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28 Nov - 30 Nov
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5 Dec - 7 Dec
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19 Dec - 21 Dec
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16 Jan - 18 Jan

Apartments in West Stockbridge

Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Lanesborough
9.6 out of 10, Exceptional, (67)
"Very cute! Perfect place for a weekend in the Berkshires"
United States
Melissa P.
The price is AED 496
AED 763 total
includes taxes & fees
18 Nov - 19 Nov
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

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

Hancock
10.0 out of 10, Exceptional, (4)
"This is my favorite unit of all the units I have stayed in! The pirate stuff was so cool and we could see our kids ski from the inside! The owner is so easy to communicate with. We love having the ability to cook and spread out while we are in the unit. We aaaaargh definitely going to stay here again!"
United States
Stephanie K.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
1 bedroom, WiFi, bed sheets
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

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

Hancock
10.0 out of 10, Exceptional, (8)
"Perfect place to stay for a quick ski trip. Host was super helpful & accommodating. Suite was comfortable & well-equipped. We’ll be back "
United States
Kevin K.
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Indoor pool
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Hancock
10.0 out of 10, Exceptional, (3)
"Great spot. Great communication. Comfortable suite."
United States
Samuel
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Exterior
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

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

Hancock
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Hancock
9.4 out of 10, Exceptional, (16)
"We absolutely enjoyed this pleasant apartment. Its within the walking distance from the ski lifts which was perfect for all of us including 5 year old kid. "
United States
Janja
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Exterior
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Hancock
9.6 out of 10, Exceptional, (30)
"Great and clean property! Very easy to access and good parking too."
United States
Todd A.
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Fridge, microwave, oven, stovetop
2 Bed Berkshire Getaway @ Stephentown Hotel

2 Bed Berkshire Getaway @ Stephentown Hotel

Stephentown
10.0 out of 10, Exceptional, (5)
"We liked everything about the apartment. It is stocked with. Everything you could imagine for a holiday. Close to many activities and wilderness."
United States
Alex C.
The price is AED 511
AED 974 total
includes taxes & fees
22 Nov - 23 Nov
2 Bed Berkshire Getaway @ Stephentown Hotel
TV, offices
The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite

Hillsdale
9.2 out of 10, Wonderful, (5)
"The motel was well equipped, clean, and comfortable. It was especially suited for my travel with my dog."
United States
Susan S.
The price is AED 584
AED 745 total
includes taxes & fees
18 Nov - 19 Nov
The Brooks Motel: Exceptional Suite
Exterior
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Hancock
9.4 out of 10, Exceptional, (6)
"Great location. Very nice vacation. Would def go again. "
United States
Elizabeth M.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
1 bedroom, WiFi, bed sheets
Charming Apt in 18th c Berkshire Farmhouse

Charming Apt in 18th c Berkshire Farmhouse

Lanesborough
9.4 out of 10, Exceptional, (39)
"It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host."
United States
Roy
The price is AED 496
AED 746 total
includes taxes & fees
18 Nov - 19 Nov
Charming Apt in 18th c Berkshire Farmhouse
Pool
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock
10.0 out of 10, Exceptional, (3)
"Great room decorations, travel with two kids they have a great time playing video games"
United States
Andres
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Exterior
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

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

Hancock
10.0 out of 10, Exceptional, (3)
"Condo in great location for skiing and really in good shape. Nicely decorated. Kids loved the moose toy. Kitchen had everything we needed. Perfect winter break for us. "
United States
Drahomira H.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Property grounds
All comforts of home

All comforts of home

Hudson
9.8 out of 10, Exceptional, (50)
"Loved the place and would love to come back. "
United States
Georgine
The price is AED 360
AED 486 total
includes taxes & fees
18 Nov - 19 Nov
All comforts of home
Exterior
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Hancock
10.0 out of 10, Exceptional, (1)
The price is AED 801
AED 1,428 total
includes taxes & fees
17 Dec - 18 Dec
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
1 bedroom, iron/ironing board, WiFi, bed sheets
Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi

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

Hancock
10.0 out of 10, Exceptional, (1)
"Great!"
United States
Susan M.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Ski On Off Disney Mountain Suite Jiminy Peak-- Sleeps4- The Most Magical Berkshi
Exterior
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

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

Hancock
9.8 out of 10, Exceptional, (20)
"The house was in great condition and the owner was super helpful. Location was amazing as it was right at bottom of ski slope."
United States
KC D.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

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

Hancock
9.6 out of 10, Exceptional, (30)
"Condo was nicely decorated, very clean. Bed was super cozy!! Owner was so nice to work with. Will definitely be back!!"
United States
Michele G.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
TV, DVD player, books
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

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

Hancock
9.2 out of 10, Wonderful, (12)
"Clean, simple, and perfect for a family weekend getaway."
United States
Jacob
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Indoor pool
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

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

Hancock
9.8 out of 10, Exceptional, (18)
"Howard is an amazing host!!! The rooms were so cool, the detail was incredible. We had such a blast skiing, time in the hot tub and time playing games in the room. Can not wait to plan our next getaway to Jiminy Peak and to stay in our Disney room!! Howard is the BEST host!!"
United States
Wendy L.
The price is AED 386
AED 866 total
includes taxes & fees
18 Nov - 19 Nov
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
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 West Stockbridge Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Everything was amazing my bf did get a beer at the bar that was expired but everything else was amazing "
Amanda 2-night trip
Posted 18 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What's it like to stay at an apartment in West Stockbridge?
There are plenty of places to stay in West Stockbridge with 33 accommodations. Though there aren't many apartments, we can help you search for accommodations with similar amenities. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also search for similar properties such as vacation homes, condos, or cabins. While in the area, why not enjoy its gardens and visit its restaurants?
How do you know if an apartment is a good option for you?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in West Stockbridge?
Listed below are some of the top apartments in the area to choose from: Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located in Lee, 6.2 mi/10 km from the heart of West Stockbridge. Includes private patios and fireplaces. Access to onsite laundry facilities is available on site. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor: Located 15.8 mi/25.4 km away in Hancock. Amenities include sofa beds. A fitness center and an indoor pool are on site. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton: Located in Dalton, 14.8 mi/23.9 km away. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4: Located 15.8 mi/25.4 km away in Hancock. Amenities include fireplaces. A fitness center and a hot tub are on site. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous: Located in Hancock, 15.9 mi/25.6 km from West Stockbridge. Includes fireplaces and sofa beds. A fitness center and onsite laundry facilities are on site.
What will the weather be like when I travel to West Stockbridge?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in West 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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are the must-see places to visit in West Stockbridge?
West Stockbridge is known for its restaurants and gardens. Family-friendly attractions include Charles H. Baldwin & Sons and Ebenezer II Gifts and Antiques, whereas Stockbridge Bowl is a spot to enjoy the outdoors. While here, Hotchkiss Mobile Studio and Hoffman's Pottery are other places worth a visit.
What's the best way to get to and around West 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 7.4 mi (11.9 km) away from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 17.8 mi (28.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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