Compare Chester Guest House Rentals
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Featured Guest Houses in Chester
The Dewey
7 Hubbard Street, Lenox, MA
$216 nightly
The price is $241 total per night
$241 total
Aug 13 - Aug 14
Total includes taxes and fees
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
$129 nightly
The price is $144 total per night
$144 total
Jul 27 - Jul 28
Total includes taxes and fees
Guests of The Central Downtown Inn & Suites enjoy free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a terrace and laundry facilities.
Pet friendly
Parking included
Berkshire Village Carriage House - Super Private!!
$262 nightly
The price is $293 total per night
$293 total
Jul 31 - Aug 1
Total includes taxes and fees
Guests staying at this vacation home have access to a garden and barbecue grills.
Kitchen
Free WiFi
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
$237 nightly
The price is $269 total per night
$269 total
Jul 28 - Jul 29
Total includes taxes and fees
At this guesthouse, guests have access to a garden. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Air conditioning
Parking available
Guest House Sanctuary by Evergreen Home
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Free WiFi
Parking available
Jacob's Tanglewood Ranch
560 Stockbridge Rd, Lee, MA
Guests staying at Jacob's Tanglewood Ranch enjoy free WiFi in public areas, a terrace, and a fireplace in the lobby. You can take advantage of free parking if you drive. Additional amenities include barbecue grills and a picnic area.
Pet friendly
Parking included
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.
Hotel Options in Chester
D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
$134 nightly
The price is $150 total per night from Jul 27 to Jul 28
$150 total
Jul 27 - Jul 28
Total includes taxes and fees
9.2/10 Wonderful! (2,250 reviews)
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
$114 nightly
The price is $129 total per night from Aug 3 to Aug 4
$129 total
Aug 3 - Aug 4
Total includes taxes and fees
8/10 Very Good! (1,280 reviews)
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
$84 nightly
The price is $96 total per night from Aug 10 to Aug 11
$96 total
Aug 10 - Aug 11
Total includes taxes and fees
7/10 Good! (1,007 reviews)
Chester Guest Houses essential information
Accommodation | 9 Guest Houses |
|---|---|
Lowest Price | $96 |
Highest Price | $293 |
Popular accommodation | The Dewey, The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, Guest House Sanctuary by Evergreen Home, Jacob's Tanglewood Ranch, Cliffwood Cottage by Evergreen Home, Chestnut Lodge |