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
Wild horses hanging out on the beach, Assateague Island, Worcester County, Maryland.

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.

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 1.817.253 ₫ per night from 21 Apr to 22 Apr
1.817.253 ₫
2.035.323 ₫ total
21 Apr - 22 Apr
includes taxes & fees
Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is 2.887.852 ₫ per night from 26 Apr to 27 Apr
2.887.852 ₫
3.629.449 ₫ total
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (2,385 reviews)
We love staying here for staycations

Reviewed on 15 Apr 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
The price is 1.635.528 ₫ per night from 20 Apr to 21 Apr
1.635.528 ₫
2.225.740 ₫ total
20 Apr - 21 Apr
includes taxes & fees
8.8/10 Excellent! (2,038 reviews)
Great services

Reviewed on 15 Apr 2026

Fenwick Inn
See all 7,659 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
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
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

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