Chester Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27
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
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
$111 nightly
The price is $124
Jun 7 - Jun 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
$111 nightly
The price is $124
Jun 7 - Jun 8
Total with taxes and fees
The Yankee Inn
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
2.5 star property
West Springfield
8.0 out of 10, Very Good, (196 reviews)
"Front desk staff was very friendly and informative. Great location for the local colleges."
United States
Chris
$95 nightly
The price is $109
Jun 8 - Jun 9
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (862 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
$86 nightly
The price is $96
Jun 7 - Jun 8
Total with taxes and fees
Monument Mountain Motel
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
$132 nightly
The price is $147
Jun 7 - Jun 8
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Front of property

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice hotel with fine breakfast of oatmeal with toppings, hard boiled eggs, toast and bagels and fresh coffee."
United States
Judith
$107 nightly
The price is $120
Jul 2 - Jul 3
Total with taxes and fees
The Ellery
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,003 reviews)
"It was a clean, friendly hotel."
United States
Cheri
$123 nightly
The price is $137
Jun 8 - Jun 9
Total with taxes and fees
Quality Inn Lee - Lenox South
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,201 reviews)
"Breakfast was excellent."
United States
Candyce
$138 nightly
The price is $154
Jun 25 - Jun 26
Total with taxes and fees
D. Hotel Suites & Spa
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (563 reviews)
"Such a peaceful and easy stay!"
United States
Mia
$86 nightly
The price is $96
Jun 9 - Jun 10
Total with taxes and fees
The Little Lion
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
$125 nightly
The price is $139
Jun 7 - Jun 8
Total with taxes and fees
Berkshire Lake Lodge
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (582 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
$78 nightly
The price is $87
Jun 9 - Jun 10
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (972 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
$119 nightly
The price is $133
Jun 7 - Jun 8
Total with taxes and fees
Berkshires Untold
Studio Suite, Multiple Beds | Bathroom | Hair dryer, towels, soap, shampoo

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (162 reviews)
"It's a really nice place to stay!"
United States
Vidita
$116 nightly
The price is $130
Jun 7 - Jun 8
Total with taxes and fees
River Valley Inn
Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (442 reviews)
"He room was very clean, the staff was engaging and the breakfast was delicious. "
United States
John
$114 nightly
The price is $129
Jun 7 - Jun 8
Total with taxes and fees
Naomi's Inn Bed & Breakfast
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (821 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
$71 nightly
The price is $79
Jun 21 - Jun 22
Total with taxes and fees
FairBridge Inn Express
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (863 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
$78 nightly
The price is $87
Jun 9 - Jun 10
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Property amenity

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (88 reviews)
"Friendly staff, clean room, awesome breakfast"
United States
Matthew
$180 nightly
The price is $201
Jun 14 - Jun 15
Total with taxes and fees
TownePlace Suites by Marriott Hadley Amherst
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
$186 nightly
The price is $207
Jun 9 - Jun 10
Total with taxes and fees
The Red Lion Inn
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.6 out of 10, Excellent, (4 reviews)
"After a little snafu with check-in (we had completed the form in advance and never received the room number text), we were able to get checked in with the virtual front desk. The inn was clean and well appointed and centrally located. The common areas felt inviting and useful for both the adults and kids. We would stay again."
United States
Samantha
$155 nightly
The price is $173
Jun 7 - Jun 8
Total with taxes and fees
Hideaway Inn Lenox
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1,000 reviews)
"Our room was very clean, staff was very friendly. We would stay here again."
United States
Sherry
$97 nightly
The price is $111
Jun 21 - Jun 22
Total with taxes and fees
Hampton Inn West 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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Top Chester Hotel Reviews

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

10/10 Excellent
"Room was very comfy but tub was not fillable except by the shower. There was no decaf coffee available. The person at the desk sait it was being made but it never showed up,"
priscilla 1-night trip
Posted 1 hour ago
Quality Inn & Suites Northampton - Amherst

Find out more about Chester

Chester Condo Resorts information

Number of reviews
13,870
Accommodation
0 Condo Resorts
Lowest Price
$79
Highest Price
$207

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