Stockbridge, MA Guest Houses from ￥19,881

Landoll's Mohican Castle, Christmas lights.

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Our top choices for Stockbridge guest houses

Hideaway Inn Lenox

Lenox

Leonardo

￥19,881 total

includes taxes & fees

Jun 11 - Jun 12

The Central Downtown Inn & Suites

Pittsfield

Aisha

￥21,545 total

includes taxes & fees

Jun 21 - Jun 22

Berkshire Village Carriage House - Super Private!!

Lanesborough

Peter S.

￥42,791 total

includes taxes & fees

Jun 10 - Jun 11

1 bedroom, desk, iron/ironing board, free WiFi

Hudson valley and The Berkshires Cottage

Hillsdale

Sean C.

￥58,249 total

includes taxes & fees

Jun 23 - Jun 24

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Top Stockbridge Hotel Reviews

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

The Whitlock

10/10 Excellent

"The location of this hotel is excellent, right in the town center of Lenox, close to all the shops and restaurants. I was a little concerned initially about the reviews I read regarding the level of cleanliness of the rooms which I am extremely particular about. The room was very clean so maybe the issue has been addressed. Communication with staff via text which normally would be concerning was also very prompt and quick. They respond to texts right away and always very kind so shouldnt be a concern for those who are concerned that they are not speaking to someone in person directly. Will definitely stay again if the rates are reasonable."

Vacation Village in the Berkshires

10/10 Excellent

"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent value for the money. Friendly staff. I got a one-bdrm condo for the price of a standard hotel. No grocery atores nearby some come with supplies if you plan to cook."

Berkshires Untold

10/10 Excellent

"This is an absolute gem of a stay - especially at the price we paid ($98 for one night). Huge bathroom, very well decorated, super stylish. Comfy bed, great AC unit. In room mini fridge (empty for guest use) -nice touch. Outdoor lounge is lovely. We didn’t use the bar or restaurant- but it was all gorgeous. I wld highly recommend this hotel"

The Yankee Inn

10/10 Excellent

"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub for the many surrounding activities--it's slightly over an hour drive to Hartford, and I was happy to leave the hustle and bustle of the city and return to the beauty of the Berkshires. I was surrounded by nature, but a grocery store, pharmacy, laundromat, and stores were also a short distance down the road. An extensive daily breakfast selection surpassed any I've recently had, and I've done my fair share of traveling."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

2/10 Terrible

"The hotel is under construction. This was not mentioned when reservations made. The only available parking was down the street at the bank. The television channels did not come in had to call for assistance. Then tv continued to have issues. On the ceiling and the wall there was dark colored “something” mold? dust? GROSS! Not worth the price."

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Stockbridge Guest Houses information

Number of reviews	307
Accommodation	11 Guest Houses
Lowest Price	￥19,881
Highest Price	￥58,249

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stockbridge guest houses

Hideaway Inn Lenox

The Central Downtown Inn & Suites

Berkshire Village Carriage House - Super Private!!

Hudson valley and The Berkshires Cottage

Top Stockbridge Hotel Reviews

The Red Lion Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Whitlock

Vacation Village in the Berkshires

Berkshires Untold

The Yankee Inn

Berkshire Mountain Lodge

Quality Inn Lee - Lenox South

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Find out more about Stockbridge

Stockbridge Guest Houses information

Explore a world of travel with Expedia

Search Guest Houses in Stockbridge

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stockbridge guest houses

Hideaway Inn Lenox

The Central Downtown Inn & Suites

Berkshire Village Carriage House - Super Private!!

Hudson valley and The Berkshires Cottage

Top Stockbridge Hotel Reviews

The Red Lion Inn

Find out more about Stockbridge

Stockbridge Guest Houses information

Explore a world of travel with Expedia