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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Apartments in Stockbridge

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Smart TV

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
2.0 out of 10, (1)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
The price is AED 496
AED 751 total
includes taxes & fees
16 Oct - 17 Oct
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

10.0 out of 10, Exceptional, (4)
"It was great experience and we loved the ammenities."
The price is AED 397
AED 878 total
includes taxes & fees
6 Oct - 7 Oct
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
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. "
The price is AED 382
AED 857 total
includes taxes & fees
6 Oct - 7 Oct
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
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 AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Exterior

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

9.6 out of 10, Exceptional, (30)
"Perfect 1 bedroom, ski in ski off , updated unit with great amenities! Owner super responsive and accommodating. Will definitely be back "
The price is AED 382
AED 857 total
includes taxes & fees
6 Oct - 7 Oct
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Exterior

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.6 out of 10, Exceptional, (30)
"We really enjoyed our stay it was a very nice place for a family."
The price is AED 577
AED 1,190 total
includes taxes & fees
6 Oct - 7 Oct
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Indoor pool

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

9.8 out of 10, Exceptional, (18)
"We had a great time with our 2 kids during our stay at the Disney Magic Suite. The kids loved all of the Disney decor and surprise touches (and their stuffed animals thank you!). Location was amazing, walk to the lifts, and the ski school was one of the best we've been to. Thanks for a great stay, we'll be back!"
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Exterior

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

10.0 out of 10, Exceptional, (3)
"Stayed one night at one of my favorite ski spots. Will be back again!"
The price is AED 397
AED 878 total
includes taxes & fees
6 Oct - 7 Oct
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (19)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi
1 bedroom, iron/ironing board, WiFi, bed sheets

Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi

10.0 out of 10, Exceptional, (1)
"Great!"
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi
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."
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
The price is AED 411
AED 898 total
includes taxes & fees
6 Oct - 7 Oct
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Property grounds

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

9.2 out of 10, Wonderful, (12)
"We enjoyed our stay. We would definitely stay here again in the future."
The price is AED 397
AED 878 total
includes taxes & fees
6 Oct - 7 Oct
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Exterior

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

The price is AED 419
AED 952 total
includes taxes & fees
6 Oct - 7 Oct
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop

Berkshires Apartment at the Stephentown Hotel

10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
The price is AED 413
AED 823 total
includes taxes & fees
5 Oct - 6 Oct
Berkshires Apartment at the Stephentown Hotel
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 price is AED 584
AED 745 total
includes taxes & fees
5 Oct - 6 Oct
The Brooks Motel: Exceptional Suite
Brooks Motel: Perfect Suite, Seasonal Waterviews
Fridge, microwave, stovetop, coffee/tea maker

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is AED 529
AED 675 total
includes taxes & fees
5 Oct - 6 Oct
Brooks Motel: Perfect Suite, Seasonal Waterviews
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 4 days ago
The Red Lion Inn

Frequently asked questions

What's it like to stay at an apartment in Stockbridge?
There are plenty of places to stay in Stockbridge with 51 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for similar accommodations. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins. While visiting this relaxing area, you might want to enjoy its bars.
Are you thinking about an apartment instead of a traditional hotel?
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 solo travelers who want to stay in at night and plan out their next day.
What's the top apartment for my stay in Stockbridge?
Here are some of the favorite apartments in the area to choose from: Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton: Located in Dalton, 15.6 mi/25.1 km from the heart of Stockbridge. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite 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 fireplaces. Access to onsite laundry facilities is available on site. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located in Lee, 3.8 mi/6.2 km away. Includes private patios and fireplaces. Access to onsite laundry facilities is available on site. Cozy Rustic Apt in 18th c Berkshire Farmhouse: 17.8 mi/28.7 km away in Lanesborough. Fireplaces and sofa beds are included. The Serendipity Spot: It's located in Great Barrington, 6.1 mi/9.7 km from Stockbridge. Includes Smart TVs.
What will the weather be like in Stockbridge?
Though 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches 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 make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) from the city center. Otherwise, look for flights into 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.