Search Condo Rentals in Chester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is SAR 286
SAR 320 total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

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, (119 reviews)
"As advertised, this hotels is very modern, very clean, and very quiet. Definitely coming back. "
United States
Jeffrey
The price is SAR 429
SAR 491 total
includes taxes & fees
1 Feb - 2 Feb
Blue – A Modern Hotel, an Ascend Collection Hotel
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
9.0 out of 10, Wonderful, (1,006 reviews)
"Great Breakfast and parking! "
United States
Oluwatimilehin
The price is SAR 335
SAR 380 total
includes taxes & fees
2 Feb - 3 Feb
Tru by Hilton Chicopee Springfield
Standard Room, 2 Queen Beds, Non Smoking | Pillowtop beds, desk, laptop workspace, blackout drapes
Baldwin Inn & Suites, SureStay Collection by Best Western

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, (107 reviews)
"Clean room and very spacious, staff was friendly, i would only add a small dinning table to the room. "
United States
Tomarie
The price is SAR 380
SAR 435 total
includes taxes & fees
18 Jan - 19 Jan
Baldwin Inn & Suites, SureStay Collection by Best Western
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
9.2 out of 10, Wonderful, (2,266 reviews)
"Great room and location."
United States
Karina
The price is SAR 437
SAR 507 total
includes taxes & fees
13 Jan - 14 Jan
D. Hotel Suites & Spa
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (718 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is SAR 368
SAR 411 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby lounge
Element Lenox Berkshires

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
The price is SAR 521
SAR 582 total
includes taxes & fees
19 Jan - 20 Jan
Element Lenox Berkshires
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (1,004 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is SAR 367
SAR 409 total
includes taxes & fees
1 Feb - 2 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
8.4 out of 10, Very Good, (825 reviews)
"The room was clean and staff was friendly. "
United States
Brian
The price is SAR 296
SAR 339 total
includes taxes & fees
1 Feb - 2 Feb
Candlewood Suites West Springfield by IHG
Lobby
Quality Inn Lee - Lenox South

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
The price is SAR 307
SAR 343 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything was great! "
Canada
Daphne
The price is SAR 379
SAR 424 total
includes taxes & fees
19 Jan - 20 Jan
The Yankee, Trademark Collection by Wyndham
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

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
The price is SAR 281
SAR 314 total
includes taxes & fees
13 Jan - 14 Jan
Travelodge by Wyndham Great Barrington Berkshires
Lobby
Hampton Inn Westfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
8.4 out of 10, Very Good, (821 reviews)
"I will stay again"
United States
Jailene
The price is SAR 430
SAR 480 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Westfield
Lobby
Hampton Inn West Springfield

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
The price is SAR 366
SAR 419 total
includes taxes & fees
14 Jan - 15 Jan
Hampton Inn West Springfield
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (815 reviews)
"Room was very well designed and clean. The woman who worked at the desk was wonderful!"
United States
Cynthia
Monument Mountain Motel
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (1,004 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is SAR 368
SAR 411 total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
View from property
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
9.2 out of 10, Wonderful, (605 reviews)
"Room was spotless, staff were nice. "
United States
Jose I Medina
The price is SAR 443
SAR 494 total
includes taxes & fees
27 Jan - 28 Jan
Fairfield Inn & Suites Springfield Holyoke
Front of property
The Ellery

The Ellery

The Ellery
3.5 star property
9.2 out of 10, Wonderful, (939 reviews)
"The staff are wonderful and the it is always very clean!"
Canada
Mona
The price is SAR 461
SAR 515 total
includes taxes & fees
18 Jan - 19 Jan
The Ellery
Free daily buffet breakfast
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
7.2 out of 10, Good, (907 reviews)
"Owner was very rude at check in"
United States
Robert
The price is SAR 351
SAR 392 total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Westfield - Springfield
In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox

Motel in Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (828 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 296
SAR 331 total
includes taxes & fees
13 Jan - 14 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Everyone was welcoming and nice. The bartender, I believe his name was Nick? Made great drinks. The room was cozy and the bed comfortable. Would definitely stay here again."
Jonovan 1-night trip
Posted 1 day ago
Berkshires Untold

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.