Find 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
  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Luxury Hotels

This weekend
Next weekend

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, (379 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is S$804
includes taxes & fees
23 Apr - 24 Apr
Inn at Perry Cabin

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
The price is S$380
includes taxes & fees
27 Apr - 28 Apr
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, (446 reviews)
The price is S$296
includes taxes & fees
12 Apr - 13 Apr
The Inn at Chesapeake Bay Beach Club

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,346 reviews)
The price is S$212
includes taxes & fees
20 Apr - 21 Apr
Hilton Ocean City Oceanfront Suites

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)
The price is S$258
includes taxes & fees
13 Apr - 14 Apr
Marvel's on the Creek

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, (1,002 reviews)
The price is S$121
includes taxes & fees
12 Apr - 13 Apr
DoubleTree by Hilton Ocean City Oceanfront

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
The price is S$619
includes taxes & fees
9 Apr - 10 Apr
The Oaks Waterfront

The Ivy Hotel

The Ivy Hotel
5.0 star property
Midtown
10.0 out of 10, Exceptional, (201 reviews)
  • cleanliness
    Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.
The price is S$989
includes taxes & fees
9 Apr - 10 Apr
The Ivy Hotel

Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
5.0 star property
Ridge
9.8 out of 10, Exceptional, (32 reviews)
  • cleanliness
    Seaside luxury unfolds at this Maryland inn with a private beach, kayaking, and champagne service.
The price is S$798
includes taxes & fees
9 Apr - 10 Apr
Swanendele Inn at St. Mary's Maryland

Hotel Du Pont

Hotel Du Pont
4.5 star property
Downtown Wilmington
8.8 out of 10, Excellent, (657 reviews)
  • cleanliness
    Timeless elegance meets modern luxury in historic Wilmington, with on-site spa and refined dining options.
The price is S$699
includes taxes & fees
10 Apr - 11 Apr
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

Eastern Shore, with its charming coastal towns and stunning landscapes, offers a wealth of experiences for discerning travellers seeking luxury. Begin your exploration in St. Michaels, where you can indulge in a private yacht charter on the tranquil Miles River, allowing you to soak in the picturesque views and perhaps spot some local wildlife. Next, head to the historic town of Easton, known for its vibrant arts scene; visit the Academy Art Museum and attend exclusive gallery openings while enjoying fine dining at one of the town's upscale restaurants. For a taste of nature, the Blackwater National Wildlife Refuge offers guided eco-tours, where you can witness the majestic bald eagles and serene marshlands in a luxury 4x4 vehicle. Don't miss the chance to unwind at one of the exquisite spas in Oxford, where bespoke treatments await you, tailored to rejuvenate and pamper. Finally, consider basing yourself in the opulent inns and boutique hotels found in these charming towns, where attentive service and elegant accommodation create a truly memorable stay. With easy access to all these experiences, the Eastern Shore promises both adventure and relaxation, making it a perfect getaway for the quality seeker.

Top Eastern Shore Hotel Reviews

Explore a world of travel with Expedia