Search Guest Houses in Western Massachusetts

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Western Massachusetts guest houses

A two-story house with a porch, a balcony, and a chimney.

1. Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (151 reviews)
"Like the ambiance as well as the decor! The location was perfect for walking around town!"
United States
Robert
The price is AED 261
AED 472 total
includes taxes & fees
10 Nov - 11 Nov
Blooming Inn
A living room with a fireplace, two sofas, and four black side tables.

2. The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (46 reviews)
"Room 6 was much larger than expected! We arrived after hours and it was very easy to find our room."
United States
Katrina
The price is AED 551
AED 616 total
includes taxes & fees
10 Nov - 11 Nov
The Revival House
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

3. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (70 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 AED 395
AED 441 total
includes taxes & fees
17 Nov - 18 Nov
Hideaway Inn Lenox
A wooden deck with two black wicker chairs and a small round table with a white vase.

4. In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony
Shelburne Falls
10.0 out of 10, Exceptional, (136 reviews)
"Nice little studio in a pretty little town. Had a great stay."
United States
Apoorva
The price is AED 584
AED 816 total
includes taxes & fees
17 Nov - 18 Nov
In town, newly remodeled studio with private balcony
A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

5. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (301 reviews)
"Loved the easy Rail Trail access and peace and quite."
United States
Mary R.
The price is AED 496
AED 739 total
includes taxes & fees
15 Nov - 16 Nov
Berkshire Village Carriage House - Super Private!!
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

6. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is AED 357
AED 399 total
includes taxes & fees
11 Nov - 12 Nov
The Central Downtown Inn & Suites
A modern dining area with a glass table, black chairs, and a teal upholstered chair.

7. Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood
3.0 star property
Forest Park
8.4 out of 10, Very good, (5 reviews)
"So clean and comfy"
United States
Anonymous traveler
The price is AED 1,234
AED 1,878 total
includes taxes & fees
23 Nov - 24 Nov
Upscaled Home in a Quiet Neighborhood
A historic brick building with a porch and a sign reading "Burrell House."

8. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (189 reviews)
"The Burrell House is a lovely historic home convenient to downtown Keene. The room was very clean and the bed super comfortable. There is no staff but it worked fine for my stay."
United States
Carol
The price is AED 487
AED 543 total
includes taxes & fees
16 Nov - 17 Nov
The Burrell House
A two-story house with a stone staircase leading to a wooden front door.

9. The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.2 out of 10, Wonderful, (75 reviews)
"For booking an overnight stay at the last minute, this place hit the jackpot, and BEYOND EXCEEDED my expectations! The owner was so sweet, and if I ever pass through Wilmington again, I'd definitely stay there again!!!"
United States
Chandra
The price is AED 716
AED 788 total
includes taxes & fees
10 Nov - 11 Nov
The Inn At Quail Run
A stone cottage with a turquoise door, a sign reading 'Windy Top Cottage,' and flower boxes on the windows.

10. 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, (117 reviews)
"We loved our stay! The cottage was adorable!"
United States
Kristen S.
The price is AED 496
AED 849 total
includes taxes & fees
11 Nov - 12 Nov
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
A dining area with wooden tables and chairs, a patterned rug, and an exit sign.

11. Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (179 reviews)
"Very nice."
United States
K
The price is AED 777
AED 894 total
includes taxes & fees
10 Nov - 11 Nov
Cornwall Inn and Lodge
A white two-story building with a central entrance, columns, and an American flag.

12. Sturbridge Country Inn

Sturbridge Country Inn
2.5 star property
Fiskdale
5.2 out of 10, (118 reviews)
"Room was very clean and loved the rustic country decor. Fire place and jetted tub worked perfectly. "
United States
Christine
The price is AED 909
AED 1,015 total
includes taxes & fees
11 Nov - 12 Nov
Sturbridge Country Inn
A modern kitchen with a dining area, a large window, and a view of the garden.

13. 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 AED 2,181
AED 2,508 total
includes taxes & fees
15 Nov - 16 Nov
9 Academy
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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Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts
A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.

Top reviews in Western Massachusetts

A two-story house with a porch, a balcony, and a chimney.
Blooming Inn

Blooming Inn

Blooming Inn
Shelburne Falls

10/10 Excellent

The Blooming Inn was great. Very clean. Great old house. Loved the motion sensor lights when you walk in later at night. Also the charging cords for phones and tablets is a nice touch. Great toilet paper!!!
United States
Philip M
Reviewed September 3, 2023
Blooming Inn

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