Western Massachusetts Country Houses

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Western Massachusetts country houses

Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Anonymous traveller

HK$3,179 total

includes taxes & fees

19 Jul - 20 Jul

Charming 6 Bdrm Countryside Stay

Great Barrington

HK$9,355 total

includes taxes & fees

6 Jul - 7 Jul

NEW RENO - Historic Loft w/views of the Berkshires

New Lebanon

John

HK$1,757 total

includes taxes & fees

23 Jun - 24 Jun

the suite @ barn & bike - private, bucolic, serene setting

Red Hook

William D.

HK$1,957 total

includes taxes & fees

28 Jun - 29 Jun

1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

HK$4,006 total

includes taxes & fees

23 Jun - 24 Jun

Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

Ghent

elizabeth K.

HK$5,003 total

includes taxes & fees

10 Jul - 11 Jul

Quaint horse farm for a nice escape!

Brimfield

Erin A.

HK$4,473 total

includes taxes & fees

23 Jun - 24 Jun

Farmhouse Retreat, Infrared Sauna, Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy

Valatie

Tabish T.

HK$7,057 total

includes taxes & fees

30 Jun - 1 Jul

NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

HK$1,630 total

includes taxes & fees

23 Jun - 24 Jun

1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

"When we arrived, the property had not been cleaned. The host was at first responsive--but as we discovered that the TV didn't work, there were not enough plates even for two people, and no information about how to operate the mini-splits or gas stove, we realized that we could spend our vacation reaching out to the host to request repairs/guidance/replacement...or we could move to another property and enjoy ourselves. At this juncture, the host ghosted us. Note: there is NO "arcade/game room" as...

Marcia W.

HK$1,756 total

includes taxes & fees

24 Jun - 25 Jun

NEW RENO Historic Creamery in Berkshires w/hot tub

New Lebanon

Anonymous traveller

HK$4,883 total

includes taxes & fees

7 Jul - 8 Jul

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 Western Massachusetts Hotel Reviews

The Red Lion Inn

8/10 Good

"I did not stay in the main building but had a room in a separate building on the same block. I quite liked my room away from the inn. It was roomy, quiet, across the street from a church, easy walk to the cafe, and there was a bunny 🐰 eating grass outside each night. I think I will request such a room away from the hubbub when I return. The food at the Red Lion's Inn's 'Widow's' tavern was delicious. Just know the buildings are indeed OLD so if you are seeking great water pressure or modern vibe, this is not your place. Love the history of this place!"

Quality Inn Great Barrington

8/10 Good

"Room was clean and comfy except for the window A/C unit which quit working about an hour after we turned it on. Opened the windows later at night which helped some, but not a perfect temperature. Did not try the morning continental breakfast because we slept in too late and had to be home by a certain time for a gathering."

Berkshire Mountain Lodge

10/10 Excellent

"Property very well maintained, everything you would need for an extended stay, we stayed one night for a show at Tanglewood(20” away) The rooms have microwave, fridge, dishes, dishwasher,etc. everything you would need to eat in. Also pool, hot tub, exercise and movies at night in a great room. Helpful staff, great price for a great room( separate dining area, living area, bedroom and huge bathroom!!!!!) extra clean woukd def go back"

Find out more about Western Massachusetts