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Search Resorts in New Ashford

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Compare 25 Resorts in New Ashford with updated reviews, rates, and availability.

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (2)
"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.4 out of 10, Very Good, (7)
"Great time at jiminy! This unit was super clean and super convenient to everything at jiminy including the lodge and lifts! Thank you for the speedy communication! Appreciate it! We’ll be back next year! Thanks!"
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
2.0 star property
10.0 out of 10, Exceptional, (2)
"We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!"
1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
Cozy Cabin on resort property in Cultural Berkshires.
9.6 out of 10, Exceptional, (15)
"Kim is a wonderful host, and her cabin is just perfect. This is my second time staying at her place, since I like to travel with my dog whenever possible. Very roomy with a high ceiling, but still nice and toasty. It has everything you could want in a full kitchen, and there’s also a great restaurant and country store/deli just a few steps away. We had a great time at the haunt this Halloween season, which I had never done before. Lots of fun things to do, and gorgeous hikes in the area. I have...
Cozy Cabin on resort property in Cultural Berkshires.
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
10.0 out of 10, Exceptional, (1)
"Great property! Great location. Smooth check-in."
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
10.0 out of 10, Exceptional, (2)
"The property manager was great and very communicative. The hotel is the perfect place to stay if skiing at Jiminy peak. Ski school right outside, pool and arcade room for the children."
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
10.0 out of 10, Exceptional, (2)
"Jimney is always a great time"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
10.0 out of 10, Exceptional, (1)
"Great location and overall wonderful stay at Jiminy Peak!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
10.0 out of 10, Exceptional, (1)
"Great place to get my 6 year old on the mountain. What a great time !"
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
10.0 out of 10, Exceptional, (1)
"Great spot. We had a ton of fun."
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Bentley Brook at Jiminy Peak ^ Studio
Bentley Brook at Jiminy Peak ^ Studio
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
10.0 out of 10, Exceptional, (1)
"Large property with ski-in/ski-out proximity to Jiminy Peak. Units are standard but large, clean, and with helpful amenities for a family vacation (kitchenette in unit, plus nice pool for kids' apres-ski, kids' movies, etc.) We'll be back."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
2.0 star property
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
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, (1746)
"Love staying here "
The price is SAR 634
SAR 733 total
includes taxes & fees
17 Nov - 18 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (919)
"Staff was friendly and helpful. The facility is a little run down, but it was clean. A lot was closed (ie. on site bar/restaurants) due to it being between seasons, which was disappointing. We used the hot tub, which was not very hot. We'd stay there again though. "
The price is SAR 560
SAR 614 total
includes taxes & fees
20 Nov - 21 Nov
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (223)
"One of the best properties i've ever stayed at "
The price is SAR 492
SAR 768 total
includes taxes & fees
18 Nov - 19 Nov
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 can I expect from a resort vacation in New Ashford?
You deserve some time off, and a resort is the ideal place to find all the services and amenities you need for a relaxing stay in New Ashford. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you’re hoping for great restaurants on site, shopping possibilities, or activities for the kids.
What's the best resort for my stay in New Ashford?
Here are our top-rated resorts near New Ashford: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 4.3 mi (6.9 km) from New Ashford. Features ski-in/ski-out access, a fitness center, and a garden. Cozy Cabin on resort property in Cultural Berkshires. - Ski resort right by Jiminy Peak Mountain Resort. 4.3 mi (6.9 km) from New Ashford. Amenities include ski-in/ski-out access, a fitness center, and beach sun loungers. Bentley Brook Resort: Premier Retreat at Jiminy Peak’s Base - Situated just a 5-minute walk from Jiminy Peak Mountain Resort. 4.2 mi (6.7 km) from New Ashford. Access to a fitness center and a spa tub.
What can I do in New Ashford?
If you’re interested in local sights, Mount Greylock State Reservation, Brodie Mountain, and Williamstown Theatre Festival are some places to visit nearby. Other attractions in the area include Mount Greylock State Reservation Visitor Center and Mount Greylock.
What's the seasonal weather like 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's the best way to get to and around New Ashford?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12.7 mi (20.5 km) away from the city center. Otherwise, you can search for flights to Albany Intl. Airport (ALB), which is 30.5 mi (49.2 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.