Find Hotels with a Pool in Chester, MD
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Sep 19 - Sep 20Tomorrow
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Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Our 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.
NT$3,532
NT$3,921 total
includes taxes & fees
Oct 18 - Oct 19
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.
NT$4,837
NT$5,369 total
includes taxes & fees
Oct 4 - Oct 5
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.
NT$3,702
NT$4,109 total
includes taxes & fees
Sep 29 - Sep 30
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.
NT$4,671
NT$5,185 total
includes taxes & fees
Oct 5 - Oct 6
5. Kent Island Resort
Kent Island ResortStevensville
- Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
NT$4,872
NT$6,484 total
includes taxes & fees
Oct 12 - Oct 13
6. 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.
NT$3,182
NT$3,532 total
includes taxes & fees
Oct 12 - Oct 13
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.
NT$6,086
NT$7,565 total
includes taxes & fees
Oct 19 - Oct 20
8. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
- Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
NT$3,501
NT$3,991 total
includes taxes & fees
Sep 30 - Oct 1
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Top Chester Hotel Reviews
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Clean rooms! Close to shopping!"
Sonesta ES Suites Annapolis
10/10 Excellent
"Property and room very clean and well maintained. Room and bed were comfortable. Area was quiet. Staff was excellent!"
Hilton Garden Inn Kent Island Marina
8/10 Good
"No free breakfast but the one I had to pay for was good"
Best Western Kent Narrows Inn
10/10 Excellent
"Place was perfect."
Courtyard by Marriott Annapolis
8/10 Good
"Room was clean and staff were helpful. The breakfast was a bit disappointing. The pool was nice. The jacuzzi was underwhelming."
St Michaels Inn
8/10 Good
"The one issue was there were flies in our room and a squished bug came on our wall. There also were cobwebs in the corner. Not enough pillows and old."
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Room was amazing. Staff is super friendly and helpful. Plenty of parking. Would definitely stay again."