Find Luxury Hotels in Eastern Shore, MD

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Check availability on Eastern Shore Luxury Hotels

Our top choices for Eastern Shore luxury hotels

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (390 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is ¥106,833
¥117,516 total
includes taxes & fees
Jul 1 - Jul 2
Inn at Perry Cabin

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,354 reviews)
The price is ¥70,470
¥78,926 total
includes taxes & fees
Jun 17 - Jun 18
Hilton Ocean City Oceanfront Suites

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
The price is ¥55,021
¥70,101 total
includes taxes & fees
Jun 16 - Jun 17
Hyatt Regency Chesapeake Bay

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, (457 reviews)
The price is ¥36,190
¥44,252 total
includes taxes & fees
Jun 15 - Jun 16
The Inn at Chesapeake Bay Beach Club

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, (1,000 reviews)
The price is ¥50,439
¥56,491 total
includes taxes & fees
Jun 16 - Jun 17
DoubleTree by Hilton Ocean City Oceanfront

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (166 reviews)
The price is ¥29,149
¥32,355 total
includes taxes & fees
Jun 18 - Jun 19
Marvel's on the Creek

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
The price is ¥70,486
¥77,535 total
includes taxes & fees
Jun 21 - Jun 22
The Oaks Waterfront

Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome
4.0 star property
North Ocean City
9.0 out of 10, Wonderful, (2 reviews)
Deck w/ Canal Access: Ocean City Townhome

The Ivy Hotel

The Ivy Hotel
5.0 star property
Midtown
10.0 out of 10, Exceptional, (207 reviews)
  • cleanliness
    Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.
The price is ¥111,156
¥130,608 total
includes taxes & fees
Jun 17 - Jun 18
The Ivy Hotel

Hotel Du Pont

Hotel Du Pont
4.5 star property
Downtown Wilmington
8.8 out of 10, Excellent, (659 reviews)
  • cleanliness
    Timeless elegance meets modern luxury in historic Wilmington, with on-site spa and refined dining options.
The price is ¥72,642
¥79,906 total
includes taxes & fees
Jul 4 - Jul 5
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.

Find out more about Eastern Shore

Eastern Shoreand its attractions for luxury travelers

Luxury travelers seeking an exquisite getaway on the Eastern Shore will find a paradise of experiences that cater to their refined tastes. Start your journey in Easton, where you can explore the historic Avalon Theatre, known for its stunning architecture and vibrant performing arts scene. After taking in a show, indulge in a wine tasting at the nearby Eastern Shore Wine Trail, which boasts charming wineries that feature tastings paired with gourmet bites. For nature lovers, the serene landscapes of the Blackwater National Wildlife Refuge offer opportunities for guided birdwatching tours, where you can spot majestic eagles and migratory birds in their natural habitat. Head to St. Michaels, a picturesque waterfront town, to enjoy upscale dining at The Crab Claw, famous for its fresh seafood and waterfront views. Finally, unwind at the luxurious resorts along the Chesapeake Bay, such as the Inn at Perry Cabin, where you can enjoy personalized spa treatments, fine dining, and stunning views of the water. The combination of rich culture, natural beauty, and luxurious accommodations makes the Eastern Shore a delightful escape for those who appreciate the finer things in life.

Top Eastern Shore Hotel Reviews

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