Best Apartments in Stockbridge, MA for Your Vacation from $77

A nighttime view of a residential area with houses adorned with holiday lights.

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Our top choices for Stockbridge apartments

Coffee/tea maker, fridge, microwave, oven

1. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

"Michael’s place in Great Barrington MA was incredible. It was clean, very well appointed, affordable and so quiet. It is also very close to numerous restaurant options and grocery stores. I thought the place was very cozy and so comfortable. This was a stopping off point for me so I unfortunately was not able to stay longer. Next time I am Great Barrington I will definitely look up Michael’s place. Thank you Michael."

Paul J.

$148 nightly

Sep 9 - Sep 10

Total with taxes and fees

Beach nearby, sun loungers, beach towels

2. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Kristin O.

$298 nightly

Sep 15 - Sep 16

Total with taxes and fees

3. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

$285 nightly

Sep 8 - Sep 9

Total with taxes and fees

Desk, iron/ironing board, WiFi, bed sheets

4. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

$170 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Dalton

Elizabeth G.

$290 nightly

Sep 10 - Sep 11

Total with taxes and fees

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

Hancock

Ann

$228 nightly

Sep 9 - Sep 10

Total with taxes and fees

7. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Hancock

Alicia S.

$253 nightly

Sep 7 - Sep 8

Total with taxes and fees

8. Berkshires Apartment at the Stephentown Hotel

Stephentown

Nicole O.

$246 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Stockbridge Hotel Reviews

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Berkshires Untold

10/10 Excellent

"The entry , bar, and dining room along with the outside patio was beautifully done. It made you happy to be there as it was so welcoming. Ample parking space, great amenities, and comfy quiet room made our stay great. The only thing missing was a floor lamp in our room so we couldn’t read at night as the small lamps were dim."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

Find out more about Stockbridge

Stockbridge Apartments information

Number of reviews	8,288
Accommodation	85 Apartments
Lowest Price	$77
Highest Price	$442

Frequently asked questions

What's it like to stay at an apartment in Stockbridge?

You'll find 5 apartments to choose from in Stockbridge for your vacation. 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: Cozy 1-bedroom studio in serene Great Barrington with AC: Located in Great Barrington, 7 mi/11.3 km from the heart of Stockbridge. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Cozy 1-bedroom apartment in old farm house in historic South Lee: Located 2.5 mi/4 km away in South Lee. Amenities include private patios. Access to onsite laundry facilities is available on site. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake: Located in Great Barrington, 6 mi/9.7 km away. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. The Brooks Motel: Exceptional Suite: It's located in Hillsdale, 11.9 mi/19.2 km from Stockbridge. Includes sofa beds.

How many apartments are there in Stockbridge?

Expedia has 5 apartments to book in Stockbridge.

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 Schantz Galleries. While here, National Shrine of the Divine Mercy and Stockbridge Bowl 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.

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Stockbridge Vacation Rentals

Apartments in Stockbridge for Rent

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Our top choices for Stockbridge apartments

1. Cozy 1-bedroom studio in serene Great Barrington with AC

2. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

3. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

4. The Brooks Motel: Exceptional Suite

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

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

7. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

8. Berkshires Apartment at the Stephentown Hotel

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

10. The Brooks Motel: Exceptional Suite

11. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

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

13. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

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

15. Hudson NY’S Country Serenity Guest Suite.

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

17. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

18. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

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

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

Find vacation rentals that suit your style

Top Stockbridge Hotel Reviews

Quality Inn Great Barrington

Find out more about Stockbridge

Stockbridge Apartments information

Frequently asked questions

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