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

Luxury Hotels & Resorts in Eastern Shore from NZ$208

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Check availability on Eastern Shore Luxury Hotels

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Eastern Shore luxury hotels

A room with a view of a wooden deck and a gazebo by the water.
A golf course with a water hazard and surrounding trees.
A hotel room with a large bed, a chair, a desk, and a television.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

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.
NZ$783
includes taxes & fees
7 Sept - 8 Sept
Inn at Perry Cabin
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A marina with boats docked, a sandy beach, and a clear blue sky.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
NZ$473
includes taxes & fees
3 Sept - 4 Sept
Hyatt Regency Chesapeake Bay
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.
A balcony with a round table and chairs, overlooking the beach and ocean.

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
NZ$422
includes taxes & fees
22 Sept - 23 Sept
Hilton Ocean City Oceanfront Suites
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

4. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NZ$445
includes taxes & fees
31 Aug - 1 Sept
The Inn at Chesapeake Bay Beach Club
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

5. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
NZ$395
includes taxes & fees
20 Sept - 21 Sept
DoubleTree by Hilton Ocean City Oceanfront
A wooden dock with a bench and a wooden post with a light fixture.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.
A wooden dock leading to a house with a lawn and a pond.

6. Marvel's on the Creek

Marvel's on the Creek
East New Market
NZ$338
includes taxes & fees
2 Sept - 3 Sept
Marvel's on the Creek
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A wooden console table with framed floral artwork, two lamps, and two ottomans.

7. The Oaks Waterfront

The Oaks Waterfront
Easton
NZ$810
includes taxes & fees
26 Aug - 27 Aug
The Oaks Waterfront
A brick pathway leading to a pool area with a fence and potted plants.
A two-story house with a balcony, a covered porch, and a brick chimney.

8. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
NZ$379
includes taxes & fees
9 Sept - 10 Sept
Cypress River Inn & Spa
A courtyard with a brick building, potted plants, and a well-lit outdoor area.
A lobby with a red carpet, two sofas with cushions, a large plant, and a fireplace.
A billiards room with a pool table, chairs, and a fireplace.
A building with large windows, outdoor seating, and a staircase.

9. The Ivy Hotel

The Ivy Hotel
Midtown
  • Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.
NZ$1,322
includes taxes & fees
10 Sept - 11 Sept
The Ivy Hotel
View all properties

Top Eastern Shore Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Nice property the children really enjoyed the amenities."
Wayne 3-night trip
Posted 7 hours ago
Grand Hotel Ocean City Oceanfront
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

8/10 Good
"Room was clean and staff were super helpful and friendly. Room was a bit small and bathroom was no bigger than closet, but it was stocked well. Biggest complaint was that housekeeping skipped our room every single day even though we were out of the room by 10 am. Instead we would get a call or text from the hotel later in the day asking if we needed anything. I appreciated them checking with us, but it would have been nicer to just have the room ready. Pool was decent, beach towels available poolside. Parking lot was not big enough for number of spaces especially when people had bike carriers or trailer hitches. Overall stay was great."
Paul 4-night trip
Posted 10 hours ago
Howard Johnson by Wyndham Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Princess Royal is like a resort property rather than a standard hotel. The rooms are like a condominium equiped with a refridgerator, a range and standard kitchen appliances. Princess Royal is great for family vacation. Whenever we decide to visit Ocean City, MD, we will definitely seek Princess Royal as our vacation stay."
Ronald 4-night trip
Posted 10 hours ago
Princess Royale Oceanfront Resort
Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"Staff was very professional and patient with my little girl ne."
Wandaa 2-night trip
Posted 11 hours ago
Ashore Oceanfront Hotel by Marriott
Castle in the Sand

Castle in the Sand

10/10 Excellent
"Loved the walk out suite right on the sand! It was so convenient to get to the beach, pool, and bar! Having a full kitchen was also really nice! We really love this hotel and can't wait to return!"
Amy 4-night trip
Posted 11 hours ago
Castle in the Sand
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

10/10 Excellent
"That was helpful. The room was very clean."
Tiffanie 2-night trip
Posted 12 hours ago
Princess Bayside Beach Hotel
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"Clean, convenient, no frills everything what we expected. I would stay again. Convenient to beach, restaurants and ample parking"
Timothy 2-night trip
Posted 15 hours ago
Bonita Beach Hotel

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