Photo by Elizabeth Massa Peroulakis

Hotels with Swimming Pool in Chester, Massachusetts

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chester Hotels with Swimming Pool

This weekend
Next weekend

Top Chester Hotels with Swimming Pool

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (408)
"Nice place, very friendly and helpful staff. There’s a nice courtyard for sitting but the fire pit was closed for some reason. There are two charging stations for Teslas and they were closed, too; there is no charging station for other e-vehicles or hybrids (like mine). Large strip mall right across the street and a few stores on adjacent lots. Tough to walk, as you have to cross a main thoroughfare, but it can be done. Our suite was clean, quiet, and more than enough room for three people and a...
Diane
The price is P9,051
P10,268 total
includes taxes & fees
Jul 21 - Jul 22
Residence Inn Springfield Chicopee

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1001)
"Tru's are always modern and clean, love the coffee bar in the lobby, plus the foosball tables, board games and
pool
provide great entertainment for kids. The breakfast was good and the rooms are spacious and comfy."
Alana
The price is P5,989
P6,795 total
includes taxes & fees
Jul 13 - Jul 14
Tru by Hilton Chicopee Springfield

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Very clean.
Pool
was very clean but water n area was cold. "
Gail
The price is P6,837
P7,756 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Chicopee/Springfield

La Quinta Inn & Suites by Wyndham Springfield MA

3.0 star property
8.2 out of 10, Very Good, (1269)
"I love the staff very professional and nice I like the property clean in room and in
pool
and in eating area I like the fact that it's safe security on site but I don't have anything that I dislike la Quinta is number one in my book today and every day"
Tia
The price is P6,417
P7,280 total
includes taxes & fees
Jul 9 - Jul 10
La Quinta Inn & Suites by Wyndham Springfield MA

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (665)
"This is a great hotel! Staff is great. Breakfast was fabulous, especially the slow cooked pork tacos. Our room was spacious and comfortable with a view of trees and greenery. Beds were perfect!
Indoor pool
, gym, laundry facilities are a nice addition. We visited nearby colleges with our daughter. We walked across the street to take the free PVTA bus into Amherst. Shopping mall, Whole Foods, Trader Joe’s, Starbucks are across the street. "
Verna
The price is P10,160
P11,348 total
includes taxes & fees
Aug 3 - Aug 4
Homewood Suites by Hilton Hadley Amherst

Comfort Inn & Suites

2.5 star property
7.6 out of 10, Good, (840)
"The pillows were awful bed could have been better. But breakfast food and staff and
pool
and jacuzzi were great. But rooms need to be updated. There were tons restaurants and several store to shop at down the road. "
Eleanor
The price is P5,967
P6,829 total
includes taxes & fees
Aug 3 - Aug 4
Comfort Inn & Suites

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very Good, (724)
"Room and staff were nice, lots of restaurants nearby! Loved the hot tub and
pool
👍👍👍"
Madison
The price is P5,521
P6,319 total
includes taxes & fees
Jul 14 - Jul 15
Candlewood Suites West Springfield by IHG

Courtyard by Marriott West Springfield

3.0 star property
9.0 out of 10, Wonderful, (462)
"This was a very well spent $150! The hotel was spotless, hip, had food options downstairs for dinner and breakfast, and the gym and
pool
area were great additions. It felt like a super luxurious stay during a quick work trip - a lovely surprise. "
Emily
The price is P6,896
P7,893 total
includes taxes & fees
Aug 3 - Aug 4
Courtyard by Marriott West Springfield

Hampton Inn West Springfield

2.5 star property
8.2 out of 10, Very Good, (1000)
"Good hotel, located right next to a shopping center with lots of restaurants and grocery stores. Good sized
pool
. "
Amy
The price is P6,182
P7,075 total
includes taxes & fees
Jul 13 - Jul 14
Hampton Inn West Springfield

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1005)
"Clean beds, great AC in room, good breakfast,
pool
was perfect. "
Bryan
The price is P4,947
P5,662 total
includes taxes & fees
Jul 16 - Jul 17
Quality Inn West Springfield
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.

Frequently asked questions

What are some accommodations with pools in Chester?
Quality Inn West Springfield: Hotel located near Big E. Features buffet, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Springfield MA: Hotel located near MGM Springfield. Offers a snack bar/deli, an indoor pool, and buffet. Red Roof Inn PLUS+ West Springfield: Features 2 restaurants, an indoor pool, and a full-service spa. D. Hotel Suites & Spa: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers a health club, an indoor pool, and complimentary wired internet access.
What is there to see and do in Chester?
Make a point to visit attractions like Ashintully Gardens and Berkshire Scenic Railway Museum. 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 into account the local weather in Chester is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.