Search Guest Houses in Stockbridge

Check prices for these dates

Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12
In one month
Apr 24 - Apr 26
In two months
May 22 - May 24

Our top choices for Stockbridge guest houses

Terrace/patio

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (277 reviews)
"Property was great- clean, well equipped and a perfect spot for us to spend the night and a quick visit in the Berkshires!! "
United States
christine b.
$185 nightly
The price is $207
Mar 25 - Mar 26
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!
50-inch flat-screen TV with cable channels, TV, streaming services

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
$102 nightly
The price is $114
Mar 25 - Mar 26
Total with taxes and fees
The Central Downtown Inn & Suites
1 bedroom, desk, iron/ironing board, free WiFi

Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage
Hillsdale
10.0 out of 10, Exceptional, (18 reviews)
"Very clean and great for a couples trip!"
United States
Sean C.
$309 nightly
The price is $314
Mar 30 - Mar 31
Total with taxes and fees
Hudson valley and The Berkshires Cottage
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 Stockbridge Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"very clean and friendly staff"
mohamed 2-night trip
Posted 11 hours ago
Berkshire Mountain Lodge

Find out more about Stockbridge

Stockbridge Guest Houses information

Number of reviews
654
Accommodation
10 Guest Houses
Lowest Price
$114
Highest Price
$314

Frequently asked questions

What is the nightly rate for a guest house in Stockbridge?
Rates for Stockbridge guest houses vary, but travelers can find great-value prices from $114 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Stockbridge guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Stockbridge guest house and a B&B?
A guest house in Stockbridge is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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