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Recommended hotels in Chester

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"The room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. "
United States
Keith
The price is HK$1,083
HK$1,210 total
includes taxes & fees
19 Jan - 20 Jan
Element Lenox Berkshires

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1002)
"Very friendly and good Breakfast."
United States
Jesse
The price is HK$595
HK$665 total
includes taxes & fees
7 Jan - 8 Jan
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1007)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is HK$764
HK$853 total
includes taxes & fees
9 Jan - 10 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.6 out of 10, Good, (105)
"At the moment breakfast isn’t being served but not a big deal, parking was very easy and close to the entrance not much walking having to be done, staff was very friendly and accommodating the place was very clean and very quiet definitely worth the money in my opinion looking forward to staying again "
United States
Victor
The price is HK$790
HK$904 total
includes taxes & fees
11 Jan - 12 Jan
Baldwin Inn & Suites, SureStay Collection by Best Western

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1003)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is HK$696
HK$790 total
includes taxes & fees
12 Jan - 13 Jan
Tru by Hilton Chicopee Springfield

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (716)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is HK$764
HK$853 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.6 out of 10, Exceptional, (115)
"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is HK$893
HK$1,023 total
includes taxes & fees
4 Feb - 5 Feb
Blue – A Modern Hotel, an Ascend Collection Hotel

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2258)
"Great room and location."
United States
Karina
The price is HK$806
HK$936 total
includes taxes & fees
6 Jan - 7 Jan
D. Hotel Suites & Spa

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1002)
"nearby eateries"
United States
Majorie
The price is HK$824
HK$943 total
includes taxes & fees
8 Jan - 9 Jan
Hampton Inn West Springfield

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1003)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is HK$640
HK$715 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1010)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is HK$788
HK$880 total
includes taxes & fees
12 Jan - 13 Jan
The Yankee, Trademark Collection by Wyndham

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566)
"Excellent location!!"
United States
Abdul Samad
The price is HK$584
HK$653 total
includes taxes & fees
6 Jan - 7 Jan
Travelodge by Wyndham Great Barrington Berkshires

Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
West Springfield
8.4 out of 10, Very good, (819)
"The room was clean and staff was friendly. "
United States
Brian
The price is HK$654
HK$749 total
includes taxes & fees
1 Feb - 2 Feb
Candlewood Suites West Springfield by IHG

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (820)
"I will stay again"
United States
Jailene
The price is HK$907
HK$1,013 total
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Westfield

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (102)
"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"
United States
Deb
The price is HK$771
HK$862 total
includes taxes & fees
6 Jan - 7 Jan
River Valley Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (72)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is HK$955
HK$1,067 total
includes taxes & fees
8 Jan - 9 Jan
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1004)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is HK$809
HK$904 total
includes taxes & fees
14 Jan - 15 Jan
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (813)
"Room was very well designed and clean. The woman who worked at the desk was wonderful!"
United States
Cynthia
Monument Mountain Motel

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (934)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is HK$959
HK$1,071 total
includes taxes & fees
11 Jan - 12 Jan
The Ellery

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is HK$616
HK$688 total
includes taxes & fees
6 Jan - 7 Jan
Howard Johnson by Wyndham 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

Find out more about Chester

Chester Resorts information

Number of reviews
15,169
Accommodation
4 Resorts
Lowest Price
HK$653
Highest Price
HK$1,210

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 Berkshire Scenic Railway Museum for some family fun. In the area, other attractions include Pyramid Lake and Blandford Ski Area.
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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