Luxury Hotels, Eastern Shore Maryland

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Our top choices for Eastern Shore luxury hotels

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Downtown St. Michaels

Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.

P46,786 total

includes taxes & fees

Jun 24 - Jun 25

Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

Cambridge

Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.

P23,451 total

includes taxes & fees

Jul 6 - Jul 7

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

P42,081 total

includes taxes & fees

Jun 26 - Jun 27

In-room safe, desk, laptop workspace, blackout drapes

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

P20,290 total

includes taxes & fees

Jun 21 - Jun 22

The Inn at Chesapeake Bay Beach Club

Stevensville

P16,713 total

includes taxes & fees

Jun 22 - Jun 23

Marvel's on the Creek

East New Market

P13,451 total

includes taxes & fees

Jun 21 - Jun 22

The Oaks Waterfront

Easton

P29,331 total

includes taxes & fees

Jun 21 - Jun 22

The Ivy Hotel

Midtown

Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.

P50,937 total

includes taxes & fees

Jun 22 - Jun 23

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Top Eastern Shore Hotel Reviews

Plim Plaza Hotel

10/10 Excellent

"The property is a little bit dated and the room was on the smaller side, but the location and friendly staff made up for that. We just wanted an affordable room for our stay which is what we found at Plim Plaza. It is a great location on the boardwalk and parking wasn't an issue. For parking, they have unloading area and a small lot right at the hotel that fills up, but they have another large parking lot about a block away which always had spots available. The hotel pool was really nice. There were plenty of lounge chairs and a waitress came around to take drink orders. Also you can walk right out of the hotel onto the boardwalk or onto the beach. All in all, we really enjoyed our time staying here at Ocean City."