Search New Ashford hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (91 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is AU$183
includes taxes & fees
11 Feb - 12 Feb
The Springs Motel

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (956 reviews)
"Location and amenities basic, which is all we needed."
United States
Jeff
The price is AU$163
includes taxes & fees
18 Feb - 19 Feb
Best Western Bennington

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (224 reviews)
"Peaceful, quiet place to spend a night on the road."
United States
William
The price is AU$152
includes taxes & fees
11 Feb - 12 Feb
Starlight Inn

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,003 reviews)
"Large rooms, great staff. Will stay again!"
United States
Kristyn
The price is AU$182
includes taxes & fees
1 Mar - 2 Mar
Hotel Vervana, Trademark Collection by Wyndham

South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (122 reviews)
"A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again."
Canada
TROY
South Shire

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (292 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is AU$234
includes taxes & fees
6 Mar - 7 Mar
Lakehouse Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (281 reviews)
"This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again."
United States
Nancy
The Four Chimneys Inn

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is AU$890
includes taxes & fees
11 Feb - 12 Feb
Inn at Kenmore Hall

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, (1,005 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is AU$161
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
"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 AU$123
includes taxes & fees
22 Feb - 23 Feb
Berkshire Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is AU$126
includes taxes & fees
24 Feb - 25 Feb
FairBridge Inn Express

Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.8 out of 10, Excellent, (67 reviews)
"Great property and a great value!"
United States
Keith
The price is AU$161
includes taxes & fees
15 Feb - 16 Feb
Knotty Pine

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, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is AU$145
includes taxes & fees
12 Feb - 13 Feb
Best Western Plus Berkshire Hills Inn & Suites

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is AU$172
includes taxes & fees
11 Feb - 12 Feb
The Central Downtown Inn & Suites

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (902 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is AU$142
includes taxes & fees
11 Feb - 12 Feb
Howard Johnson by Wyndham Williamstown

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (666 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is AU$216
includes taxes & fees
27 Feb - 28 Feb
Hilton Garden Inn Lenox Pittsfield

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, (1,004 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is AU$154
includes taxes & fees
2 Mar - 3 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (101 reviews)
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is AU$220
includes taxes & fees
3 Mar - 4 Mar
Inn at Silver Maple Farm

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (823 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is AU$235
includes taxes & fees
11 Feb - 12 Feb
Hotel On North
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.
Save an average of 15% on thousands of hotels when you're signed in

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 Berkshire Mountain Lodge. 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. There are 820 hotels and other accommodation options in the surrounding area. 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.

Explore a world of travel with Expedia