Eastern Shore Hotels with Swimming Pool
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21 Sept - 22 SeptTomorrow
22 Sept - 23 SeptThis weekend
25 Sept - 27 SeptNext weekend
2 Oct - 4 OctOur 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.
RM465
RM516 total
includes taxes & fees
18 Oct - 19 Oct
2. Baymont by Wyndham Easton
Baymont by Wyndham EastonEaston
- Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
RM400
RM440 total
includes taxes & fees
27 Sept - 28 Sept
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.
RM527
RM579 total
includes taxes & fees
27 Sept - 28 Sept
4. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
RM386
RM424 total
includes taxes & fees
23 Sept - 24 Sept
5. Princess Royale Oceanfront Resort
Princess Royale Oceanfront ResortNorth Ocean City
- Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.
RM375
RM485 total
includes taxes & fees
18 Oct - 19 Oct
6. Fenwick Inn
Fenwick InnNorth Ocean City
- Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
RM282
RM376 total
includes taxes & fees
22 Sept - 23 Sept
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.
RM347
RM388 total
includes taxes & fees
14 Oct - 15 Oct
8. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
- Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
RM470
RM521 total
includes taxes & fees
27 Sept - 28 Sept
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
RM465
RM516 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Hampton Inn & Suites Ocean City/Bayfront-Convention CenterMidtown Ocean City
RM298
RM334 total
includes taxes & fees
4 Oct - 5 Oct
RM282
RM376 total
includes taxes & fees
22 Sept - 23 Sept
RM400
RM440 total
includes taxes & fees
27 Sept - 28 Sept
RM620
RM689 total
includes taxes & fees
4 Oct - 5 Oct
RM386
RM424 total
includes taxes & fees
23 Sept - 24 Sept
RM356
RM460 total
includes taxes & fees
13 Oct - 14 Oct
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
RM398
RM446 total
includes taxes & fees
12 Oct - 13 Oct
RM470
RM521 total
includes taxes & fees
27 Sept - 28 Sept
Gateway Hotel & Suites Ocean City, an Ascend Collection Hotel
Gateway Hotel & Suites Ocean City, an Ascend Collection HotelDowntown Ocean City
RM408
RM457 total
includes taxes & fees
22 Sept - 23 Sept
4-star hotels with pools in Eastern Shore
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
RM398
RM446 total
includes taxes & fees
12 Oct - 13 Oct
RM869
RM1,181 total
includes taxes & fees
29 Sept - 30 Sept
RM781
RM970 total
includes taxes & fees
19 Oct - 20 Oct
RM619
RM693 total
includes taxes & fees
18 Oct - 19 Oct
RM1,796
RM1,976 total
includes taxes & fees
23 Sept - 24 Sept
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
"Estuvo bueno la verdad la atenciĂłn no tanto pero el hotel si"
Plim Plaza Hotel
8/10 Good
"Only updates done in the rooms since we stayed here 20 years ago was the bathroom. Carpet in room was from the 60’s and damp. Window ac was loud and shut off too often. Bed was comfortable with plenty of pillows . Dirty windows hurt the ocean view. Spacious lobby with plenty of seating. Rocking chairs on the deck to people watch the boardwalk was nice. Large pool with plenty of lounge chairs. Pool was super cold. Drinks at the pool were expensive and watered down. Breakfast was supposed to be available at hotel restaurant , but wasn’t open either day we stayed in September. Parking lot parking was tight. Front desk staff was always helpful. Room attendant took until afternoon to bring fresh wash rags that she was out of in the morning."
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."
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."
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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