Photo by Elizabeth Massa Peroulakis

Hotels with Pool & Resorts in Chester from AU$135

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Check availability on Chester Hotels with Pool

Best Chester Hotels with Pool

Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (675)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
The price is AU$170
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is AU$232
includes taxes & fees
9 Nov - 10 Nov
Element Lenox Berkshires
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (902)
"Excellent customer service and great rooms"
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (812)
"We enjoyed our stay. It's basic but clean and comfortable."
The price is AU$135
includes taxes & fees
22 Oct - 23 Oct
Howard Johnson by Wyndham Lenox
Indoor pool, open 7:00 AM to 10:00 PM, pool loungers
Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee Springfield
2.5 star property
8.8 out of 10, Excellent, (1012)
" Staff was wonderful and hotel was spotless. Great breakfast also!"
The price is AU$176
includes taxes & fees
11 Nov - 12 Nov
Tru by Hilton Chicopee Springfield
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Very clean, nice amenities , great location!!"
The price is AU$204
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Berkshires-Lenox
Indoor pool
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2243)
"The staff is wonderful both at the hotel and dining ! "
The price is AU$197
includes taxes & fees
22 Oct - 23 Oct
D. Hotel Suites & Spa
Indoor pool
Candlewood Suites West Springfield by IHG
Candlewood Suites West Springfield by IHG
2.5 star property
8.4 out of 10, Very good, (771)
"Nice, friendly staff, clean room and comfortable suite.. highly recommend "
The price is AU$172
includes taxes & fees
13 Nov - 14 Nov
Candlewood Suites West Springfield by IHG
Indoor pool
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (705)
"Great stay, perfect "
The price is AU$194
includes taxes & fees
5 Nov - 6 Nov
Berkshire Mountain Lodge
Indoor pool
TownePlace Suites by Marriott Hadley Amherst
TownePlace Suites by Marriott Hadley Amherst
3.0 star property
9.8 out of 10, Exceptional, (48)
"Nicely groomed "
The price is AU$285
includes taxes & fees
16 Nov - 17 Nov
TownePlace Suites by Marriott Hadley Amherst
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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Top Chester Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "
Beth 2-night trip
Posted 4 days ago
The Red Lion Inn

Frequently asked questions

What are some accommodation options with pools in Chester?
La Quinta Inn & Suites by Wyndham Springfield MA: Hotel located near MGM Springfield. Features a snack bar/deli, an indoor pool and buffet. Red Roof Inn PLUS+ West Springfield: Provides free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Hotel located near Big E. Features buffet, a seasonal outdoor pool and free self parking. Quality Inn West Springfield: Features 2 restaurants, an indoor pool and a full-service spa. Riverdale Inn: Offers a snack bar/deli, an indoor pool and daily.
What is there to see and do in Chester?
Make a point to visit attractions such as Ashintully Gardens and The Bookstore. Discover sights such as Chester Town Hall during your stay.
When is the best time to book a hotel with a pool in Chester?
Taking the local weather in Chester into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.