Find hotels in Chester, MA from ¥10,718

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Our top choices for Chester hotels

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (908 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is ¥15,575
¥17,398 total
includes taxes & fees
Apr 26 - Apr 27
Berkshires Untold

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, (1,001 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is ¥18,097
¥20,215 total
includes taxes & fees
May 3 - May 4
Best Western Plus Berkshire Hills Inn & Suites

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
2.5 star property
Holyoke
The price is ¥10,946
¥37,696 total
includes taxes & fees
Apr 22 - Apr 23
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is ¥11,908
¥13,302 total
includes taxes & fees
Apr 22 - Apr 23
Travelodge by Wyndham Great Barrington Berkshires

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.2 out of 10, Wonderful, (433 reviews)
"Breakfast was exceptional. We couldn’t have been happier during our stay."
United States
Robert
The price is ¥17,781
¥20,172 total
includes taxes & fees
Apr 26 - Apr 27
Naomi's Inn Bed & Breakfast

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
8.0 out of 10, Very Good, (169 reviews)
"So close to the Big E Fairgroynds, wonderful service, would stay again!"
United States
Terry
The price is ¥16,095
¥18,421 total
includes taxes & fees
Apr 27 - Apr 28
Baldwin Inn & Suites, SureStay Collection by Best Western

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (134 reviews)
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is ¥14,710
¥16,432 total
includes taxes & fees
Apr 27 - Apr 28
River Valley Inn

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,217 reviews)
"Very clean, comfortable, and quiet hotel. We enjoyed our visit."
United States
Larry
The price is ¥20,545
¥23,868 total
includes taxes & fees
Apr 22 - Apr 23
D. Hotel Suites & Spa

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (911 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is ¥13,046
¥18,117 total
includes taxes & fees
Apr 23 - Apr 24
Berkshire Mountain Lodge

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (844 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is ¥9,994
¥11,163 total
includes taxes & fees
Apr 28 - Apr 29
Monument Mountain Motel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,002 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is ¥16,060
¥17,940 total
includes taxes & fees
May 7 - May 8
Quality Inn Lee - Lenox South

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (79 reviews)
"The check in staff were amazing "
United States
mandeep
The price is ¥27,783
¥31,034 total
includes taxes & fees
May 10 - May 11
TownePlace Suites by Marriott Hadley Amherst

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is ¥23,974
¥26,780 total
includes taxes & fees
Apr 28 - Apr 29
Element Lenox Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (556 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is ¥17,465
¥19,508 total
includes taxes & fees
Apr 23 - Apr 24
The Little Lion

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (851 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is ¥12,533
¥13,999 total
includes taxes & fees
May 12 - May 13
Howard Johnson by Wyndham Lenox

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (506 reviews)
"Quality Inn feeling with wonderful continental breakfast and very clean- well appointed quiet room! Would definitely stay there again on our next visit to Smith College "
United States
Barry
The price is ¥28,496
¥31,830 total
includes taxes & fees
Apr 26 - Apr 27
Old Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is ¥11,279
¥12,372 total
includes taxes & fees
Apr 28 - Apr 29
Pleasant Valley Motel West Stockbridge

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (843 reviews)
"We had an excellent experience all around. "
United States
Jennifer
The price is ¥19,138
¥21,377 total
includes taxes & fees
May 3 - May 4
Hampton Inn Westfield

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, (90 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is ¥18,735
¥20,928 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,006 reviews)
"Best hotel in area."
United States
William
The price is ¥18,097
¥20,532 total
includes taxes & fees
May 5 - May 6
Tru by Hilton Chicopee 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.
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