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

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Check availability on Eastern Shore Luxury Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Eastern Shore luxury hotels

A room with a view of a wooden deck and a gazebo by the water.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

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.
NT$16,345
NT$17,979 total
includes taxes & fees
Oct 26 - Oct 27
Inn at Perry Cabin
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A marina with boats docked, a sandy beach, and a clear blue sky.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
NT$6,085
NT$8,427 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Regency Chesapeake Bay
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
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.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NT$6,093
NT$7,574 total
includes taxes & fees
Oct 19 - Oct 20
The Inn at Chesapeake Bay Beach Club
A wooden dock with a bench and a wooden post with a light fixture.
A wooden dock leading to a house with a lawn and a pond.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
NT$6,372
NT$7,073 total
includes taxes & fees
Oct 6 - Oct 7
Marvel's on the Creek
A modern living room with a large window overlooking the sea, a sofa, a fireplace, and a flat-screen TV mounted on the wall.
A modern bathroom with a large bathtub, a white sink, and a view of the sea through large windows.
A modern living room with a large sofa, a coffee table, and a TV. There are large windows with a view of the water and a balcony.
A spacious room with a large window overlooking a body of water, a built-in fireplace, and a cozy seating area.

5. The Edge at Fager's Island

The Edge at Fager's Island
Midtown Ocean City
  • Seaside luxury awaits at this adults-only hotel, offering spectacular bay sunset views and indulgent jetted tubs in each intimate room.
NT$8,698
NT$9,742 total
includes taxes & fees
Nov 1 - Nov 2
The Edge at Fager's Island
A brick pathway leading to a pool area with a fence and potted plants.
A two-story house with a balcony, a covered porch, and a brick chimney.
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 dining room with a large wooden table, matching chairs, a chandelier, and a patterned rug.

6. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
NT$6,848
NT$7,669 total
includes taxes & fees
Oct 6 - Oct 7
Cypress River Inn & Spa
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.
A spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.
A restaurant with large windows offering a view of the sea. Tables are set with white tablecloths and wooden chairs.
A rocking chair on a wooden deck with a view of the ocean and a sunset.

7. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
  • Luxury coastal retreat with frette italian sheets, nightclub, and spa services near ocean city beach.
NT$6,213
NT$6,958 total
includes taxes & fees
Oct 12 - Oct 13
Lighthouse Club Hotel
A hot tub in a grassy area with a building in the background.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.
A pool with two Adirondack chairs and a basket of items on the grass.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.

8. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
NT$11,146
NT$12,706 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate
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 spa room with cushioned seating, a glass door leading outside, and a ceiling light fixture.
A modern dining area with a large table, chairs, and a view of a cityscape through large windows.

9. 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 Harbor East.
NT$13,541
NT$15,911 total
includes taxes & fees
Nov 3 - Nov 4
Four Seasons Hotel Baltimore
A historic building with a prominent facade, large arched windows, and a central entrance.
A waterfront hotel with a pool, outdoor seating, and a view of the cityscape.
A restaurant interior with brick walls, wooden tables, and hanging pendant lights.
A modern lounge area with round tables, cushioned chairs, and a large floral painting on the wall.

10. Pendry Baltimore

Pendry Baltimore
Fells Point
  • Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
NT$11,534
NT$14,863 total
includes taxes & fees
Nov 3 - Nov 4
Pendry Baltimore
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Top Eastern Shore Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"We had a great stay at the Grand Hotel while in Ocean City. The place was very clean and smelled good as soon as you walked in the door. Most of the staff was friendly and knowledgeable. Our room was spotless, even the bathroom. We definitely plan to stay here when we visit OC again."
Kim and Alan 3-night trip
Posted 1 hour ago
Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

8/10 Good
"The room was spacious and clean but for the price, the amenities were just okay. The pool is weirdly situated inside a gate next to an arcade that I'm guessing no one uses. Not a lot of space to sit near the poolside bar."
Tiffany 2-night trip
Posted 2 hours ago
Princess Royale Oceanfront Resort
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

10/10 Excellent
"Clean room"
Ryan 2-night trip
Posted 3 hours ago
Princess Bayside Beach Hotel
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"Great stay, love that they have entertainment and everything you need right there and it was just steps from the country calling music festival."
Nina 3-night trip
Posted 3 hours ago
Plim Plaza Hotel
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

10/10 Excellent
"Room was clean and staff was great."
Dawn 3-night trip
Posted 8 hours ago
Tidelands Caribbean Hotel and Suites
Castle in the Sand

Castle in the Sand

8/10 Good
"The rooms were clean but lacked stuff to do dishes with and coffee"
Jessica 3-night trip
Posted 9 hours ago
Castle in the Sand
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"Rooms are decent. Beds are so uncomfortable though, we could barely sleep. My AC didn’t work either. Pool and hot tub area could use a good cleaning and upgrades. Hot tub doesn’t get up to appropriate temperature. Staff were very helpful though.coffee at the Bistro was excellent as well!"
Katie 3-night trip
Posted 9 hours ago
Carousel Resort Hotel & Condominiums
The Shore House

The Shore House

8/10 Good
"Quick one night stay before checking into our boardwalk hotel for the week. Clean small room with everything needed for one night. Easy check in and friendly staff. Would recommend for sure!"
Bree 1-night trip
Posted 13 hours ago
The Shore House
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"The room was clean and comfortable. The staff was friendly and helpful. The view was excellent. The property is somewhat dated and could use updated."
Carol 1-night trip
Posted 1 day ago
Quality Inn Oceanfront

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