Search Apartments in West Stockbridge

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Compare 120 Apartments in West Stockbridge with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.6 out of 10, Exceptional, (21)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (27)
"Clean, comfortable and great location."
51 Church Street, Lenox MA - One Bedroom Unit

All comforts of home

9.8 out of 10, Exceptional, (39)
"Absolutely beautiful, cozy, and quiet. Highly recommend and look forward to staying again in the future. "
The price is AED 400
AED 512 total
includes taxes & fees
6 May - 7 May
All comforts of home

Apartment In Historic 1785 Thomas Jenkins House

10.0 out of 10, Exceptional, (77)
"Wonderful property and close to everything!"
Apartment In Historic 1785 Thomas Jenkins House

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very clean and nicely decorated apartment in center of town. Great location. Really enjoyed our vacation."
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
The Studio mini home away from home in the Berkshires

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (31)
"The property was perfect for us !! Lots of room and the beds are very comfortable. "
The price is AED 496
AED 763 total
includes taxes & fees
6 May - 7 May
Charming Apt in 18th c Berkshire Farmhouse

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.6 out of 10, Exceptional, (26)
"My family had a great ski weekend at Howard’s place. Everything was as described and the location could not be beat! Howard was an excellent host - super communicative and very prompt in responding to the few questions we had. We would absolutely stay here again. "
The price is AED 577
AED 1,190 total
includes taxes & fees
8 May - 9 May
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Downtown Hudson Apartment: Walk to Cafes & River!

10.0 out of 10, Exceptional, (3)
"This apartment was in the most convenient location. Easy to walk to fabulous restaurants and shops. Amenities were plenty and the beds were so comfortable. I definitely would stay here again! Made our stay in Hudson so lovely!"
Downtown Hudson Apartment: Walk to Cafes & River!

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"The place is as described. Excellent location."
Upstairs on Main with private bathroom

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
The price is AED 551
AED 800 total
includes taxes & fees
31 May - 1 Jun
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Hudson NY’S Country Serenity

10.0 out of 10, Exceptional, (1)
"Quiet, private , comfortable and clean sanctuary! Highly recommend…!! "
Hudson NY’S Country Serenity

A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay in this historic house and were overwhelmed with the kindness and generosity of our hosts. If we are ever in the area again, we will book again!"
A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.

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

9.8 out of 10, Exceptional, (18)
"Great place to spend the new years holiday! Perfect location for skiing!"
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

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

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. "
The price is AED 382
AED 857 total
includes taxes & fees
8 May - 9 May
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

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

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"Perfect get away, convenient to everything."
1500 sqft private entrance with beautiful views of the Berkshire Mountains

Hip on Warren

10.0 out of 10, Exceptional, (10)
"Apartment is adorable and right on Warren that has everything you could want for a quick visit to upstate NY. Restaurants , stores of all kinds and great coffee shops and bars. "
Hip on Warren

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

9.0 out of 10, Wonderful, (2)
"Loved our short stay! Very clean, well maintained, and super cozy. Communication was very prompt and pleasant. Would definitely stay again! "
Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby
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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Other property types in West Stockbridge

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1804)
"The property was clean and the staff very accommodated."
The price is AED 400
AED 487 total
includes taxes & fees
18 May - 19 May
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (929)
"Out dated not many resort like options "
The price is AED 493
AED 550 total
includes taxes & fees
6 May - 7 May
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is AED 477
AED 515 total
includes taxes & fees
19 May - 20 May
Micosta Leisure Inn
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.

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 34 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. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 9.5 mi/15.3 km away in Great Barrington. Free WiFi, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. All comforts of home: Located in Hudson, 18.9 mi/30.5 km away. Includes private balconies. Access to a hot tub is available on site. 51 Church Street, Lenox MA - One Bedroom Unit: 4.6 mi/7.5 km away in Lenox. Apartment In Historic 1785 Thomas Jenkins House: It’s situated in Hudson, 22.4 mi/36 km from West Stockbridge.
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. Charles H. Baldwin & Sons and Hotchkiss Mobile Studio are a couple of family-friendly sights. While here, Ebenezer II Gifts and Antiques 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.