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

Find Luxury Hotels in Eastern Shore, MD

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Check availability on Eastern Shore Luxury Hotels

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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.
NT$14,146
NT$15,560 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin

2. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NT$6,107
NT$7,588 total
includes taxes & fees
Sep 8 - Sep 9
The Inn at Chesapeake Bay Beach Club

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
NT$7,176
NT$8,037 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Ocean City Oceanfront Suites

4. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
NT$6,854
NT$9,300 total
includes taxes & fees
Sep 23 - Sep 24
Hyatt Regency Chesapeake Bay

5. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
NT$5,991
NT$6,710 total
includes taxes & fees
Sep 21 - Sep 22
DoubleTree by Hilton Ocean City Oceanfront

6. Marvel's on the Creek

Marvel's on the Creek
East New Market
NT$6,365
NT$7,065 total
includes taxes & fees
Aug 30 - Aug 31
Marvel's on the Creek

7. The Oaks Waterfront

The Oaks Waterfront
Easton
NT$14,006
NT$15,406 total
includes taxes & fees
Sep 1 - Sep 2
The Oaks Waterfront

8. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
NT$6,840
NT$7,660 total
includes taxes & fees
Sep 2 - Sep 3
Cypress River Inn & Spa

9. 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 Harbor East.
NT$14,201
NT$16,687 total
includes taxes & fees
Sep 27 - Sep 28
Four Seasons Hotel Baltimore

10. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
NT$12,622
NT$14,390 total
includes taxes & fees
Sep 7 - Sep 8
The Inn at Tacaro Estate
View all properties

Top Eastern Shore Hotel Reviews

Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"My family and my friends family checked in at the same time we asked if we can have a room right next to each other or even across the hallway. We were told "no it wasnt possibly the closest room would be on a different floor" we could tell from her facial expression she wasn't telling the truth. The entire trip the room right next to mine was free, no one ever came or left that room. My friend was put in a room far away...that didn't have to happen.... we had little ones who wanted to be next to each other and she could have accommodated us but just didn't want to... the place was nice but our experience with that lady was not.... and all because she didn't want to do a simple room change."
Tenefer 3-night trip
Posted 2 hours ago
Carousel Resort Hotel & Condominiums
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"Everything was super great. I do not need room service but when I did ask for some towels and washcloths, I was told by one of the cleaning ladies there was none available, but they would bring me some later so I took the tag off the door so the cleaning staff would come in. I never received any that whole day or the next morning.. I even notified the woman in the hallway that afternoon. Overall, my stay was fantastic. Could you put different lights outside on the decks too bright and attractive mosquitoes?"
Debbie 3-night trip
Posted 2 hours ago
Tidelands Caribbean Hotel and Suites
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"My daughter and I came down for a quick girls trip. The hotel was fantastic. Really no need to leave the property. All of the food places were wonderful. Late night ice cream right outside the doors. Walk to the beach. Pool was great. Employees are super nice."
Melissa 2-night trip
Posted 13 hours ago
Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"pool water was not as clear"
Gurpreet 3-night trip
Posted 14 hours ago
Princess Royale Oceanfront Resort
Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"Everything"
Denis 4-night trip
Posted 14 hours ago
Ashore Oceanfront Hotel by Marriott
Castle in the Sand

Castle in the Sand

10/10 Excellent
"The staff were great! The room was clean. The pool was clean and very relaxing. The beach was close and easily accessible. Coconuts was I’m sure a great place for the adult crowd, and they did have a kids meal, however they allow smoking within the eating tables and the music is loud and kinda crazy. So we didn’t stay. The waitress understood and was very sweet. Everything else great for our family! We will be back! Thanks!"
Danielle 2-night trip
Posted 15 hours ago
Castle in the Sand
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"Property was clean along with hotel and rooms and pool area. Heated pool a delight and ability to sit outside on deck adjacent to pool was a definite plus Have stayed here before and plan to again"
Alice 2-night trip
Posted 15 hours ago
Bonita Beach Hotel
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"We enjoyed our stay. Great location next to Seacrets and walking distance to the beach. Loved the views!"
Janice 3-night trip
Posted 19 hours ago
Princess Bayside Beach Hotel
Quality Inn Ocean City Beachfront

Quality Inn Ocean City Beachfront

10/10 Excellent
"We picked this hotel for the free breakfast since we have kids. But it couldn't have been more perfect location. It was right on the beach which made setting up for the day with the kids super easy. And back to the hotel for nap time/bathroom breaks also super easy. The room was clean, and big and great for the family."
Stacey 4-night trip
Posted 22 hours ago
Quality Inn Ocean City Beachfront

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