Inn
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is 4.243.316 ₫ per night from 2 Jun to 3 Jun
4.243.316 ₫
4.752.514 ₫ total
2 Jun - 3 Jun
includes taxes & fees
9/10 Wonderful! (1,649 reviews)
"Breakfast was unbelievably good !! The rooms were always clean and the cleaning ladies are wonderful! Definitely recommend & the indoor heated pool is lovely (outside is nice too but not heated)"

Reviewed on 26 May 2026

Hyatt Place Ocean City / Oceanfront
See all 7,841 properties in Eastern Shore
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

Ocean City Boardwalk

Ocean City Boardwalk

Ocean City Boardwalk is just one of the places to see in Ocean City, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches in this family-friendly area or visit its lively bars.

Ocean City Boardwalk
Roland E. Powell Convention Center

Roland E. Powell Convention Center

Learn about the events happening in Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the beautiful beaches or discover the breathtaking sunrises in this family-friendly area.

Roland E. Powell Convention Center
Jolly Roger Amusement Park

Jolly Roger Amusement Park

Bring your family to Jolly Roger Amusement Park and enjoy this exciting theme park in Ocean City. Amble around this family-friendly area's seaside or seek out the golf courses.

Jolly Roger Amusement Park

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