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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Apartments in Stockbridge and around

Charming Apt in 18th c Berkshire Farmhouse
1 bedroom, WiFi, bed sheets

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (34)
"The property was perfect for us !! Lots of room and the beds are very comfortable. "
The price is €183
includes taxes & fees
31 Aug - 1 Sept
Charming Apt in 18th c Berkshire Farmhouse
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (64)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge
Living area

Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge

9.4 out of 10, Exceptional, (3)
"Seemingly brand-new, lovely setting, perfect location, gracious hosts. Easy drive to Tanglewood if that's what brings you to the area. The pictures were 100% correct - no staging done here. For folks-music fans, the topper is that you're across the alley from the historical location of "Alice's Restaurant" from Arlo Guthrie's famous song of the same name. "
Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge
Downtown Gateway to the Berkshires. Walk to Everything.
Exterior detail

Downtown Gateway to the Berkshires. Walk to Everything.

2.0 star property
8.0 out of 10, Very good, (1)
"This cute and cozy apartment was in an excellent location. We were the first guest to stay here and we had a few concerns: the chairs in the kitchen were broken as was a door frame. The command hooks fell off the several times. There was no place to hang clothes and shelves which held the dishes were dirty and dusty as well as appliances. Some coffee and Kleenex would have a nice. The place has the potential to be amazing with a little more attention to details. We have stayed in many, many...
Downtown Gateway to the Berkshires. Walk to Everything.
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Fridge, microwave, oven, stovetop

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (62)
"Great value, so much better than all the touristy motels in the area!"
The price is €178
includes taxes & fees
31 Aug - 1 Sept
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Gateway to the Berkshires - Renovated downtown apartment
Exterior

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (8)
"Emmy is a great hostess. The apartment is nicely appointed and in a great location to restaurants and shops and attractions in the Berkshires. "
Gateway to the Berkshires - Renovated downtown apartment
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Fridge, microwave, oven, stovetop

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (28)
"Perfect place for what we needed. Loved the location."
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Exterior

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

9.8 out of 10, Exceptional, (7)
"This property was awesome for our family! Quick walk to the Mountain and all the shops!!! Great family spot!!"
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

7.0 out of 10, Good, (4)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
The Brooks Motel: Exceptional Suite
Heart of Lenox!! - renovated downtown apartment
Exterior

Heart of Lenox!! - renovated downtown apartment

10.0 out of 10, Exceptional, (71)
"Beautiful property in a perfect location for a girls ski weekend getaway! "
Heart of Lenox!! - renovated downtown apartment
The Penthouse, Downtown Lenox by Evergreen Home
Fridge, microwave, oven, stovetop

The Penthouse, Downtown Lenox by Evergreen Home

10.0 out of 10, Exceptional, (10)
"Amazing space and location!"
The Penthouse, Downtown Lenox by Evergreen Home
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Interior

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice apartment. Beautiful grounds and gardens. We enjoyed ourselves. It was a very comfy place to return to as we enjoyed Jacob's Pillow and our other explorations around the Berkshires. "
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Modern Copake Falls Getaway
Exterior

Modern Copake Falls Getaway

9.6 out of 10, Exceptional, (33)
"Great place with amazing views and super close to a ski resort highly recommend "
Modern Copake Falls Getaway
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Exterior

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

10.0 out of 10, Exceptional, (8)
"Great location. Howie is very communicative. Wish we could have stayed longer. "
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
The Studio mini home away from home in the Berkshires
Outdoor dining

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (29)
"Great place to stay in Berkshires."
The Studio mini home away from home in the Berkshires
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
TV, DVD player, books

Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain

10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
The price is €206
includes taxes & fees
3 Sept - 4 Sept
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The Brooks Motel: Exceptional Suite
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Fridge, microwave, oven, stovetop

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

2.0 star property
9.8 out of 10, Exceptional, (9)
"Clean and well stock"
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Charming Claverack Retreat w/ Serene Deck!
Outdoor dining

Charming Claverack Retreat w/ Serene Deck!

9.6 out of 10, Exceptional, (8)
"Great location about 10 min from Warren Street, super relaxing and quite isolated from the main road."
Charming Claverack Retreat w/ Serene Deck!
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Pool

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

10.0 out of 10, Exceptional, (2)
"The Game Night Theme Room was booked as a surprise for my 7 year old. Upon seeing the on theme welcome mat and decals on the door he was so excited. Thoughtful touches like the Minecraft Pig made this a camp visiting day weekend that he will never forget. Jiminy Peak is a great spot and we love the walkable restaurant Bluebird Cafe for dinner and the Country Store for a quick breakfast grab. Howie was communicative and described everything perfectly."
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
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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Top Stockbridge Hotel Reviews

Find out more about Stockbridge

Find out more about Stockbridge

Stockbridge Apartments information

Number of reviews
80
Accommodation
106 Apartments
Lowest Price
€178
Highest Price
€206

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like to stay at an apartment in Stockbridge?
You'll find a lot of options for your stay in Stockbridge with 50 hotels and other lodging options. Though there aren't many apartments, we can help you search for accommodation that is similar. When you search for a place to stay on Expedia, you can use the filters to search for a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar property types like holiday homes, condos or guest houses. While visiting this relaxing area, you might want to enjoy its bars.
Are you considering apartments over traditional hotel rooms?
An apartment is often more spacious than a traditional hotel room and comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay away from the tourist areas.
What's the top apartment for my stay in Stockbridge?
Below are some of the more popular apartments in the area to choose from: Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge: Situated in Stockbridge , 0.6 mi/1 km from the heart of Stockbridge. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 3.8 mi/6.2 km away in Lee . A patio and a fireplace are included . Access to on-site laundry facilities is available on site . Charming Apt in 18th c Berkshire Farmhouse: Located 17.8 mi/28.7 km away in Lanesborough . Amenities include a fireplace . Access to on-site laundry facilities is available on site . Cozy Rustic Apt in 18th c Berkshire Farmhouse: It's located in Lanesborough , 17.8 mi/28.7 km from Stockbridge. Includes a fireplace and a sofa bed .
What will the weather be like in Stockbridge?
Although weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Stockbridge. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What should I see and do in Stockbridge?
Stockbridge is known for its bars. Enjoy the outdoors at Naumkeag Museum and Berkshire Botanical Garden, or simply take in cultural attractions like Norman Rockwell Museum and Frelinghuysen Morris House and Studio. While here, National Shrine of the Divine Mercy and Housatonic River are other places worth a visit.
What's the best way to get to and around Stockbridge?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.