Compare Stockbridge Guest House Rentals
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Featured Guest Houses in Stockbridge
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
$104 nightly
The price is $116 total per night
$116 total
Oct 31 - Nov 1
Total with 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
The Dewey
7 Hubbard Street, Lenox, MA
$185 nightly
The price is $207 total per night
$207 total
Oct 29 - Oct 30
Total with 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
Berkshire Village Carriage House - Super Private!!
$205 nightly
The price is $229 total per night
$229 total
Oct 28 - Oct 29
Total with taxes and fees
Guests staying at this vacation home have access to a garden and barbecue grills.
Kitchen
Free WiFi
Hudson valley and The Berkshires Cottage
$310 nightly
The price is $315 total per night
$315 total
Oct 6 - Oct 7
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Free WiFi
Renovated Private Guest House by Evergreen Home
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Pet friendly
Free WiFi
1805 House Bed and Breakfast
775 Snydertown Road, Craryville, NY
Guests staying at 1805 House Bed and Breakfast have access to a terrace, a garden, and a picnic area. You can put free parking to good use if you drive. Multilingual staff is on hand to answer questions.
Breakfast included
Parking included
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 Stockbridge
The Red Lion Inn
30 Main Street, Stockbridge, MA
$209 nightly
The price is $233 total per night from Nov 4 to Nov 5
$233 total
Nov 4 - Nov 5
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
Tanglewood Suites
MA-102, Stockbridge, MA
6.4/10 (22 reviews)
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
$335 nightly
The price is $374 total per night from Oct 20 to Oct 21
$374 total
Oct 20 - Oct 21
Total with taxes and fees
Stockbridge Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | $116 |
Highest Price | $374 |
Popular accommodation | The Central Downtown Inn & Suites, The Dewey, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, 1805 House Bed and Breakfast , Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home |