Photo by The Curious Zephyr

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Our top choices for New Ashford hotels

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is NZ$203
includes taxes & fees
16 Dec - 17 Dec
The Springs Motel

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (942)
"Great stay"
United States
TONY
The price is NZ$199
includes taxes & fees
21 Dec - 22 Dec
Best Western Bennington

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1002)
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
The price is NZ$190
includes taxes & fees
21 Dec - 22 Dec
Hotel Vervana, Trademark Collection by Wyndham

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (223)
"Peaceful, quiet place to spend a night on the road."
United States
William
The price is NZ$205
includes taxes & fees
16 Dec - 17 Dec
Starlight Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is NZ$353
includes taxes & fees
19 Dec - 20 Dec
Lakehouse Inn

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is NZ$325
includes taxes & fees
23 Dec - 24 Dec
South Shire

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is NZ$173
includes taxes & fees
16 Dec - 17 Dec
Howard Johnson by Wyndham Williamstown

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NZ$178
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is NZ$1,086
includes taxes & fees
16 Dec - 17 Dec
Inn at Kenmore Hall

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (810)
"Room spotless and staff helpful."
United States
William
The price is NZ$154
includes taxes & fees
28 Dec - 29 Dec
FairBridge Inn Express

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (31)
"The rooms were clean and well maintained. The staff was friendly. It is just a motel. "
United States
Martha
The price is NZ$206
includes taxes & fees
16 Dec - 17 Dec
Knotty Pine

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NZ$154
includes taxes & fees
23 Dec - 24 Dec
Berkshire Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is NZ$147
includes taxes & fees
8 Jan - 9 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is NZ$193
includes taxes & fees
4 Jan - 5 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NZ$172
includes taxes & fees
16 Dec - 17 Dec
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is NZ$199
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Lenox Pittsfield

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is NZ$249
includes taxes & fees
16 Dec - 17 Dec
Inn at Silver Maple Farm

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is NZ$190
includes taxes & fees
16 Dec - 17 Dec
Maple Terrace Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (885)
"Clean, Great Staff, Quiet"
United States
john
The price is NZ$152
includes taxes & fees
16 Dec - 17 Dec
Cozy Corner Motel
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Learn more about New Ashford

Come to upscale New Ashford and enjoy its skiing, mountain views and festivals.

Deer Hill Shelter is a backpackers shelter, and therefore FREE, unlike the other camp areas on Mt Greylock.  It's only about a mile and half from the parking area nearest to Campground Trail.  Deer Hill Trail itself branches off from Campground Trail to take you to the shelter.  Map location is approximate since it doesn't show all the trails and the shelter is dwarfed by the surrounding forest.  First come, first serve here ... and if you show up in the middle of the week in early summer, you might get it all to yourself like we did!
Photo by The Curious Zephyr
Open Photo by The Curious Zephyr

Top New Ashford Hotel Reviews

More cheap accommodation in New Ashford

Frequently asked questions

What's the best place for a stay in New Ashford?
Based on Expedia's traveller preferences, The Springs Motel is a top place to stay in New Ashford. Other good choices for your trip to the area are Vacation Village in the Berkshires and Hotel Downstreet, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in New Ashford.
What are some of the best holiday rentals that New Ashford has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of New Ashford is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in New Ashford.
If I need to cancel my hotel reservation in New Ashford, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in New Ashford.
What's it like to stay in New Ashford?
Visitors can enjoy all that New Ashford has to offer, including the ski areas, mountain views and festivals. This city also attracts tourists with its scenic landscape. In New Ashford, there are 2 hotels and other accommodation options to choose from. Find out more about New Ashford.
What should I do while I'm visiting New Ashford?
A couple of favourite places to visit are Mount Greylock State Reservation and Green River Wildlife Management Area. You'll also find Brodie Mountain and Williamstown Theatre Festival in the area. Take a look at what more there is to see and do in Expedia's New Ashford guide.
What's the seasonal weather in New Ashford?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in New Ashford are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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