A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore Hotel Guide - Luxury Hotels in Eastern Shore, Maryland

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Check availability on Eastern Shore Luxury Hotels

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Eastern Shore luxury hotels

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
€578
includes taxes & fees
13 Oct - 14 Oct
Inn at Perry Cabin

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
€263
includes taxes & fees
13 Oct - 14 Oct
Hyatt Regency Chesapeake Bay

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
€207
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
€193
includes taxes & fees
30 Sept - 1 Oct
Marvel's on the Creek

5. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
€148
includes taxes & fees
18 Oct - 19 Oct
Hilton Ocean City Oceanfront Suites

6. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
€95
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton Ocean City Oceanfront

7. The Oaks Waterfront

The Oaks Waterfront
Easton
€422
includes taxes & fees
24 Sept - 25 Sept
The Oaks Waterfront

8. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
€210
includes taxes & fees
29 Sept - 30 Sept
Cypress River Inn & Spa

9. Hotel Du Pont

Hotel Du Pont
Downtown Wilmington
  • Timeless elegance meets modern luxury in historic Wilmington, with on-site spa and refined dining options.
€536
includes taxes & fees
19 Oct - 20 Oct
Hotel Du Pont

10. Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
Harbor East
  • Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbour East.
€457
includes taxes & fees
21 Oct - 22 Oct
Four Seasons Hotel Baltimore
View all properties

Top Eastern Shore Hotel Reviews

Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"Clean and nice stay definitely a lot to do"
Jennifer 2-night trip
Posted 1 hour ago
Carousel Resort Hotel & Condominiums
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

10/10 Excellent
"Good time, great staff and close to everything. Some rust spots in the shower and kitchen but over all very clean. Close to some good restaurants and the balcony is perfect for people watching."
Crystal 2-night trip
Posted 1 hour ago
Tidelands Caribbean Hotel and Suites
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"The atrium area was very tropical in feel, including the tropical birds."
wayne 2-night trip
Posted 4 hours ago
Quality Inn Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"This hotel was absolutely stunning and so clean! We had partial ocean view- which was great. We loved how we had beach access steps away from the back entrance. We will definitely be back!"
Melanie 2-night trip
Posted 6 hours ago
Princess Royale Oceanfront Resort
Comfort Inn Gold Coast

Comfort Inn Gold Coast

10/10 Excellent
"Hotel is very clean, room was very clean and comfortable. Great area."
Patrick 2-night trip
Posted 6 hours ago
Comfort Inn Gold Coast
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"The air conditioning worked well. Room alittle small and outdated but otherwise it was good. Pool was nice. Hot tubs had alot of sand in them. Soda machines are a rip off cost us 4.50 to get a bottle of soda out of 2 different machines. Coffee shop on front porch was excellent. Had dinner at mug & mallot attached to Plim plaza and it was excellent. Alittle pricey but other wise very good. Had trouble with clogged toilet but they took care of it right away. All in all very good will go back again."
Teresa 2-night trip
Posted 7 hours ago
Plim Plaza Hotel
Fenwick Inn

Fenwick Inn

10/10 Excellent
"Everything was perfect and clean"
Hind 1-night trip
Posted 12 hours ago
Fenwick Inn
Castle in the Sand

Castle in the Sand

10/10 Excellent
"Clean room"
Emil 1-night trip
Posted 13 hours ago
Castle in the Sand

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