Hotels with Swimming Pool in Chester, Maryland
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Aug 28 - Aug 30Our top choices for Chester 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.
P7,851
P8,715 total
includes taxes & fees
Sep 1 - Sep 2
2. 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.
P10,324
P11,460 total
includes taxes & fees
Sep 8 - Sep 9
3. 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.
P7,846
P8,709 total
includes taxes & fees
Aug 30 - Aug 31
4. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
- Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
P9,050
P10,046 total
includes taxes & fees
Aug 30 - Aug 31
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.
P6,213
P6,896 total
includes taxes & fees
Sep 10 - Sep 11
6. Kent Island Resort
Kent Island ResortStevensville
- Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
P10,070
P13,280 total
includes taxes & fees
Sep 7 - Sep 8
7. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
- Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalized spa services.
P13,296
P16,328 total
includes taxes & fees
Aug 31 - Sep 1
8. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
P5,508
P6,059 total
includes taxes & fees
Aug 31 - Sep 1
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Top Chester Hotel Reviews
Crowne Plaza Annapolis by IHG
10/10 Excellent
"We really wished the pool was opened"
Holiday Inn Express Annapolis East-Kent Island by IHG
10/10 Excellent
"Spent one night. Friendly staff. Plenty of space and we had a view of the water."
St Michaels Inn
8/10 Good
"Property was a bit outdated but hopefully the construction will give it the update it needs."
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"Clean and comfortable room, helpful staff and great room service!"
Courtyard by Marriott Annapolis
10/10 Excellent
"Perfectly decent hotel for overnight stay during roadtrip."
Inn at Perry Cabin
10/10 Excellent
"Amazing experience highly recommend"
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."