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

Our top choices for Eastern Shore luxury hotels

Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (381 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
"The Inn at Perry Cabin is great for a romantic getaway. The staff pampers their guests in an attentive but un-intrusive way. The food service is excellence and the entire vibe is under stated elegance. "
United States
Edmond
The price is ₹57,051
₹62,756 total
includes taxes & fees
31 May - 1 Jun
Inn at Perry Cabin
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
"Just as one would expect with Hyatt hotel Great food, pool was really nice "
United States
Raymon
The price is ₹23,010
₹30,629 total
includes taxes & fees
10 May - 11 May
Hyatt Regency Chesapeake Bay
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (453 reviews)
"Great view of the Bay Bridge and the water."
United States
Robert
The price is ₹20,403
₹25,054 total
includes taxes & fees
10 May - 11 May
The Inn at Chesapeake Bay Beach Club
Exterior

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,347 reviews)
"I quickly pointed out that it was not a modification but what we drove 9 hours here for was the great room for a weekend of luxury."
United States
Becky
The price is ₹18,923
₹21,193 total
includes taxes & fees
10 May - 11 May
Hilton Ocean City Oceanfront Suites
In-room safe, desk, laptop workspace, blackout curtains

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,013 reviews)
"the view was gorgeous, restaurant on site was amazing "
United States
Ami
The price is ₹10,933
₹12,245 total
includes taxes & fees
11 May - 12 May
DoubleTree by Hilton Ocean City Oceanfront
Dock

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (161 reviews)
"Beautiful waters views. Host was very welcoming. Breakfast was great."
United States
Adrian
The price is ₹17,030
₹18,904 total
includes taxes & fees
10 May - 11 May
Marvel's on the Creek
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
"The luxurious bed and the heated bathroom floor added substantially to our lovely accommodations."
United States
Howard
The price is ₹41,639
₹45,803 total
includes taxes & fees
12 May - 13 May
The Oaks Waterfront
Apartment (2 Bedrooms) | Interior

Steps to Shore: Gem w/ Pool in Ocean City

Steps to Shore: Gem w/ Pool in Ocean City
4.0 star property
Midtown Ocean City
The price is ₹8,137
₹32,640 total
includes taxes & fees
10 May - 11 May
Steps to Shore: Gem w/ Pool in Ocean City
Courtyard

The Ivy Hotel

The Ivy Hotel
5.0 star property
Midtown
10.0 out of 10, Exceptional, (204 reviews)
  • cleanliness
    Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.
"Rooms were impeccably clean with unique decor and personal touches."
United States
Virginia
The price is ₹62,280
₹73,179 total
includes taxes & fees
8 May - 9 May
The Ivy Hotel
Lobby

Hotel Du Pont

Hotel Du Pont
4.5 star property
Downtown Wilmington
8.8 out of 10, Excellent, (658 reviews)
  • cleanliness
    Timeless elegance meets modern luxury in historic Wilmington, with on-site spa and refined dining options.
"The experience was wonderful. Beautiful room and helpful and friendly staff.We stayed here last eight years ago, and again it was a wonderful experience. With one exception. On our last visit, dinner and breakfast were truly exceptional, attentive staff and delicious food served in an atmosphere of quiet elegance. The staff are still wonderful and the food is exceptional. But now there is an extremely noisy bar with excessively loud music which made conversation very difficult."
United States
Stephen
The price is ₹57,517
₹63,268 total
includes taxes & fees
19 May - 20 May
Hotel Du Pont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Eastern Shore Hotel Reviews

Fenwick Inn

Fenwick Inn

10/10 Excellent
"The Fenwick Inn is a great hotel. The manager Madison is amazing. She is extremely helpful and professional. The entire staff at the Fenwick Inn are wonderful people. I highly recommend staying at the Fenwick Inn. The hotel is clean and the location is awesome. Walking distance to the beach shopping and restaurants "
Jennifer 1-night trip
Posted 12 hours ago
Fenwick Inn

Explore a world of travel with Expedia