Find Luxury Hotels in Eastern Shore, MD

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Top Eastern Shore Luxury Hotels

Princess Anne Book Lovers Inn
4 out of 5
Princess Anne, Princess Anne, MD
The price is $149 per night from Dec 10 to Dec 10
Indulge in a luxury vacation in Princess Anne. Popular amenities include a terrace and a garden.
5/5 Exceptional! (11 reviews)
"This was a great place to stay for a mini weekend getaway. Not too far from the beaches and other activities. It was nice to have a quiet, comfortable place to come back to. Breakfast in the morning was a plus. Heidi, the owner, was very thoughtful and communication was easy. I would definitely come ..."

Reviewed on Aug 5, 2021

Princess Anne Book Lovers Inn
The Oaks Waterfront Inn
4 out of 5
25876 Royal Oak Road, Royal Oak, Easton, MD
Enjoy some luxurious lodging at The Oaks Waterfront Inn, where you'll find flat-screen TVs, plush bedding, and more. Popular amenities include an outdoor pool, ...
4.8/5 Exceptional! (26 reviews)
"The absolute best. Beautiful surroundings, a room facing the water. The small town home atmosphere with seafood and other restaurants on the waterfront. The staff were friendly, helpful and accommodating. I will definitely visit again. I even told my friends!"

Reviewed on Sep 6, 2019

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The Oaks Waterfront Inn
The Inn at Chesapeake Bay Beach Club
4 out of 5
180 Pier One Road, Stevensville, MD
Fully refundableReserve now, pay when you stay
The price is $175 per night from Dec 16 to Dec 16
Enjoy a luxurious stay at The Inn at Chesapeake Bay Beach Club, where you'll find pillowtop beds, Frette Italian sheets, and more. Popular amenities include ...
4.7/5 Exceptional! (279 reviews)
"Beautiful property. Excellent on-site dining"

Reviewed on Nov 11, 2021

The Inn at Chesapeake Bay Beach Club
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DoubleTree by Hilton Ocean City Oceanfront
4 out of 5
3301 Atlantic Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is $76 per night from Dec 6 to Dec 6
DoubleTree by Hilton Ocean City Oceanfront is one of the Ocean City luxury 4-star beach hotels where you can treat yourself to deep soaking bathtubs and flat-screen ...
4.3/5 Excellent! (539 reviews)
"Nothing unique, but it was nice to be able to walk to many places that we like to go to."

Reviewed on Nov 15, 2021

DoubleTree by Hilton Ocean City Oceanfront
Hilton Ocean City Oceanfront Suites
4 out of 5
3200 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is $116 per night from Dec 2 to Dec 2
Treat yourself to a luxury stay at Hilton Ocean City Oceanfront Suites, where you'll find jetted bathtubs and pillowtop beds. Deluxe amenities at this hotel ...
4.3/5 Excellent! (1,244 reviews)
"second time staying here. very nice and comfortable."

Reviewed on Nov 28, 2021

Hilton Ocean City Oceanfront Suites
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
The price is $195 per night from Dec 1 to Dec 1
Hyatt Regency Chesapeake Bay is a luxury 4-star beach resort in Cambridge where you can treat yourself to pillowtop beds, Egyptian cotton sheets, and more. The ...
4.3/5 Excellent! (841 reviews)
"we loved everything about our stay. We were surprised that the outdoor pool area was still open in October. we lucked out with beautiful weather and i was so nice to be able to swim and relax outside. I prefer this time of year to go because a lot less crowded but all amenities still available to ..."

Reviewed on Oct 5, 2021

Hyatt Regency Chesapeake Bay
The Marylander Condo & Hotel
4 out of 5
6 127th St, Ocean City, MD
Indulge in a luxury vacation at this condo.
3.9/5 Good! (27 reviews)
"Had a very pleasant stay at this unit. Unit was very clean, spacious, balcony offered ocean views. This unit did provide the towels and linens. However, the bathroom could use an update, being picky but the shower could definitely have more water pressure and the sleeper sofa mattress was quite uncomfortable. ..."

Reviewed on Jul 16, 2021

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The Marylander Condo & Hotel
Braemar 503N 2 Br condo by RedAwning
4 out of 5
13110 Coastal Highway, Unit #503N, Ocean City, MD
Pamper yourself with a luxury vacation at this condo. Popular amenities include an outdoor tennis court, an outdoor pool, and a fitness center.
1/5 (1 review)
If you are fine with very large extra charges for
"Additional multiple hidden charges ruined the weekend."

Reviewed on May 31, 2017

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Braemar 503N 2 Br condo by RedAwning
Exceptional Vacation In Ocean City 6 Bedroom Home
4 out of 5
509 Philadelphia Ave, Ocean City, MD
Indulge in a luxury vacation in Ocean City. Popular amenities at this deluxe property include an outdoor tennis court and a garden.
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Exceptional Vacation In Ocean City 6 Bedroom Home
Contemporary Beach Pool & Private Balcony 4 Bedroom Condo
4 out of 5
401 6th Street, Ocean City, MD
Pamper yourself with a luxury vacation in Ocean City.
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Contemporary Beach Pool & Private Balcony 4 Bedroom Condo
Duplex Apartment
4 out of 5
3100 Windjammer Ln, Ocean City, MD
Visit Duplex Apartment for a relaxing stay in Ocean City.
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Duplex Apartment
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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.

Top 5 star hotels in Eastern Shore

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.

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