
Find Luxury Hotels in Eastern Shore, MD
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Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Eastern Shore luxury hotels




1. Inn at Perry Cabin
Inn at Perry CabinDowntown 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




2. Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake BayCambridge
- 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
NT$6,597
NT$8,128 total
includes taxes & fees
Sep 14 - Sep 15
NT$6,494
NT$7,273 total
includes taxes & fees
Sep 30 - Oct 1
NT$6,324
NT$7,019 total
includes taxes & fees
Sep 8 - Sep 9




6. DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
NT$5,429
NT$6,080 total
includes taxes & fees
Sep 7 - Sep 8
NT$13,916
NT$15,307 total
includes taxes & fees
Sep 13 - Sep 14
NT$6,808
NT$7,625 total
includes taxes & fees
Sep 3 - Sep 4
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Top Eastern Shore Hotel Reviews
Crystal Beach Hotel
8/10 Good
"Barracuda was great"
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."
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 The only downfall is that some of the rooms our outdated and need to be revamped as it gives it an off vibe.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."
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."
Castle in the Sand
10/10 Excellent
"We had a great time!"
Fenwick Inn
10/10 Excellent
"Breakfast wasn’t great, but we love staying there."
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."
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."
Bonita Beach Hotel
10/10 Excellent
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