Find Hotels with a Pool in Eastern Shore, MD
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Check availability on Eastern Shore Hotels with a Pool
Tonight
Aug 13 - Aug 14Tomorrow
Aug 14 - Aug 15This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our 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 nightly
$94 total
Aug 19 - Aug 20
Total with taxes and fees
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.
$127 nightly
$141 total
Sep 1 - Sep 2
Total with taxes and fees
3. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
$116 nightly
$128 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$139 nightly
$153 total
Aug 16 - Aug 17
Total with taxes and fees
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.
$135 nightly
$149 total
Aug 23 - Aug 24
Total with taxes and fees
6. Quality Inn
Quality InnEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
$113 nightly
$124 total
Aug 16 - Aug 17
Total with taxes and fees
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.
$167 nightly
$185 total
Sep 8 - Sep 9
Total with taxes and fees
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.
$100 nightly
$111 total
Sep 7 - Sep 8
Total with taxes and fees
View all properties
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
$127 nightly
$141 total
Sep 1 - Sep 2
Total with taxes and fees
$85 nightly
$94 total
Aug 19 - Aug 20
Total with taxes and fees
$139 nightly
$153 total
Aug 16 - Aug 17
Total with taxes and fees
$116 nightly
$128 total
Sep 7 - Sep 8
Total with taxes and fees
$167 nightly
$185 total
Sep 8 - Sep 9
Total with taxes and fees
$135 nightly
$149 total
Aug 23 - Aug 24
Total with taxes and fees
$113 nightly
$124 total
Aug 16 - Aug 17
Total with taxes and fees
$123 nightly
$137 total
Aug 31 - Sep 1
Total with taxes and fees
$139 nightly
$153 total
Sep 13 - Sep 14
Total with taxes and fees
$247 nightly
$280 total
Aug 31 - Sep 1
Total with taxes and fees
4-star hotels with pools in Eastern Shore
$247 nightly
$280 total
Aug 31 - Sep 1
Total with taxes and fees
$239 nightly
$265 total
Aug 31 - Sep 1
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
$247 nightly
$276 total
Sep 7 - Sep 8
Total with taxes and fees
$267 nightly
$298 total
Sep 7 - Sep 8
Total with taxes and fees
$440 nightly
$484 total
Aug 19 - Aug 20
Total with taxes and fees
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
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!"
The Shore House
10/10 Excellent
"It’s Ocean City’s best kept secret. It’s affordable and clean. The bedding is comfortable and the property is safe."
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