Eastern Shore Hotel Guide - Hotels with Pool in Eastern Shore, Maryland
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21 Aug - 23 AugOur top choices for Eastern Shore hotels with a pool
1. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
€85
includes taxes & fees
31 Aug - 1 Sept
2. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
- Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
€122
includes taxes & fees
1 Sept - 2 Sept
3. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
€111
includes taxes & fees
7 Sept - 8 Sept
4. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
- Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
€132
includes taxes & fees
25 Aug - 26 Aug
5. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
- Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
€129
includes taxes & fees
30 Aug - 31 Aug
6. Quality Inn
Quality InnEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
€108
includes taxes & fees
25 Aug - 26 Aug
7. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
- Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
€161
includes taxes & fees
8 Sept - 9 Sept
8. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
- Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
€96
includes taxes & fees
8 Sept - 9 Sept
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Hotels with pools and free breakfast in Eastern Shore
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
€122
includes taxes & fees
1 Sept - 2 Sept
€132
includes taxes & fees
25 Aug - 26 Aug
€111
includes taxes & fees
7 Sept - 8 Sept
€161
includes taxes & fees
8 Sept - 9 Sept
€129
includes taxes & fees
30 Aug - 31 Aug
€119
includes taxes & fees
31 Aug - 1 Sept
€135
includes taxes & fees
13 Sept - 14 Sept
€243
includes taxes & fees
31 Aug - 1 Sept
4-star hotels with pools in Eastern Shore
€243
includes taxes & fees
31 Aug - 1 Sept
€230
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
€236
includes taxes & fees
7 Sept - 8 Sept
€261
includes taxes & fees
8 Sept - 9 Sept
€419
includes taxes & fees
8 Sept - 9 Sept
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.
View all propertiesTop Eastern Shore Hotel Reviews
Bonita Beach Hotel
10/10 Excellent
"perfect very happy"
Coastal Palms Inn & Suites
8/10 Good
"It’s fine. Don’t worry about the bad reviews. Yes the building is dated but it’s clean and the rooms are very spacious. The beds are comfortable. We didn’t need the pull out couch so I am not sure how that is. The included breakfast is a carb load event, but it’s “included “. Parking is free and there is plenty of parking spaces of various sizes in various locations around the property. Big spaces for big cars, spaces in the shade, spaces near your room… the pool is small but it’s there with plenty of chairs and plenty of towels. Short walk to the beach. Great location for food and shopping, everything you want is within the short distance. Overall, 4 stars out of 5. Worth the price in my opinion"
Francis Scott Key Family Resort
10/10 Excellent
"This is our third year going there. We love that it’s kid oriented and the adults also have fun ."
Princess Royale Oceanfront Resort
8/10 Good
"Good hotel for a family, the layout is confusing at first. Lobby is on first floor but you have to take elevator to 2nd floor to get to pool level, then take stairs down to get to beach. We stayed in the condos and it was great for a family. Only complaint is not sponge for dishes, no brooms to sweep up sand. They don’t do daily room service so you have to call to ask for things. They we"
Howard Johnson by Wyndham Ocean City Oceanfront
8/10 Good
"The hotel staff were very friendly and pleasant. However, upon entering the room, I discovered the air conditioning unit was leaking and requested a repair. A repairman arrived shortly after, but while he was working on it, water from the unit gushed from the ceiling—right behind the unit and near the bathroom—and spilled onto the floor. The repairman immediately called for housekeeping, and the mess was cleaned up thoroughly; they also provided extra towels. While I appreciated the front desk's quick response and the efficient handling of the situation, I wish the unit had been checked beforehand to avoid the inconvenience. One other issue was the coffee pot; it still had stubborn, old coffee stains inside from a previous use that hadn't been cleaned off. Aside from these points, everything else was great."
Grand Hotel Ocean City Oceanfront
8/10 Good
"There is no complimentary breakfast at thsi hotel"
Ashore Oceanfront Hotel by Marriott
10/10 Excellent
"The hotel itself was amazing, however, the parking fees were not. It is unfortunate that parking fees are not included with the hotel stay."
Carousel Resort Hotel & Condominiums
8/10 Good
"Hotel amenities were ok, lagging wifi, it is a family friendly place to stay. However there was continuous smell of people vaping and or smoking on the on the adjacent balconies. Hotel needs to do a better job at enforcing smoke free environment."
Castle in the Sand
10/10 Excellent
"Great view, close to the beach. Would stay again!"
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