Find Hotels with a Pool in Eastern Shore, MD
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Check availability on Eastern Shore Hotels with a Pool
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Sep 19 - Sep 20Tomorrow
Sep 20 - Sep 21Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our top choices for Eastern Shore hotels with a pool
1. 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.
$111 nightly
$123 total
Oct 18 - Oct 19
Total with taxes and fees
2. Baymont by Wyndham Easton
Baymont by Wyndham EastonEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
$98 nightly
$108 total
Sep 27 - Sep 28
Total with taxes and fees
3. 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.
$152 nightly
$169 total
Oct 4 - Oct 5
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.
$129 nightly
$142 total
Sep 27 - Sep 28
Total with taxes and fees
5. Princess Royale Oceanfront Resort
Princess Royale Oceanfront ResortNorth Ocean City
- Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.
$108 nightly
$119 total
Oct 18 - Oct 19
Total with taxes and fees
6. 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.
7. Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City OceanfrontDowntown Ocean City
- Float in indoor or outdoor pools with oceanfront views in this beach retreat.
$94 nightly
$106 total
Oct 14 - Oct 15
Total with taxes and fees
8. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
$118 nightly
$131 total
Oct 11 - Oct 12
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
$111 nightly
$123 total
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Hampton Inn & Suites Ocean City/Bayfront-Convention CenterMidtown Ocean City
$73 nightly
$82 total
Oct 4 - Oct 5
Total with taxes and fees
$82 nightly
$92 total
Sep 20 - Sep 21
Total with taxes and fees
$98 nightly
$108 total
Sep 27 - Sep 28
Total with taxes and fees
$152 nightly
$169 total
Oct 4 - Oct 5
Total with taxes and fees
$89 nightly
$98 total
Oct 20 - Oct 21
Total with taxes and fees
$101 nightly
$113 total
Oct 13 - Oct 14
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
$98 nightly
$109 total
Oct 12 - Oct 13
Total with taxes and fees
$118 nightly
$131 total
Oct 11 - Oct 12
Total with taxes and fees
Gateway Hotel & Suites Ocean City, an Ascend Collection Hotel
Gateway Hotel & Suites Ocean City, an Ascend Collection HotelDowntown Ocean City
$90 nightly
$101 total
Sep 20 - Sep 21
Total with taxes and fees
4-star hotels with pools in Eastern Shore
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
$98 nightly
$109 total
Oct 12 - Oct 13
Total with taxes and fees
$260 nightly
$295 total
Oct 13 - Oct 14
Total with taxes and fees
$214 nightly
$238 total
Oct 19 - Oct 20
Total with taxes and fees
$152 nightly
$170 total
Oct 18 - Oct 19
Total with taxes and fees
$489 nightly
$538 total
Sep 23 - Sep 24
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
Tidelands Caribbean Hotel and Suites
10/10 Excellent
"As always this is a good place to stay if you just want to get away. The rooms are very large."
Holiday Inn & Suites Ocean City by IHG
8/10 Good
"Bryan is the best go visit Ava in the restaurant and a room with the jetted hot tub is a must"
Princess Royale Oceanfront Resort
10/10 Excellent
"This resort is amazing for the price, I’ll be staying here every time I visit"
Plim Plaza Hotel
8/10 Good
"They have a really big pool and a really friendly staff"
Princess Bayside Beach Hotel
8/10 Good
"Cons: The wifi didn't work during my stay, and there were a few ants in the room. I have carpal tunnel and had trouble opening the door. Pros: Those things aside, I love the private beach. The staff was very kind, and the hotel has plenty of parking. The room was very clean and the hotel itself smells great! They have an indoor pool, but I didn't use it. It was very lovely though. Location is another plus. You are very close to both beaches, restaurants and shopping. Overall: I really did enjoy my stay, and I would book here again."
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"We had a great visit. The staff was attentive to any needs we might have. The room was clean and comfortable. We will definitely return fir our future visits to OCMD."
Crystal Beach Hotel
10/10 Excellent
"Very happy with this hotel.Everything was so very clean!"
Castle in the Sand
8/10 Good
"Nice hotel great patio and bar."
Francis Scott Key Family Resort
10/10 Excellent
"Franics Scott Resort was very nice and the rooms were clean. Had a fun time playing miniature golf that was on the resort. The staff were friendly and our housekeeper was very nice too. I would stay there again. Thank you for a wonderful stay"
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