Find Luxury Hotels in Eastern Shore, MD

Start date: Check-in selected.
To Date
End date: Check-out

    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

Top Eastern Shore Luxury Hotels

Inn at Perry Cabin
5.0 star property
  • Ocean-view dining
  • Full-service spa
  • Poolside bar
  • Concierge services
9.6 out of 10, Exceptional, (368)
Surrounded by manicured grounds along the waterfront, this refined St. Michaels sanctuary delivers indulgence at every turn. Guests savor ocean-view dining, unwind with aromatherapy treatments at the full-service spa, and enjoy the outdoor pool with poolside bar.
The price is ¥58,942
¥71,319 total
includes taxes & fees
Nov 17 - Nov 18
Inn at Perry Cabin
Inn at 202 Dover
5.0 star property
  • Concierge services
10.0 out of 10, Exceptional, (14)
Spa indulgence defines this intimate 5-room luxury retreat in downtown Easton. Sumptuous Egyptian cotton sheets and pillowtop beds complement private bathrooms featuring jetted tubs and hydromassage showers. Savor dinner at Peacock Restaurant followed by drinks in the sophisticated bar.
Inn at 202 Dover
Lighthouse Club Hotel
3.0 star property
  • Near the beach
  • Concierge services
  • Adults-only
9.4 out of 10, Exceptional, (634)
Sophisticated relaxation defines this intimate waterfront sanctuary. Each of the 23 individually decorated rooms features premium Frette Italian sheets, private balconies, and plush bathrobes. Beyond accommodations, guests savor complimentary breakfast, spa services, and nightclub entertainment just steps from Ocean City Beach.
The price is ¥29,673
¥32,937 total
includes taxes & fees
Nov 2 - Nov 3
Lighthouse Club Hotel
The Edge at Fager's Island
3.5 star property
  • Near the beach
  • 24-hour gym
  • Concierge services
  • Adults-only
9.4 out of 10, Exceptional, (179)
Seasonal swimming meets nightlife at this bayside luxury retreat. Twelve individually decorated rooms feature private balconies, Italian Frette linens, and designer bathrooms with jetted soaking tubs. After watching the sunset over Isle of Wight Bay, guests savor American cuisine at the on-site restaurant.
The price is ¥37,388
¥41,501 total
includes taxes & fees
Nov 2 - Nov 3
The Edge at Fager's Island
Hilton Garden Inn Ocean City Oceanfront
3.0 star property
  • On the beach
  • Beachfront dining
  • Indoor pool
9.0 out of 10, Wonderful, (1069)
Waves crash just steps from this newly renovated oceanfront haven. Savor gourmet meals with stunning sea views at Solstice Bar & Grill, practice yoga on the beach, then retreat to a deluxe room featuring premium channels and elegant amenities.
The price is ¥10,195
¥11,317 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Ocean City Oceanfront
SeaLoft Oceanfront Hotel
2.5 star property
  • On the beach
  • Concierge services
8.6 out of 10, Excellent, (375)
Immerse yourself in oceanfront elegance at this freshly renovated coastal retreat. Designer bathrooms, spacious balconies with stunning sea views, and attentive multilingual staff create a seamlessly luxurious experience just steps from Ocean City Beach.
SeaLoft Oceanfront Hotel
Tidelands Caribbean Hotel and Suites
2.5 star property
  • On the beach
  • Poolside dining
  • Poolside bar
  • Concierge services
7.0 out of 10, Good, (1187)
Waves crash just steps from this beachfront haven boasting 2 sparkling outdoor pools with a dedicated poolside bar. Concierge services elevate every moment while comfortable rooms provide sanctuary after exploring the vibrant boardwalk scene right outside.
Tidelands Caribbean Hotel and Suites
Fenwick Inn
3.0 star property
  • Near the beach
  • Indoor pool
8.8 out of 10, Excellent, (2013)
Soak in stunning sunsets from the rooftop restaurant featuring excellent cuisine and bay vistas. Immaculate rooms provide comfort after days spent enjoying the heated indoor pool and relaxing hot tub. Family adventures await with an arcade room while pet owners appreciate beach-friendly accommodations.
Fenwick Inn
Coastal Palms Inn & Suites
3.0 star property
  • Near the beach
  • Concierge services
7.8 out of 10, Good, (1022)
Seafood delicacies await at The Crabcake Factory, located within this luxurious beachside resort. Private balconies, spacious accommodations, and attentive concierge services create a pampered atmosphere, all just 5 minutes from the pristine sands of Ocean City Beach.
Coastal Palms Inn & Suites
Best Western Plus Easton Inn & Suites
2.5 star property
  • Indoor pool
9.2 out of 10, Wonderful, (1008)
Lavish comfort defines every aspect of this premium Easton hotel. Guests relish spacious rooms with plush bedding while unwinding in the serene indoor pool and revitalizing fitness center. Professional staff deliver exceptional service, creating a sophisticated yet peaceful sanctuary.
The price is ¥18,108
¥19,919 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Plus Easton Inn & Suites
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

Explore a world of travel with Expedia