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Our top choices for Chester hotels with a pool

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is Rp1.776.357
Rp1.953.993 total
includes taxes & fees
6 Jul - 7 Jul
St Michaels Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is Rp1.794.300
Rp1.991.673 total
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Grasonville near Kent Island

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (891 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
The price is Rp1.814.934
Rp1.996.427 total
includes taxes & fees
16 Jul - 17 Jul
Quality Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (147 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is Rp2.761.900
Rp3.673.316 total
includes taxes & fees
30 Jun - 1 Jul
Kent Island Resort

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is Rp2.246.284
Rp2.493.359 total
includes taxes & fees
5 Jul - 6 Jul
Best Western Kent Narrows Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (388 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is Rp2.691.450
Rp2.960.595 total
includes taxes & fees
28 Jun - 29 Jun
Knapps Narrows Marina & Inn

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
The price is Rp1.602.216
Rp1.826.526 total
includes taxes & fees
7 Jul - 8 Jul
Hilton Garden Inn Annapolis

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is Rp2.494.077
Rp2.743.485 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Easton Inn & Suites

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (611 reviews)
  • cleanliness
    Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
The price is Rp2.583.792
Rp2.842.171 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express Easton by IHG

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (65 reviews)
  • cleanliness
    Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is Rp3.195.289
Rp3.546.613 total
includes taxes & fees
28 Jun - 29 Jun
Inn at Huntingfield Creek
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.

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

Frequently asked questions

What are some hotels with pools in Chester?
DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Historic Inns of Annapolis: Features buffet, an indoor pool and free self parking. Crowne Plaza Annapolis by IHG: Provides complimentary wireless Internet access, an indoor pool and televisions. Annapolis Waterfront Hotel, Autograph Collection: Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool and a snack bar/deli. Graduate by Hilton Annapolis: Offers daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Chester?
Enjoy a stroll along the shore at Sandy Point Beach and Carrs Beach. Discover sights such as Northern Chesapeake Bay, Matapeake State Park and Chesapeake Bay Environmental Center during your stay.
When is the best time to book a hotel with a pool in Chester?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Chester in the warmest months of July, August or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 4°C.