
Hotels with Swimming Pool in Eastern Shore, Maryland
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Check availability on Eastern Shore Hotels with Swimming Pool
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Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Our 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.
P7,456
P8,276 total
includes taxes & fees
Oct 5 - Oct 6




2. 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.
P8,083
P8,891 total
includes taxes & fees
Sep 27 - Sep 28




3. Park Place Hotel
Park Place HotelDowntown Ocean City
- Relax at the oceanfront seasonal pool with loungers and umbrellas, just steps from the boardwalk for a perfect beach getaway.
P3,781
P6,109 total
includes taxes & fees
Sep 29 - Sep 30




4. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
P5,908
P6,499 total
includes taxes & fees
Sep 15 - Sep 16




5. 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.
P9,524
P10,571 total
includes taxes & fees
Oct 4 - Oct 5




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.
P8,468
P9,315 total
includes taxes & fees
Sep 13 - Sep 14




7. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
P7,222
P8,016 total
includes taxes & fees
Sep 28 - Sep 29




8. 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.
P5,345
P5,987 total
includes taxes & fees
Oct 5 - Oct 6
View all properties
Hotels with pools and free breakfast in Eastern Shore
P9,941
P10,935 total
includes taxes & fees
Sep 20 - Sep 21
P8,083
P8,891 total
includes taxes & fees
Sep 27 - Sep 28
P8,468
P9,315 total
includes taxes & fees
Sep 13 - Sep 14
P7,639
P8,555 total
includes taxes & fees
Oct 4 - Oct 5
P7,387
P8,273 total
includes taxes & fees
Sep 10 - Sep 11
P9,524
P10,571 total
includes taxes & fees
Oct 4 - Oct 5
P7,222
P8,016 total
includes taxes & fees
Sep 28 - Sep 29




Country Inn & Suites by Radisson, Salisbury, MD
Country Inn & Suites by Radisson, Salisbury, MDSalisbury
P5,272
P5,905 total
includes taxes & fees
Sep 13 - Sep 14
P7,316
P8,193 total
includes taxes & fees
Sep 14 - Sep 15
P4,455
P5,926 total
includes taxes & fees
Sep 21 - Sep 22
4-star hotels with pools in Eastern Shore
P14,473
P19,416 total
includes taxes & fees
Sep 29 - Sep 30
P9,762
P10,933 total
includes taxes & fees
Oct 6 - Oct 7
P27,515
P30,267 total
includes taxes & fees
Sep 9 - Sep 10
P11,983
P14,895 total
includes taxes & fees
Sep 8 - Sep 9




DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
P6,628
P7,423 total
includes taxes & fees
Oct 5 - Oct 6
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
Plim Plaza Hotel
8/10 Good
"Todo estuvo bien"
Princess Royale Oceanfront Resort
10/10 Excellent
"Clean room, friendly staff, beautiful views. Will come again with the entire family ."
Princess Bayside Beach Hotel
8/10 Good
"We stayed in a bayfront balcony room, and the view was absolutely amazing. The small private beach on the bay was a wonderful bonus and a great place to relax. We also really enjoyed the rooftop pool, which offered stunning bay views as well. The room itself was comfortable, although a bit dated. That said, it certainly wasn't anything that would keep us from returning. If you're looking for a very quiet retreat, however, this may not be the best fit. We found the air conditioning unit to be quite loud, and noise traveled easily throughout the building. Room doors tended to slam, the elevator's chime could be heard frequently, and hallway conversations and footsteps were surprisingly noticeable from inside the room. While those are important things to mention, they didn't detract significantly from our overall experience. The incredible view, convenient bay access, and private beach more than made up for the noise. We thoroughly enjoyed our stay and would definitely come back."
Quality Inn Oceanfront
10/10 Excellent
"The phone didn't work in the room. We reported it was told someone would respond. They didn't, we tokd the desk no one responded. We got an apology and promised followup. Nothing never happened - we have up. The indoor hot tub incredibly small."
Castle in the Sand
10/10 Excellent
"Perfect end of summer trip with the family. The 2 bedroom condo was perfect plenty of room and great ocean views. Kids loved the pool and easy access to the beach. Would definitely stay there again."
Crystal Beach Hotel
10/10 Excellent
"This was a very nice property, extremely close to the beach, and surrounded by lots of places to eat within walking distance!"
Days Inn by Wyndham Ocean City Oceanfront
10/10 Excellent
"Days Inn by Wyndham Ocean City offers incredible oceanfront views and easy access to the beach. The room is clean & has fridge & microwave - necessary appliances we asked for. The staff is nice, friendly & very helpful. Highly recommended!!"
Fenwick Inn
10/10 Excellent
"Great"












































