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
Sep 1 - Sep 2
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Sep 2 - Sep 3
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Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Eastern Shore luxury hotels

A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

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$20,527
NT$22,579 total
includes taxes & fees
Sep 2 - Sep 3
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 high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
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$7,222
NT$9,708 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Regency Chesapeake Bay
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NT$6,597
NT$8,128 total
includes taxes & fees
Sep 14 - Sep 15
The Inn at Chesapeake Bay Beach Club
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
A balcony with a round table and chairs, overlooking the beach and ocean.
A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

4. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
NT$6,494
NT$7,273 total
includes taxes & fees
Sep 30 - Oct 1
Hilton Ocean City Oceanfront Suites
A wooden dock with a bench and a wooden post with a light fixture.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.
A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

5. Marvel's on the Creek

Marvel's on the Creek
East New Market
NT$6,324
NT$7,019 total
includes taxes & fees
Sep 8 - Sep 9
Marvel's on the Creek
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

6. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
NT$5,429
NT$6,080 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Ocean City Oceanfront
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

7. The Oaks Waterfront

The Oaks Waterfront
Easton
NT$13,916
NT$15,307 total
includes taxes & fees
Sep 13 - Sep 14
The Oaks Waterfront
A brick pathway leading to a pool area with a fence and potted plants.
A dining room with a large wooden table, matching chairs, a chandelier, and a patterned rug.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a patterned rug.
A two-story house with a balcony, a covered porch, and a brick chimney.

8. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
NT$6,808
NT$7,625 total
includes taxes & fees
Sep 3 - Sep 4
Cypress River Inn & Spa
A modern hotel room with a large window, a balcony with a view of the city, a bathtub, and two beds.
A modern hotel room with a large window, a curved white sofa, and a view of the city.
A poolside area with lounge chairs, a person reading a book, and a cityscape in the background.
A rooftop lounge with reclining chairs, a dining table with a salad, and a view of a cityscape and water.

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$14,136
NT$16,610 total
includes taxes & fees
Sep 30 - Oct 1
Four Seasons Hotel Baltimore
A hot tub in a grassy area with a building in the background.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.

10. 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$12,564
NT$14,323 total
includes taxes & fees
Sep 2 - Sep 3
The Inn at Tacaro Estate
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Top Eastern Shore Hotel Reviews

Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"Barracuda was great"
Markedda 3-night trip
Posted less than an hour ago
Crystal Beach Hotel
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"The front desk staff was friendly and helpful. The room was well made, however, there was sand on the floors and balcony when we checked in. The location on the beach is great and the pool is very nice."
Thomas 2-night trip
Posted 2 hours ago
Grand Hotel Ocean City Oceanfront
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"The rooms are spacious for sure, The beach is literally across the street from this hotel. There are 2 pools at this hotel which is always great, The staff is kind and friendly. Parking is charged per day. The only downfall is that some of the rooms our outdated and need to be revamped as it gives it an off vibe. But overall good experience, great hotel, spacious rooms and close to everything on the boardwalk."
Shari 4-night trip
Posted 3 hours ago
Tidelands Caribbean Hotel and Suites
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"The rooms were stocked properly with enough amenities and towels. The room and bathroom were very clean and the housekeeping personnel were wonderful. The kitchen was very useful. The beds were quite bouncy and may have been Full instead of Queen, but overall the stay was fantastic for sure."
Sarah 2-night trip
Posted 5 hours ago
Quality Inn Oceanfront
Castle in the Sand

Castle in the Sand

10/10 Excellent
"We had a great time!"
Taylor 1-night trip
Posted 7 hours ago
Castle in the Sand
Fenwick Inn

Fenwick Inn

10/10 Excellent
"Breakfast wasn’t great, but we love staying there."
Kurt 2-night trip
Posted 19 hours ago
Fenwick Inn
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

10/10 Excellent
"My fiancé and I went for a quick getaway before school starts. The hotel was very clean and the beds were very comfortable. The balcony oceanview was perfect to watch the sunrise & the staff was very friendly and attentive. We were able to enjoy the pool, which was sizable and never too crowded. It was a convenient location, and felt like we access to everything we needed. Very relaxing and a good reset for my family."
Tamara 3-night trip
Posted 21 hours ago
Howard Johnson by Wyndham Ocean City Oceanfront
Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"Staff was friendly, room was clean and spacious but had very little electric outlets with minimal usb ports. Beach was very close and food was good."
Jeff 5-night trip
Posted 22 hours ago
Ashore Oceanfront Hotel by Marriott
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"."
Kaitlynn 2-night trip
Posted 1 day ago
Bonita Beach Hotel

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