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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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Recommended hotels in Chester

Blue – A Modern Hotel, an Ascend Collection Hotel
Lobby

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (26)
"Amazing staff, and very clean "
The price is HK$1,002
HK$1,147 total
includes taxes & fees
6 Oct - 7 Oct
Blue – A Modern Hotel, an Ascend Collection Hotel
The Ellery
Lobby

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (831)
"Cute little hotel, good rates"
The price is HK$853
HK$953 total
includes taxes & fees
27 Oct - 28 Oct
The Ellery
River Valley Inn
Desk, laptop workspace, free WiFi, bed sheets

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (70)
"Great quiet motel. "
The price is HK$1,004
HK$1,121 total
includes taxes & fees
5 Oct - 6 Oct
River Valley Inn
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (550)
"Excellent location, friendly service, clean, comfortable room."
The price is HK$584
HK$652 total
includes taxes & fees
8 Oct - 9 Oct
Travelodge by Wyndham Great Barrington Berkshires
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (741)
"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "
The price is HK$681
HK$761 total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (577)
"Great place in a great location."
The price is HK$988
HK$1,104 total
includes taxes & fees
26 Oct - 27 Oct
Fairfield Inn & Suites Springfield Holyoke
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great Indian restaurant in the hotel!"
The price is HK$827
HK$924 total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (759)
"Good value for the price"
Monument Mountain Motel
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2221)
"Best hotel option for the Easthampton area hands down. "
The price is HK$855
HK$993 total
includes taxes & fees
5 Oct - 6 Oct
D. Hotel Suites & Spa
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is HK$1,183
HK$1,321 total
includes taxes & fees
2 Nov - 3 Nov
Element Lenox Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (887)
"Excellent customer service and great rooms"
The price is HK$802
HK$895 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Nice area to visit "
The price is HK$1,002
HK$1,119 total
includes taxes & fees
5 Oct - 6 Oct
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (671)
"Very convenient set up of both room and kitchen, resort very easy to navigate. "
The price is HK$725
HK$984 total
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Great property would certainly stay again."
The price is HK$791
HK$884 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
Hampton Inn Chicopee/Springfield
Indoor pool

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Staff was wonderful and location was easy off and on the highway. Will certainly stay here again on my next trip to the area."
The price is HK$853
HK$968 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Chicopee/Springfield
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (990)
"Clean room and convenient location "
The price is HK$1,183
HK$1,321 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites Springfield Northampton/Amherst
Quality Inn
Lobby

Quality Inn

2.5 star property
8.4 out of 10, Very good, (1002)
"Staff was very helpful - easy location - clean rooms!"
The price is HK$721
HK$805 total
includes taxes & fees
26 Oct - 27 Oct
Quality Inn
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (321)
"Nice place "
The price is HK$769
HK$859 total
includes taxes & fees
31 Oct - 1 Nov
The Central Downtown Inn & Suites
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1003)
"Great stay"
The price is HK$728
HK$833 total
includes taxes & fees
19 Oct - 20 Oct
Best Western Springfield West Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Very clean, nice amenities , great location!!"
The price is HK$1,052
HK$1,175 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Berkshires-Lenox
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
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 3 days ago
The Red Lion Inn

Find out more about Chester

Find out more about Chester

Chester Resorts information

Number of reviews
15,736
Accommodation
5 Resorts
Lowest Price
HK$652
Highest Price
HK$1,321

Frequently asked questions

What is Chester like for a resort holiday?
You deserve a holiday, and a resort is the perfect place to find all the amenities and services you need for a relaxing time in Chester. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for an amazing pool, a state-of-the-art fitness centre or fun activities to try.
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. Has a sauna, a fitness centre and a terrace.
What can I do in Chester?
Experience the local theatre scene at Chester Town Hall, or take the kids to Ashintully Gardens for some family fun. In the area, other attractions include Glendale Falls and Pyramid Lake.
What's the seasonal weather like in Chester?
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.
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) away from the heart of the city. Otherwise, look 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, consider renting a car to explore more sights.

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