A nighttime view of a residential area with houses adorned with holiday lights.

Search Guest Houses in Stockbridge

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Stockbridge guest houses

Exterior

1. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very Good, (410 reviews)
"Large, clean, comfortable suite."
United States
Rena
$99 nightly
The price is $111
Sep 10 - Sep 11
Total with taxes and fees
The Central Downtown Inn & Suites
BBQ/picnic area

2. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (54 reviews)
"It was a great low location in Lennox mass, so close to Tanglewood. It was perfect."
United States
Jeannie
$170 nightly
The price is $190
Sep 10 - Sep 11
Total with taxes and fees
Hideaway Inn Lenox
Terrace/patio

3. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (292 reviews)
"A cute, quiet getaway close to the Berkshire mountains!"
United States
Maya H.
$189 nightly
The price is $211
Sep 16 - Sep 17
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Convenient location"
Peter 2-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Stockbridge

Stockbridge Guest Houses information

Number of reviews
756
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.

Explore a world of travel with Expedia