Western Massachusetts Guest Houses

A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts guest houses

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

1. Blooming Inn

Shelburne Falls

steven

includes taxes & fees

16 Sept - 17 Sept

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

2. Hideaway Inn Lenox

Lenox

Barbara

includes taxes & fees

17 Sept - 18 Sept

A living room with a fireplace, two sofas, and four black side tables.

3. The Revival House

Adams

Katrina

includes taxes & fees

15 Sept - 16 Sept

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

4. The Central Downtown Inn & Suites

Pittsfield

Rena

includes taxes & fees

5 Oct - 6 Oct

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!!

Lanesborough

Maya H.

includes taxes & fees

16 Sept - 17 Sept

A wooden deck with two black wicker chairs and a small round table with a white vase.

6. In town, newly remodeled studio with private balcony

Shelburne Falls

Jim E.

A stainless steel refrigerator with a digital display showing the time and date, a microwave above it, and a kettle on the stove.

7. Upscaled Home in a Quiet Neighborhood

Forest Park

Anonymous traveller

includes taxes & fees

26 Sept - 27 Sept

A historic brick building with a porch and a sign reading "Burrell House."

8. The Burrell House

Keene

Justin

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a stone staircase leading to a wooden front door.

9. The Inn At Quail Run

Wilmington

Chandra

includes taxes & fees

1 Oct - 2 Oct

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!

Granby

Kristen S.

includes taxes & fees

20 Sept - 21 Sept

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

11. Cornwall Inn and Lodge

Cornwall Bridge

Richard T

includes taxes & fees

15 Sept - 16 Sept

12. Cooper Hill Inn

West Dover

Rosa

includes taxes & fees

15 Sept - 16 Sept

A white two-story building with a central entrance, columns, and an American flag.

13. Sturbridge Country Inn

Fiskdale

Russell

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a dining area, a large window, and a view of the garden.

14. 9 Academy

Salisbury

Gina

includes taxes & fees

15 Sept - 16 Sept

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Top Western Massachusetts Hotel Reviews

Hotel UMass

10/10 Excellent

"Great place to stay! Go UMass!"

Berkshires Untold

8/10 Good

"Location was great! We loved the new addition in the front, where the reception area was, as well as restaurant and bar area, and library. Also liked the fire pits and outdoor seating. Rooms themselves were very basic and motel-like, and rather dark, but they did have nice bath products (shampoo, conditioner and body lotion). We didn’t realize there was also a room darkening shade on the front window, so the first night we just closed the curtain, which was see-thru! Staff was pleasant, and coffee was ready bright and early."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."

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