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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Exterior

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1,005 reviews)
"Very friendly and good Breakfast."
United States
Jesse
$94 nightly
The price is $105
Jan 25 - Jan 26
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior

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, (724 reviews)
"Always love staying here. The staff is fantastic, amenities are great, and the breakfast is just lovely. Will be returning soon!"
United States
Domenic
$107 nightly
The price is $120
Jan 25 - Jan 26
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
$139 nightly
The price is $155
Jan 27 - Jan 28
Total with taxes and fees
Element Lenox Berkshires
Front of property

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2,236 reviews)
"Great room and location."
United States
Karina
$124 nightly
The price is $138
Jan 30 - Jan 31
Total with taxes and fees
D. Hotel Suites & Spa
Exterior

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
9.0 out of 10, Wonderful, (1,005 reviews)
"Great Breakfast and parking! "
United States
Oluwatimilehin
$89 nightly
The price is $101
Jan 27 - Jan 28
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Exterior

Motel in West Hatfield

River Valley Inn
2.0 star property
8.4 out of 10, Very Good, (103 reviews)
"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"
United States
Deb
$99 nightly
The price is $111
Jan 22 - Jan 23
Total with taxes and fees
River Valley Inn
Exterior

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
8.2 out of 10, Very Good, (1,000 reviews)
"Very good place to stay"
United States
Gloria
$75 nightly
The price is $86
Feb 16 - Feb 17
Total with taxes and fees
Hampton Inn West Springfield
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1,007 reviews)
"The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. "
United States
Gina
$93 nightly
The price is $103
Jan 28 - Jan 29
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Exterior

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
7.6 out of 10, Good, (109 reviews)
"Clean room and very spacious, staff was friendly, i would only add a small dinning table to the room. "
United States
Tomarie
$101 nightly
The price is $116
Jan 27 - Jan 28
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western
Front of property

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
9.4 out of 10, Exceptional, (129 reviews)
"Clean, cool rooms. Staff was very welcoming & professional."
United States
David
$119 nightly
The price is $136
Feb 11 - Feb 12
Total with taxes and fees
Blue – A Modern Hotel, an Ascend Collection Hotel
Exterior

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, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
$98 nightly
The price is $109
Jan 23 - Jan 24
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
8.4 out of 10, Very Good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
$80 nightly
The price is $89
Feb 5 - Feb 6
Total with taxes and fees
Quality Inn Lee - Lenox South
Front of property

The Ellery

The Ellery
3.5 star property
9.2 out of 10, Wonderful, (946 reviews)
"The staff are wonderful and the it is always very clean!"
Canada
Mona
$115 nightly
The price is $128
Jan 26 - Jan 27
Total with taxes and fees
The Ellery
Exterior

Motel in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (566 reviews)
"Excellent location!!"
United States
Abdul Samad
$75 nightly
The price is $84
Jan 22 - Jan 23
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (663 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
$128 nightly
The price is $143
Jan 23 - Jan 24
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
$101 nightly
The price is $113
Feb 1 - Feb 2
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
8.4 out of 10, Very Good, (822 reviews)
"I will stay again"
United States
Jailene
$126 nightly
The price is $141
Jan 30 - Jan 31
Total with taxes and fees
Hampton Inn Westfield
Exterior

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (818 reviews)
"Unbelieveably clean for the price."
United States
Micah
$67 nightly
The price is $74
Jan 22 - Jan 23
Total with taxes and fees
Monument Mountain Motel
Exterior

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
9.0 out of 10, Wonderful, (972 reviews)
"Best hotel in the area, hands down"
United States
alexander
$122 nightly
The price is $136
Feb 18 - Feb 19
Total with taxes and fees
Hampton Inn Hadley-Amherst Area
Exterior

Motel in Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (829 reviews)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Jan 22 - Jan 23
Total with taxes and fees
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Best, kindest, most capable and courteous staff I’ve encountered in a long while. "
Matthew 1-night trip
Posted 12 hours ago
The Yankee, Trademark Collection by Wyndham

Find out more about Chester

Chester Cottages information

Number of reviews
15,930
Accommodation
84 Cottages
Lowest Price
$74
Highest Price
$155

Frequently asked questions

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What is there to do in Chester near my cottage?
If you're ready to fill up your itinerary in Chester, be sure to stop by Chester Town Hall. It's a hit with locals and travelers alike.

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