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Search and Rent Chester Condos

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Condo Rentals in Chester

No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Nov 23 - Nov 24
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Restaurant
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, (962)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (92)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
$110 nightly
The price is $125
Dec 10 - Dec 11
Total with taxes and fees
Blue – A Modern Hotel, an Ascend Collection Hotel
Reception
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, (99)
"Clean room, friendly staff, good mattress. Not fancy or plush, but perfect for a one or two night place to land while attending events at the Big E. "
United States
Kim
$101 nightly
The price is $116
Nov 26 - Nov 27
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1000)
"Nice place and clean i recommend it. "
Mexico
Jessly
$87 nightly
The price is $99
Dec 1 - Dec 2
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (791)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Nov 20 - Nov 21
Total with taxes and fees
Monument Mountain Motel
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Ann
$76 nightly
The price is $85
Dec 11 - Dec 12
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes
Hampton Inn Westfield

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (811)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
$107 nightly
The price is $120
Dec 10 - Dec 11
Total with taxes and fees
Hampton Inn Westfield
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, (695)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
$107 nightly
The price is $120
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2251)
"Very clean room, great variety of food at breakfast, friendly and helpful staff."
United States
Liz
$134 nightly
The price is $150
Nov 23 - Nov 24
Total with taxes and fees
D. Hotel Suites & Spa
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

2.0 star property
7.6 out of 10, Good, (559)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Nov 21 - Nov 22
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

2.0 star property
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 20 - Nov 21
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Exterior
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, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$110 nightly
The price is $122
Dec 10 - Dec 11
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$135 nightly
The price is $151
Nov 30 - Dec 1
Total with taxes and fees
Element Lenox Berkshires
Exterior
Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (953)
"Nice hotel, friendly helpful staff"
United States
Tim
$119 nightly
The price is $133
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Hadley-Amherst Area
Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets
River Valley Inn

Motel in West Hatfield

2.0 star property
8.6 out of 10, Excellent, (97)
"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"
United States
Deb
$109 nightly
The price is $122
Nov 20 - Nov 21
Total with taxes and fees
River Valley Inn
Exterior
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

2.5 star property
8.4 out of 10, Very Good, (785)
"Nice, friendly staff, clean room and comfortable suite.. highly recommend "
United States
Christopher
$98 nightly
The price is $112
Nov 23 - Nov 24
Total with taxes and fees
Candlewood Suites West Springfield by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Lodge in Pittsfield

3.0 star property
9.0 out of 10, Wonderful, (761)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$120 nightly
The price is $135
Nov 30 - Dec 1
Total with taxes and fees
Berkshire Mountain Lodge
Seasonal outdoor pool
Sunset Inn

Motel in Lee

2.0 star property
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
$76 nightly
The price is $85
Dec 5 - Dec 6
Total with taxes and fees
Sunset Inn
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (60)
"Very clean room, courteous staff. "
United States
Jeffrey
$105 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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

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

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

10/10 Excellent
"Clean, cozy, workers are very attentive. The bar and activity center is a lot of fun. "
Paige 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about Chester

Chester Condo Rentals information

Number of reviews
14,147
Accommodation
11 Condo Rentals
Lowest Price
$74
Highest Price
$151

Frequently asked questions

Why book your condo in Chester with Expedia?
Expedia makes it easy to find your ideal condo in Chester. After a luxury escape? Use our filters to search for properties that have a 5-star rating. If you're on a budget, choose how much you want to spend and then browse our amazing deals. We'll help you find the perfect place whatever your style of travel or plans.
How can I find cheap condos in Chester?
With Expedia's handy filter tool, getting your hands on cheap condos in Chester couldn't be easier. To find stays that are easy on your bank balance, narrow down your search by budget, amenities and star rating.
What is there to do in Chester near my condo?
Once you've unpacked your bags, head out and discover the wonderful things Chester has for you to experience. Chester Town Hall is a top attraction to add to your itinerary.

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