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 20 - Sep 21Tomorrow
Sep 21 - Sep 22Next 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.
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.
3. 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.
4. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
5. Princess Royale Oceanfront Resort
Princess Royale Oceanfront ResortNorth Ocean City
- Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.
S/ 362 nightly
S/ 399 total
Oct 18 - Oct 19
Total with taxes and fees
6. Fenwick Inn
Fenwick InnNorth Ocean City
- Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
S/ 277 nightly
S/ 310 total
Sep 22 - Sep 23
Total with taxes and fees
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.
8. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
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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
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Hampton Inn & Suites Ocean City/Bayfront-Convention CenterMidtown Ocean City
S/ 245 nightly
S/ 275 total
Oct 4 - Oct 5
Total with taxes and fees
S/ 277 nightly
S/ 310 total
Sep 22 - Sep 23
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
S/ 328 nightly
S/ 367 total
Oct 12 - Oct 13
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
4-star hotels with pools in Eastern Shore
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
S/ 328 nightly
S/ 367 total
Oct 12 - Oct 13
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
Princess Royale Oceanfront Resort
10/10 Excellent
"Our stay was amazing. The rooms were beautiful and clean. Everyone of the staff were helpful and professional. Hope to make a vacation spot next also."
Crystal Beach Hotel
8/10 Good
"Very good dog friendly hotel!"
Grand Hotel Ocean City Oceanfront
10/10 Excellent
"Great place can't wait to return"
Fenwick Inn
8/10 Good
"The room had plenty of space and all that we needed. The air conditioning was great and the showers were nice and hot. This was the 2nd time stay at The Fenwick Inn and we will stay there again next time we travel there."
Castle in the Sand
10/10 Excellent
"Thea best experience"
Carousel Resort Hotel & Condominiums
10/10 Excellent
"Very cleanisly environment for everyone and friendly"
The Shore House
8/10 Good
"The staff I met were excellent."
Quality Inn Oceanfront
10/10 Excellent
"Our room was off the atrium and it was very nice. My husband and I went to the beach for a day and this was a last minute trip. We really enjoyed our stay, it was convenient to everything. We will probably be back! Staff was very friendly."
Tidelands Caribbean Hotel and Suites
8/10 Good
"We had a great stay at the Tidelands. I love the location and I didn't think it was overpriced"
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