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Hotels with Pool & Resorts in Chester from AU$142

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Check availability on Chester Hotels with Pool

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Best Chester Hotels with Pool

Knapps Narrows Marina & Inn
Seasonal outdoor pool

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is AU$167
includes taxes & fees
6 Oct - 7 Oct
Knapps Narrows Marina & Inn
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (903)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is AU$213
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
Quality Inn
Seasonal outdoor pool

Quality Inn

2.5 star property
7.6 out of 10, Good, (796)
"the room was spacious and relaxing. it was nice and very comfortable. I would stay here again"
The price is AU$142
includes taxes & fees
12 Oct - 13 Oct
Quality Inn
St Michaels Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Great location, free parking, free breakfast excellent staff."
The price is AU$156
includes taxes & fees
7 Oct - 8 Oct
St Michaels Inn
Best Western Plus Easton Inn & Suites
Indoor pool

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great overall stay"
The price is AU$232
includes taxes & fees
6 Oct - 7 Oct
Best Western Plus Easton Inn & Suites
Fairfield Inn & Suites by Marriott Easton
Indoor pool

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (362)
"Absolutely amazing staff! Nicest hotel ive ever been in!"
The price is AU$288
includes taxes & fees
26 Oct - 27 Oct
Fairfield Inn & Suites by Marriott Easton
Best Western Kent Narrows Inn
Indoor pool

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1003)
"Clean well appointed room. Very pet friendly with a reasonable pet fee of $30."
The price is AU$212
includes taxes & fees
2 Nov - 3 Nov
Best Western Kent Narrows Inn
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (82)
"Very relaxing stay."
The price is AU$351
includes taxes & fees
12 Oct - 13 Oct
Wylder Tilghman Island
Mariners Motel
Outdoor pool

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (90)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is AU$242
includes taxes & fees
2 Nov - 3 Nov
Mariners Motel
Inn at Huntingfield Creek
Outdoor pool, pool loungers

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (53)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
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.
View all properties

Top Chester Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"The hotel was nice. The first room I got was still a mess because housekeeping didn’t clean that room. So I was given another room, which was clean as a whistle. Very good stay. I would definitely go back. Service was top tier."
Akeem 1-night trip
Posted 6 days ago
Sonesta ES Suites Annapolis

Frequently asked questions

What are some hotels with pools in Chester?
Historic Inns of Annapolis: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis: Provides buffet, an indoor pool and free self parking. Country Inn & Suites by Radisson, Annapolis, MD: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Crowne Plaza Annapolis by IHG: Features daily, a pool and free self parking. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool and a snack bar/deli.
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 Matapeake State Park, Chesapeake Bay Environmental Center and Love Point State Park 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.

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