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.
₩126,264
₩138,890 total
includes taxes & fees
Aug 31 - Sep 1
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.
₩178,983
₩198,671 total
includes taxes & fees
Sep 14 - Sep 15
3. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
₩163,944
₩181,978 total
includes taxes & fees
Sep 2 - Sep 3
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.
₩196,977
₩216,675 total
includes taxes & fees
Aug 16 - Aug 17
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.
₩191,521
₩210,672 total
includes taxes & fees
Sep 3 - Sep 4
6. Quality Inn
Quality InnEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
₩160,203
₩176,223 total
includes taxes & fees
Aug 16 - Aug 17
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.
₩236,656
₩262,688 total
includes taxes & fees
Sep 8 - Sep 9
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.
₩141,710
₩157,299 total
includes taxes & fees
Sep 2 - Sep 3
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
₩178,983
₩198,671 total
includes taxes & fees
Sep 14 - Sep 15
₩126,264
₩138,890 total
includes taxes & fees
Aug 31 - Sep 1
₩196,977
₩216,675 total
includes taxes & fees
Aug 16 - Aug 17
₩163,944
₩181,978 total
includes taxes & fees
Sep 2 - Sep 3
₩236,656
₩262,688 total
includes taxes & fees
Sep 8 - Sep 9
₩191,521
₩210,672 total
includes taxes & fees
Sep 3 - Sep 4
₩174,658
₩193,870 total
includes taxes & fees
Aug 31 - Sep 1
₩197,336
₩217,081 total
includes taxes & fees
Sep 13 - Sep 14
₩290,506
₩397,321 total
includes taxes & fees
Aug 31 - Sep 1
4-star hotels with pools in Eastern Shore
₩290,506
₩397,321 total
includes taxes & fees
Aug 31 - Sep 1
₩305,594
₩375,260 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
₩349,769
₩391,743 total
includes taxes & fees
Sep 7 - Sep 8
₩377,657
₩422,977 total
includes taxes & fees
Sep 7 - Sep 8
₩623,666
₩686,033 total
includes taxes & fees
Aug 16 - Aug 17
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
Castle in the Sand
8/10 Good
"Oceanfront room with balcony nice. Pool was large but a bit crowded. Folks had to migrate from the beach to the pool due to the historic jellyfish invasion."
Princess Royale Oceanfront Resort
8/10 Good
"Balcony nice Suite spacious Bathroom too right A/c vent right over the bed. Not a good idea. Bathroom can only light with crazy loud exhaust bad idea All in all a good few days"
Howard Johnson by Wyndham Ocean City Oceanfront
10/10 Excellent
"Clean rooms and friendly staff."
Fenwick Inn
8/10 Good
"Rooms looked amazing with the new renovations but the WiFi was horrible in the room"
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"The room was very clean. The staff was Amazing, very helpful. We will be back!!"
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 ."
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."