A marina with numerous sailboats docked at wooden piers.

Best Luxury Hotels in Eastern Maryland

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Check availability on Eastern Maryland Luxury Hotels

Tonight
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Eastern Maryland 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.
RM2,464
RM2,710 total
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.
RM981
RM1,308 total
includes taxes & fees
29 Sept - 30 Sept
Hyatt Regency Chesapeake Bay

3. Marvel's on the Creek

Marvel's on the Creek
East New Market
RM817
RM907 total
includes taxes & fees
20 Sept - 21 Sept
Marvel's on the Creek

4. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
RM635
RM711 total
includes taxes & fees
5 Oct - 6 Oct
Hilton Ocean City Oceanfront Suites

5. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
RM399
RM447 total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton Ocean City Oceanfront

6. The Oaks Waterfront

The Oaks Waterfront
Easton
RM1,794
RM1,973 total
includes taxes & fees
20 Sept - 21 Sept
The Oaks Waterfront

7. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
RM876
RM981 total
includes taxes & fees
28 Sept - 29 Sept
Cypress River Inn & Spa

8. The Ivy Hotel

The Ivy Hotel
Midtown
  • Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.
RM2,916
RM3,426 total
includes taxes & fees
17 Sept - 18 Sept
The Ivy Hotel

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 Harbour East.
RM1,926
RM2,263 total
includes taxes & fees
24 Sept - 25 Sept
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.
RM1,616
RM1,843 total
includes taxes & fees
11 Oct - 12 Oct
The Inn at Tacaro Estate
View all properties

Top Eastern Maryland Hotel Reviews

Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"I loved this place because the price was okay for what we got, which was a balcony room oceanfront. I loved the view and we kept the sliding door open a lot just to hear the ocean and feel the breeze. It was wonderful. The room is terribly out of date and the tv just awful. But I dont care about tv on vacation so much and so it wasn’t a big deal. But it was all worth it for the balcony and the view. Would stay here again."
Michael 3-night trip
Posted 9 hours ago
Tidelands Caribbean Hotel and Suites
Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"My room was very clean & comfortable. My friends had the 2 rooms beside me and were very pleased with the place too. The only thing I had a problem with was how high the bathtub was, especially trying to get out of it. My friends also said they almost fell because the step down out of it was so high. I smacked my leg off the tub doing so and ended up with a big black & blue mark. But we all agree that we certainly would return to stay here again!"
Mary Catherine 4-night trip
Posted 12 hours ago
Crystal Beach Hotel
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

10/10 Excellent
"Very clean and great attention to costumer service"
Andrea 1-night trip
Posted 13 hours ago
Princess Bayside Beach Hotel
Castle in the Sand

Castle in the Sand

10/10 Excellent
"The pool was amazing and happy hour!!!"
Kayla 2-night trip
Posted 17 hours ago
Castle in the Sand
Comfort Inn Gold Coast

Comfort Inn Gold Coast

8/10 Good
"Kids friendly. Pool was heated, it was nice to have microwave and fridge in the room. It’s not super updated but good enough and clean to stay."
Raquel 3-night trip
Posted 1 day ago
Comfort Inn Gold Coast
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"Good"
Jamar 2-night trip
Posted 2 days ago
Carousel Resort Hotel & Condominiums
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"nice place"
Brian 3-night trip
Posted 2 days ago
Quality Inn Oceanfront

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