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

Search Luxury Hotels in Eastern Shore

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Eastern Shore luxury hotels

A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by 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.
₹59,458
₹65,404 total
includes taxes & fees
8 Oct - 9 Oct
Inn at Perry Cabin
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with high ceilings, large windows, and modern chandeliers.

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
₹19,436
₹26,627 total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Regency Chesapeake Bay
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 residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
₹18,311
₹22,762 total
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club
A wooden dock with a bench and a wooden post with a light fixture.
A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
₹17,809
₹19,768 total
includes taxes & fees
28 Sept - 29 Sept
Marvel's on the Creek
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
A balcony with a round table and chairs, overlooking the beach and ocean.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.
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.

5. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
₹14,525
₹16,268 total
includes taxes & fees
18 Oct - 19 Oct
Hilton Ocean City Oceanfront Suites
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
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.
A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

6. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
₹9,343
₹10,464 total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton Ocean City Oceanfront
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

7. The Oaks Waterfront

The Oaks Waterfront
Easton
₹42,071
₹46,278 total
includes taxes & fees
27 Sept - 28 Sept
The Oaks Waterfront
A brick pathway leading to a pool area with a fence and potted plants.
A living room with a flat-screen TV on a wooden cabinet, a coffee machine on a shelf, and a door leading to another room.
A two-story house with a balcony, a covered porch, and a brick chimney.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a patterned rug.

8. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
₹19,929
₹22,320 total
includes taxes & fees
30 Sept - 1 Oct
Cypress River Inn & Spa
A spacious lobby with a grand chandelier, large arched windows, and a classic wooden reception desk.
The exterior of Le Cavalier at the Green Room, featuring a classic facade with arched windows and a prominent neon sign.
A bar area with a marble countertop, multiple shelves of liquor bottles, and two chandeliers.
A grand, marble staircase with ornate iron railings and a central handrail, leading to a door with a chandelier above.

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.
₹42,422
₹46,665 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Du Pont
A modern building with a bar area, outdoor seating, and a pool.
A hotel lobby with a reflective floor, a reception desk, and a large floral arrangement.
A modern dining area with a large table, chairs, and a view of a cityscape through large windows.
A spa room with cushioned seating, a glass door leading outside, and a ceiling light fixture.

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.
₹42,727
₹50,204 total
includes taxes & fees
25 Oct - 26 Oct
Four Seasons Hotel Baltimore
View all properties

Top Eastern Shore Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

8/10 Good
"Nice staff"
Mary Ellen 3-night trip
Posted 2 hours ago
Princess Royale Oceanfront Resort
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"I come stay here at least twice a year. Great staff great location great amenities for the area."
Herbert 3-night trip
Posted 9 hours ago
Crystal Beach Hotel
Fenwick Inn

Fenwick Inn

10/10 Excellent
"I did enjoy that the room was nice and cold when we checked other places you have to turn the air on. Other than that everything was amazing some staff members were a little bit off but you will always find 1-2 employees that you just don’t vibe well."
Jennifer 2-night trip
Posted 15 hours ago
Fenwick Inn
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"We only got one day of maid service in our room out of 8 days. Other than that...it was a decent value."
GUITAR STYLINGS 1-night trip
Posted 2 days ago
Plim Plaza Hotel
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 3 days ago
Comfort Inn Gold Coast

Explore a world of travel with Expedia