A river surrounded by autumn-colored trees and a forested hill.

Search Guest Houses in Stockbridge

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Stockbridge guest houses

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

1. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (61 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
$137 nightly
The price is $153
Nov 2 - Nov 3
Total with taxes and fees
Hideaway Inn Lenox
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (420 reviews)
"Large, clean, comfortable suite."
United States
Rena
$99 nightly
The price is $111
Oct 5 - Oct 6
Total with taxes and fees
The Central Downtown Inn & Suites
A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

3. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (297 reviews)
"Loved the easy Rail Trail access and peace and quite."
United States
Mary R.
$189 nightly
The price is $211
Oct 4 - Oct 5
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"When we walked into our room it was really an apartment. Very happy with our stay."
Terri 1-night trip
Posted less than an hour ago
Vacation Village in the Berkshires

Find out more about Stockbridge

Stockbridge Guest Houses information

Number of reviews
717
Accommodation
11 Guest Houses
Lowest Price
$111
Highest Price
$211

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 $111 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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