Search Guest Houses in Stockbridge

Compare Guest Houses in Stockbridge with updated reviews, rates, and availability.

Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (230)
"Quiet, low key accommodations. The place is the size of a 1 bedroom apartment. Was nice having a nicely furnished kitchen utensils and plates/silverware available. The place is a bit dated, but overall worked really well. "
The Central Downtown Inn & Suites
Property grounds
Sweet Dreams Retreat
9.8 out of 10, Exceptional, (49)
"The Sweet Dreams Retreat is a great place! The space was warm and inviting, the hosts were kind and attentive to our requests. Communication with them was very easy. The location was easy to find and check-in was a breeze. There's a patio with a gas fireplace right outside the door to the private entrance. There's a large hot tub on-site and it was nice to take a soak at the end of the day. The walk-in shower is great for a nice relaxing shower as well. It gets nice and hot. & it stays that way...
Sweet Dreams Retreat
Exterior
Hudson valley and The Berkshires Cottage
10.0 out of 10, Exceptional, (1)
"This oasis in the woods is a perfect week long or weekend respite. It is very clean and comfortable with all the necessary amenities. The location is quiet and peaceful with chirping birds and a nearby babbling brook. Easy access to nearby country towns for groceries, restaurants or browsing. Hiking trails are abundant. WiFi was robust enough for me to connect remotely with work when needed. The owner is pleasant, responsive and accommodating. I would highly recommend for anyone looking for an...
The price is $92
$315 total
includes taxes & fees
Jun 5 - Jun 6
Hudson valley and The Berkshires Cottage
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Renovated Private Guest House by Evergreen Home
10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Exterior
1805 House Bed and Breakfast
3.0 star property
9.8 out of 10, Exceptional, (38)
"My partner and I thoroughly enjoyed our two nights at the 1805 House B&B. The four-poster king-sized bed was very comfortable, the large tub in the bathroom was a delight, and breakfast was delivered to our room each morning. The hosts made check in and check out very easy. We were in the area for a jazz festival and to visit a friend. This was a lovely country stay for the weekend. "
1805 House Bed and Breakfast
Dishwasher
Jacob's Tanglewood Ranch
3.0 star property
Jacob's Tanglewood Ranch
Exterior
Chestnut Lodge
3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Exterior
Vanderbilt Lakeside
3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside
Don't see what you're looking for?
See all available properties in Stockbridge
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.

Other property types in Stockbridge

Fridge, microwave, oven, stovetop
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (11)
"We have a lovely stay, house is super clean and has all you need to relax and enjoy the space. I loved the fact we could take our small dog with us to make it a lovely family’s vacation. The house is central to everything and all towns in the Berkshires which we appreciated so much. We will return and would recommend to other highly also."
Stockbridge Home, Come Experience The Berkshires!
Interior
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
Outdoor dining
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (2)
"I stayed here with seven girlfriends, all aged 25-30, for a weekend, and we found it incredibly homey and nice. As a Catholic, it was lovely staying at the rectory, visiting the beautiful altar in the backyard, and knowing that any proceeds from our stay were going to a good cause. All the rooms have saint names, and there is a lot of thoughtful charm throughout. Samantha was very helpful and great at communicating through the entire process. Highly recommend this stay in the heart of...
The price is $590
$995 total
includes taxes & fees
May 26 - May 27
Find your Sanctuary at The Rectory at Stockbridge
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.

Stockbridge Guest Houses information

Number of reviews
Accommodation
Guest Houses
Lowest Price
Highest Price

Recent reviews of Stockbridge hotels
Expedia verified reviews