Hotels with Swimming Pool in Chestertown, Maryland
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Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Our top choices for Chestertown hotels with a pool
1. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
- Dive into the seasonal outdoor pool with comfortable loungers and umbrellas at this refreshing hotel retreat in Chestertown.
P6,378
P7,080 total
includes taxes & fees
Sep 13 - Sep 14
2. The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
- Waterfront lodge's seasonal outdoor pool offers sun-drenched days with loungers and umbrellas.
P6,636
P7,588 total
includes taxes & fees
Aug 16 - Aug 17
3. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
- Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
P11,087
P12,307 total
includes taxes & fees
Aug 17 - Aug 18
4. 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.
P7,743
P8,594 total
includes taxes & fees
Sep 14 - Sep 15
5. 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.
P6,145
P6,821 total
includes taxes & fees
Sep 7 - Sep 8
6. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MDBel Air
- Seasonal outdoor pool beckons with umbrella-shaded lounging spots perfect for refreshing dips amid Maryland's summer sun.
P5,478
P6,136 total
includes taxes & fees
Sep 7 - Sep 8
7. Home2 Suites by Hilton Baltimore / Aberdeen, MD
Home2 Suites by Hilton Baltimore / Aberdeen, MDAberdeen
- Indoor pool retreat offers relaxing swims with modern amenities and helpful staff around the clock.
P5,996
P6,716 total
includes taxes & fees
Aug 30 - Aug 31
8. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
- Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
P7,406
P8,221 total
includes taxes & fees
Aug 23 - Aug 24
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Top Chestertown Hotel Reviews
Holiday Inn Express Annapolis East-Kent Island by IHG
10/10 Excellent
"The room was clean, comfortable and staff were courteous , knowledgeable and professional. I would recommend this Holiday Inn and will definitely return."
Hampton Inn Baltimore/White Marsh
10/10 Excellent
"The stay was wonderful"
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
10/10 Excellent
"The room was clean. I bit noisy, but not the fault of the hotel."
Best Western Plus Hotel & Conference Center
8/10 Good
"Todo estuvo muy bien. Gracias"
Comfort Inn & Suites Chestertown
8/10 Good
"The door into the building from the parking lot is always locked, which is great, because it cannot be seen from the front desk, but it is difficult to enter with the room key. The key is a typical credit card-like key, but the electronic reader was wonky. Sometimes it worked and sometimes it didn’t. The cards worked well on the room doors but not on the entrance door. It was an inconvenience to walk around the building to get it the main entrance if the card did not work."
Hampton Inn & Suites Edgewood/Aberdeen-South
10/10 Excellent
"The room was very spacious, and clean. The property was quiet. I would definitely stay there again."
Hilton Garden Inn Baltimore/White Marsh
10/10 Excellent
"The room was immaculate. The bed was very comfortable. The staff was on point and very naturally aware of our needs. Plan time for the elevator. It was slow but still it worked. The property was well cared for also and clean. Parking was easy. Well done Hilton!!"
Best Western Kent Narrows Inn
10/10 Excellent
"Our room was clean and very quiet!"
Red Roof Inn & Suites Chestertown
10/10 Excellent
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."