A marina with numerous sailboats docked at wooden piers.

Luxury Hotels in Eastern Maryland, Maryland

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Check availability on Eastern Maryland Luxury Hotels

Tonight
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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.
P40,114
P44,125 total
includes taxes & fees
Sep 7 - Sep 8
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.
P14,450
P19,385 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Regency Chesapeake Bay

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
P10,935
P12,247 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Ocean City Oceanfront Suites

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
P12,504
P13,879 total
includes taxes & fees
Sep 8 - Sep 9
Marvel's on the Creek

5. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
P6,617
P7,411 total
includes taxes & fees
Oct 5 - Oct 6
DoubleTree by Hilton Ocean City Oceanfront

6. The Oaks Waterfront

The Oaks Waterfront
Easton
P27,515
P30,267 total
includes taxes & fees
Sep 15 - Sep 16
The Oaks Waterfront

7. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
P13,445
P15,058 total
includes taxes & fees
Sep 7 - Sep 8
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.
P37,299
P43,826 total
includes taxes & fees
Sep 6 - Sep 7
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 Harbor East.
P27,916
P32,801 total
includes taxes & fees
Oct 4 - Oct 5
Four Seasons Hotel Baltimore

10. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
Ridge
  • Seaside luxury unfolds at this Maryland inn with a private beach, kayaking, and champagne service.
P20,013
P22,215 total
includes taxes & fees
Sep 7 - Sep 8
Swanendele Inn at St. Mary's Maryland
View all properties

Top Eastern Maryland Hotel Reviews

Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

10/10 Excellent
"Well located"
Heather 3-night trip
Posted 1 hour ago
Howard Johnson by Wyndham Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

10/10 Excellent
"Entire hotel is exceptionally well kept and clean. Vista rooftop is excellent."
Christina 2-night trip
Posted 2 hours ago
Fenwick Inn
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"I‘ve stayed there many times before and the staff and accommodations were great"
Anita 5-night trip
Posted 5 hours ago
Quality Inn Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

8/10 Good
"Two bedroom condo is perfect for families especially with the ocean front view. Great location."
Melissa 3-night trip
Posted 6 hours ago
Princess Royale Oceanfront Resort
Bonita Beach Hotel

Bonita Beach Hotel

8/10 Good
"We were able to check-in 2 hours early, which was nice. The carpet in the room wasn't as clean as we hoped, but overall we had a nice stay."
Andre'a 1-night trip
Posted 7 hours ago
Bonita Beach Hotel
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"2nd year staying there ,coming back next year!!"
Betty 3-night trip
Posted 23 hours ago
Grand Hotel Ocean City Oceanfront
Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"You pay extra for more than 2 adults. Do not be honest on your people staying. The more people entered increases the rate and they do not increase the key cards or towels, linens, etc. non smoking rooms, balcony, etc — completely understand — have a smoking area with benches to sit and relax!!"
Bernice 3-night trip
Posted 1 day ago
Crystal Beach Hotel
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"The hotel was great but the restaurants weren't. They shorted us 3 crabs and left the clams off the meal. When asked about it they said they were out of clams and they would put 3 more crabs in for us.if your paying 140 for a meal you would think they'd te1ll you they were out of stuff when your ordering. Went to get some breakfast sandwiches for us and the waiter said I had to order from the bar. I waited 10 minutes and was totally ignored. No customers but me. So I got some sandwiches elsewhere."
jennifer 5-night trip
Posted 1 day ago
Plim Plaza Hotel

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