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Compare 1 Resorts in Chester with updated reviews, rates, and availability.

MGM Springfield

4.0 star property
8.8 out of 10, Excellent, (1342)
"The room was very clean and nice, many food options, and the casino was great. Enjoyed our stay a lot."
The price is NT$5,571
NT$7,069 total
includes taxes & fees
Apr 8 - Apr 9
MGM Springfield

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2329)
"The elevator may be the slowest one in western MA, Also, the king size bed was not as comfortable as I remember from previous stays. The staff there are all terrific!"
The price is NT$4,010
NT$4,659 total
includes taxes & fees
Apr 8 - Apr 9
D. Hotel Suites & Spa

Homewood Suites by Hilton Windsor Locks Hartford

3.0 star property
8.6 out of 10, Excellent, (799)
"Good stay"
The price is NT$4,307
NT$4,954 total
includes taxes & fees
Apr 13 - Apr 14
Homewood Suites by Hilton Windsor Locks Hartford

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 star property
8.8 out of 10, Excellent, (1031)
"Was very happy with our stay"
The price is NT$4,040
NT$4,646 total
includes taxes & fees
Apr 9 - Apr 10
Holiday Inn Express & Suites Bradley Airport by IHG

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (542)
"Quiet, quick, and easy stay. Clean simple rooms "
The price is NT$3,191
NT$3,564 total
includes taxes & fees
Apr 20 - Apr 21
Berkshires Untold

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 star property
8.2 out of 10, Very Good, (857)
"Very helpful"
The price is NT$2,604
NT$2,995 total
includes taxes & fees
Apr 13 - Apr 14
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Fairfield Inn & Suites by Marriott Springfield Enfield

2.5 star property
8.8 out of 10, Excellent, (1003)
"Good enough "
The price is NT$3,626
NT$4,170 total
includes taxes & fees
Apr 14 - Apr 15
Fairfield Inn & Suites by Marriott Springfield Enfield

La Quinta Inn & Suites by Wyndham Springfield MA

3.0 star property
8.2 out of 10, Very Good, (1284)
"N/A"
The price is NT$3,615
NT$4,101 total
includes taxes & fees
Apr 20 - Apr 21
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

3.0 star property
8.2 out of 10, Very Good, (1506)
"This is a typical airport hotel"
The price is NT$3,264
NT$3,753 total
includes taxes & fees
Apr 9 - Apr 10
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Howard Johnson by Wyndham Amherst Hadley

2.0 star property
7.2 out of 10, Good, (1001)
"Was kind of nervous since the outside of the hotel looked sketchy and old however it was surprisingly decent. The free breakfast was delicious, the staff was nice and helpful, the room was clean. Will definitely stay here again next time I’m in the area. "
The price is NT$3,471
NT$3,878 total
includes taxes & fees
Apr 8 - Apr 9
Howard Johnson by Wyndham Amherst Hadley

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2.0 star property
6.6 out of 10, (1489)
"Good stay "
The price is NT$2,494
NT$2,868 total
includes taxes & fees
Apr 13 - Apr 14
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

DoubleTree by Hilton Hartford - Bradley Airport

4.0 star property
8.0 out of 10, Very Good, (1004)
"Property was under renovation that’s the only reason why it’s not 5 stars across the board. Staff were polite and friendly. Helped us with an issue of very loud floor mates without hesitation. "
The price is NT$4,203
NT$4,834 total
includes taxes & fees
Apr 19 - Apr 20
DoubleTree by Hilton Hartford - Bradley Airport

Holiday Inn Express Springfield Downtown by IHG

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Good stay "
The price is NT$4,418
NT$5,012 total
includes taxes & fees
Apr 13 - Apr 14
Holiday Inn Express Springfield Downtown by IHG

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1003)
"big rooms, clean"
The price is NT$4,142
NT$4,626 total
includes taxes & fees
Apr 9 - Apr 10
Comfort Inn & Suites

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3.0 star property
8.8 out of 10, Excellent, (1007)
"Nice hotel near the airport"
The price is NT$3,615
NT$4,157 total
includes taxes & fees
Apr 18 - Apr 19
Hilton Garden Inn Hartford North/Bradley Int'l Airport

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Comfortable beds "
The price is NT$2,914
NT$3,255 total
includes taxes & fees
Apr 15 - Apr 16
The Yankee, Trademark Collection by Wyndham

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very Good, (676)
"Great rooms clean and great hot tub and pool"
The price is NT$2,901
NT$3,320 total
includes taxes & fees
May 8 - May 9
Candlewood Suites West Springfield by IHG

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1001)
"The rooms are clean, the staff are efficient and friendly and the hotel was easy to find with lots of parking."
The price is NT$2,662
NT$3,047 total
includes taxes & fees
Apr 20 - Apr 21
Quality Inn West Springfield

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (615)
"Clean and great location "
The price is NT$3,923
NT$4,842 total
includes taxes & fees
Apr 8 - Apr 9
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

HYATT house Hartford North/Windsor

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Property is maintained immaculately. Staff is very professional. Great breakfast!"
The price is NT$4,418
NT$5,080 total
includes taxes & fees
Apr 13 - Apr 14
HYATT house Hartford North/Windsor
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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Other property types in Chester

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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 is Chester like for a resort vacation?
You deserve to get away, and a resort is the ideal place to find all the amenities and services you need for a relaxing stay in Chester. One of the comfortable resorts in the area might be just what you’re looking for, whether you’re hoping for great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's the best resort for my stay in Chester?
Our highest-rated resort near Chester: Holiday Inn Club Vacations Oak ‘n Spruce Resort - Ski resort. 15 mi (24.1 km) from Chester. Enjoy the sauna, fitness center, and terrace.
What can I do in Chester?
Experience the local theater scene at Chester Town Hall, or bring the kids to Ashintully Gardens for some family fun. In the area, other attractions include Glendale Falls and Iroquis Waterfront.
What's the weather like in Chester?
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.
What's the best way to get to and around Chester?
Fly into Westfield, MA (BAF-Barnes Municipal), which is located 15.4 mi (24.7 km) from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 18.9 mi (30.4 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.