A large stone church with a tall bell tower and arched windows.

Search Guest Houses in Great Barrington

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Great Barrington 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, (62 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
The price is NZ$247
includes taxes & fees
5 Nov - 6 Nov
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, (422 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is NZ$197
includes taxes & fees
12 Oct - 13 Oct
The Central Downtown Inn & Suites
A modern kitchen with a dining area, a large window, and a view of the garden.

3. 9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (15 reviews)
"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
The price is NZ$1,219
includes taxes & fees
7 Oct - 8 Oct
9 Academy
A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

4. 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.
The price is NZ$373
includes taxes & fees
12 Oct - 13 Oct
Berkshire Village Carriage House - Super Private!!
A stone cottage with a turquoise door, a sign reading 'Windy Top Cottage,' and flower boxes on the windows.

5. A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (114 reviews)
"Such a gem of a place. Loved everything. We will be back!"
United States
Rachel P.
The price is NZ$445
includes taxes & fees
13 Oct - 14 Oct
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
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 Great Barrington Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Laundrette being free really useful. Coffee in main lobby superb quality. Only a few minutes from Market 32 for good food and provisions. A couple of downsides - check-in staff were not particularly friendly and there is a high deposit. Rooms are suites so loads of space."
James 2-night trip
Posted less than an hour ago
Berkshire Mountain Lodge

Find out more about Great Barrington

Great Barrington Guest Houses information

Number of reviews
910
Accommodation
14 Guest Houses
Lowest Price
NZ$197
Highest Price
NZ$1,219