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Compare 70 Apartments in New Ashford with updated reviews, rates, and availability.

Cozy 1-bedroom Suite in Jiminy Peak Resort, with Wi-Fi, Pool, Fitness & More!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Was a great spot to enjoy Jiminy Peak!"
Cozy 1-bedroom Suite in Jiminy Peak Resort, with Wi-Fi, Pool, Fitness & More!

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (60)
"Beautiful property with flower farm, pick your own berries and vegetable farm stand. Rustic log cabin feel with all amenities needed with kitchen."
The price is AED 533
AED 797 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Lovely two bedroom river-view rental unit

9.2 out of 10, Wonderful, (19)
"Typical New England older home. 2nd floor unit. Comfy beds, well-stocked kitchen (that did remind me a bit of my first place out of college). This is definitely not The Ritz, but the linens were soft and the place worked for us."
The price is AED 551
AED 1,173 total
includes taxes & fees
2 Jan - 3 January 2025
Lovely two bedroom river-view rental unit

The Penthouse, Downtown Lenox by Evergreen Home

10.0 out of 10, Exceptional, (6)
"Amazing space and location!"
The Penthouse, Downtown Lenox by Evergreen Home

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (31)
"The space was cozy and clean and the owners were very easy to communicate with and knowledgeable about the area. The bathroom has very fun lights. "
The price is AED 533
AED 797 total
includes taxes & fees
30 Dec - 31 Dec
Charming Apt in 18th c Berkshire Farmhouse

New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

10.0 out of 10, Exceptional, (6)
"Comfortable and spacious, in a lovely setting. "
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

10.0 out of 10, Exceptional, (1)
"We stayed here because we had Tanglewood tickets which turned out to be a great stay… It was a beautiful drive getting there and close enough to Tanglewood. Our host gave wonderful advice on where to eat and places to go. Thanks so much for sharing your place with us. Would absolutely consider going back "
The price is AED 1,446
AED 2,558 total
includes taxes & fees
31 Dec - 1 January 2025
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Main Street Delight 1bedroom

10.0 out of 10, Exceptional, (18)
"The location was fantastic for our stay in the Berkshires. Walkable to many restaurants & shops. It was very well decorated & cozy. Very convenient being above a coffee shop, however not ideal if you enjoy sleeping in. We could hear the consistent squeaking of the coffee shop door as soon as it opened in the morning (~7:00 am) from the bedroom. However, good motivation to get up and enjoy the beautiful Berkshires!"
Main Street Delight 1bedroom

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.8 out of 10, Exceptional, (20)
"We had a lovely time at this large and welcoming condo. It was easy to find, had all the amenities we needed and was just the perfect place for an off-season get away. Would easily re-book at any time during the year. "
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Heart of Lenox!! - renovated downtown apartment

10.0 out of 10, Exceptional, (63)
"The bathroom was less than tidy and when I recall it was like that last time. Bathroom rug is dirty or just dirty looking. I advise property Meg to buy several Along with a Terry bath mat so you can cover it when using. No little extras like soap/shampoo are offered. I had My own. Overall the apartment is very cute would stay again. "
Heart of Lenox!! - renovated downtown apartment

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

10.0 out of 10, Exceptional, (22)
"We loved our stay. The rental was as described. Jiminy Peak is great and everything is within walking distance. We had a great time !!!"
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Vacation Rental Home in the Berkshires!

3.0 star property
Vacation Rental Home in the Berkshires!

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

10.0 out of 10, Exceptional, (2)
"Stayed one night at one of my favorite ski spots. Will be back again!"
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Renovated Downtown 1bedroom

10.0 out of 10, Exceptional, (21)
"Location, location, location. Great use of space in this nicely decorated, conveniently located apt. Steps away from restaurants and shopping. 7 minutes from Kripalu. Great communication from owner. Looking forward to next stay."
Renovated Downtown 1bedroom

Charming Apartment In Berkshire Victorian Home

7.8 out of 10, Good, (7)
"This adorable place is central to Pittsfield and made it really easy for my daughter and I go get where we needed to be. It’s a clean, great space. We’ll definitely be back!"
Charming Apartment In Berkshire Victorian Home

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

10.0 out of 10, Exceptional, (5)
"Condo was conveniently located at the base of the mountain. Had everything you would need for a quick weekend getaway. Owner was available for any questions."
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

Bright Boho Apt in 18th c Berkshire Farmhouse

8.8 out of 10, Excellent, (20)
"This location was great for our event at Tanglewood. Perfect little apartment for my husband and i to spend the night. Walked to get coffee in the morning. Would have loved to shop at the farm store, but we weren't there when it was open. Would absolutley stay here again of we're ever in the Berkshires again!"
The price is AED 635
AED 926 total
includes taxes & fees
28 Dec - 29 Dec
Bright Boho Apt in 18th c Berkshire Farmhouse

Downtown | Waterfront | Walk to Shops

The price is AED 477
AED 933 total
includes taxes & fees
30 Dec - 31 Dec
Downtown | Waterfront | Walk to Shops

New Studio In Town, By the Water

10.0 out of 10, Exceptional, (4)
"The studio had everything we needed and it was clean and very comfortable! We enjoyed our walks through Williams College, just across the street. Even with the drought, was very relaxing sitting by the stream that runs through the back of the property. Would definitely stay there again! Jeanne"
The price is AED 441
AED 863 total
includes taxes & fees
30 Dec - 31 Dec
New Studio In Town, By the Water

Vacation Rental Home in the Berkshires!

9.6 out of 10, Exceptional, (10)
"Beautiful property, amazing views, lots of privacy, home is nicely decorated and had everything we needed and more. Will definitely visit again!"
Vacation Rental Home in the Berkshires!
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 New Ashford

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 694
AED 762 total
includes taxes & fees
1 Jan - 2 January 2025
Jiminy Peak Mountain Resort

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 536
AED 821 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!
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 New Ashford?
You might not have many choices within the heart of New Ashford, but Expedia can help you find lodging options in the area with similar amenities to an apartment. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also search for similar property types like condos, vacation homes, or cottages.
How do you know if an apartment is a good option for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in New Ashford?
Below are some of the top apartments in the area to choose from: Cozy Rustic Apt in 18th c Berkshire Farmhouse: Situated in Lanesborough, 4.7 mi/7.6 km from the heart of New Ashford. Includes fireplaces and sofa beds. Lovely two bedroom river-view rental unit: Located 8.5 mi/13.7 km away in Williamstown. Amenities include sofa beds. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor: Located in Hancock, 4.3 mi/6.9 km away. Includes sofa beds. A fitness center and an indoor pool are on site. Charming Apt in 18th c Berkshire Farmhouse: 4.7 mi/7.6 km away in Lanesborough. Amenities include fireplaces.
What can I expect from the weather when I travel to New Ashford?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in New Ashford. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in New Ashford 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 New Ashford?
Explore the area and cultural attractions such as Williamstown Theatre Festival, or visit a family-friendly sight such as Berkshire Museum. In the larger area, you’ll find Mount Greylock State Reservation and Brodie Mountain.
What's the best way to get to and around New Ashford?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12.7 mi (20.5 km) away from the heart of the city. Otherwise, look for flights into Albany Intl. Airport (ALB), which is 30.5 mi (49.2 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.