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Hotels with Pool & Resorts in Chester from AU$160

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Check availability on Chester Hotels with Pool

Our top choices for Chester hotels with a pool

Indoor pool

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is AU$220
includes taxes & fees
12 July - 13 July
Best Western Plus Easton Inn & Suites
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and spa pool sanctuary.
The price is AU$200
includes taxes & fees
12 July - 13 July
Best Western Kent Narrows Inn
Indoor pool

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (379 reviews)
  • cleanliness
    Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
The price is AU$214
includes taxes & fees
2 Aug - 3 Aug
Fairfield Inn & Suites by Marriott Easton
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (930 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is AU$160
includes taxes & fees
19 July - 20 July
Quality Inn Grasonville near Kent Island
Indoor pool

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (614 reviews)
  • cleanliness
    Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
The price is AU$245
includes taxes & fees
26 July - 27 July
Holiday Inn Express Easton by IHG
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (155 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is AU$309
includes taxes & fees
9 July - 10 July
Kent Island Resort
Indoor pool

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
The price is AU$200
includes taxes & fees
19 July - 20 July
Crowne Plaza Annapolis by IHG
Indoor pool

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,047 reviews)
  • cleanliness
    Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.
The price is AU$203
includes taxes & fees
8 July - 9 July
Country Inn & Suites by Radisson, Annapolis, MD
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (491 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is AU$397
includes taxes & fees
12 July - 13 July
Anchored Inn at Hidden Harbour Marina
Indoor pool, pool loungers

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Splash into serenity with a revitalising indoor pool escape at this newly remodeled Annapolis hotel.
The price is AU$228
includes taxes & fees
26 July - 27 July
SpringHill Suites by Marriott Annapolis
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.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
4 stars

Top Chester Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Clean, simple, and exactly what I needed. The staff was incredibly friendly and welcoming. Will definitely stay here again!"
Aline 2-night trip
Posted 1 hour ago
St Michaels Inn

Frequently asked questions

What are some hotels with pools in Chester?
Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. DoubleTree by Hilton Hotel Annapolis: Features buffet, an indoor pool and free self parking. Crowne Plaza Annapolis by IHG: Features daily, a seasonal outdoor pool and free self parking. Country Inn & Suites by Radisson, Annapolis, MD: Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool and a snack bar/deli. Graduate by Hilton Annapolis: Features complimentary wireless Internet access, an indoor pool and televisions.
What is there to see and do in Chester?
Enjoy a stroll along the shore at Sandy Point Beach and Bay Ridge 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.