Photo by Chris Addams
Search Chester Cottages
Check prices for these dates
In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right
Recommended hotels in Chester
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Mark
$120 nightly
The price is $134
Jun 1 - Jun 2
Total with taxes and fees
8.4 out of 10, Very Good, (1,001 reviews)
"It was a clean, friendly hotel."
Cheri
$113 nightly
The price is $126
Jun 3 - Jun 4
Total with taxes and fees
9.0 out of 10, Wonderful, (857 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."
Mark
$86 nightly
The price is $96
Jun 1 - Jun 2
Total with taxes and fees
9.2 out of 10, Wonderful, (2,190 reviews)
"Spacious room, very helpful staff, good coffee and an excellent breakfast."
Clifford
$111 nightly
The price is $124
Jun 1 - Jun 2
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western
Baldwin Inn & Suites, SureStay Collection by Best WesternWest Springfield
8.0 out of 10, Very Good, (193 reviews)
"Front desk staff was very friendly and informative. Great location for the local colleges."
Chris
$111 nightly
The price is $127
Jun 7 - Jun 8
Total with taxes and fees
$124 nightly
The price is $138
Jun 7 - Jun 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
charles
$110 nightly
The price is $123
Jun 14 - Jun 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (99 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."
Kathleen
$135 nightly
The price is $151
Jun 4 - Jun 5
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Chester Hotel Reviews
Hampton Inn & Suites Berkshires-Lenox
4/10 Poor
Find out more about Chester
Chester Cottages information
Number of reviews | 15,813 |
|---|---|
Accommodation | 86 Cottages |
Lowest Price | $79 |
Highest Price | $220 |
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Becket Land Trust Historic Quarry
- B&B in Middlefield
- Resorts in Middlefield
- Condo Resorts in Middlefield
- Hotels near Sherwood Forest
- Hotels near Littleville Lake
- 4 Star Hotels in Middlefield
- Middlefield Hotels
- Condo Rentals in Huntington
- Cottages in Huntington
- Huntington Hotels
- 3 Star Hotels in Huntington
- 5 Star Hotels in Huntington
- Cottages in Becket
- Cabin Rentals in Becket
- B&B in Becket
- Apartments in Becket
- Vacation Homes in Becket
- Condo Rentals in Becket
- Motels in Becket
- Guest Houses in Becket
- Chalets in Becket
- Hotels near Pyramid Lake
- Hotels near Kushi Institute
- Becket Hotels
- Pet-Friendly Hotels in Becket
- Historic Hotels in Becket
- Luxury Hotels in Becket
- Cheap Hotels in Becket
- Beach Hotels in Becket
- Boutique Hotels in Becket
- Hotels on the Lake in Becket
- Quiet Resorts & in Becket
- Family Hotels in Becket
- 4 Star Hotels in Becket
- Romantic Hotels in Becket
- Ski Hotels in Becket
- Hotels near Blandford Ski Area
- Hotels near Skyline Trail
- B&B in Blandford
- Lodges in Blandford
- Resorts in Blandford
- Motels in Blandford
- Hotels near Jacob's Pillow
- Blandford Hotels
- 5 Star Hotels in Blandford
- 4 Star Hotels in Blandford
- 3 Star Hotels in Blandford
- Norwich Lake Hotels
- Cabin Rentals in Otis
- B&B in Otis
- Condo Rentals in Otis
- Guest Houses in Otis
- Cottages in Otis
- Resorts in Otis
- Rv Parks in Otis
- Motels in Otis
- Lodges in Otis
- Vacation Homes in Otis
- Resorts in Worthington
- B&B in Worthington
- Cabin Rentals in Worthington
- Guest Houses in Worthington
- B&B in Russell
- Cabin Rentals in Russell
- Otis Hotels
- 5 Star Hotels in Otis
- 4 Star Hotels in Otis
- Worthington Hotels