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Find hotels in New Ashford, MA from ฿2,426

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16 Dec - 17 Dec
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17 Dec - 18 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for New Ashford hotels

Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
Embrace the natural charm at this New Ashford motel offering a refreshing seasonal outdoor pool. Free WiFi and parking make exploration easy, with Jiminy Peak Mountain Resort and Brodie Mountain just a short drive away. Enjoy the garden and terrace areas.
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is ฿3,706
฿4,066 total
includes taxes & fees
17 Dec - 18 Dec
The Springs Motel
In-room safe, blackout curtains, iron/ironing board
Best Western Bennington

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (942)
This serene hotel offers a seasonal outdoor pool and fitness centre for active travellers. Located near Bennington Museum with free breakfast, WiFi, and parking. Guests praise the quiet atmosphere and friendly staff who enhance the convenient experience.
"Great stay"
United States
TONY
The price is ฿3,330
฿3,630 total
includes taxes & fees
25 Dec - 26 Dec
Best Western Bennington
Garden
Hotel Vervana, Trademark Collection by Wyndham

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)
Nestled in Bennington, this hotel offers complimentary continental breakfast, WiFi, and parking. Enjoy the seasonal outdoor pool, tennis court, and fitness centre after a day on nearby slopes. Guests consistently praise the helpful staff, clean rooms, and excellent value.
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
The price is ฿3,184
฿3,471 total
includes taxes & fees
25 Dec - 26 Dec
Hotel Vervana, Trademark Collection by Wyndham
View from property
Starlight Inn

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (223)
Located in charming Bennington, this welcoming hotel offers easy access to Robert Frost Stone House Museum and Norman Rockwell Exhibition. Enjoy nearby hiking, biking, and snowmobiling adventures plus free parking.
"Peaceful, quiet place to spend a night on the road."
United States
William
The price is ฿3,439
฿3,748 total
includes taxes & fees
17 Dec - 18 Dec
Starlight Inn
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
Located in Lee, this inviting B&B offers kayaking adventures and a terrace with lakefront views. Wake up to a full breakfast each morning before exploring nearby attractions like The Mount and Wyndhurst Golf & Club. Helpful staff ensure a memorable stay.
"A charming inn in the center of the Berkshires."
United States
Danny
The price is ฿5,681
฿6,662 total
includes taxes & fees
19 Dec - 20 Dec
Lakehouse Inn
Reception
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
Experience the essence of Vermont at this charming inn. Located near Bennington Arts Guild Gallery, guests can explore local attractions before relaxing with a drink at the on-site bar. The friendly staff receives consistent praise from travellers.
"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 ฿5,525
฿6,365 total
includes taxes & fees
24 Dec - 25 Dec
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
This elegant B&B adjacent to a golf course offers relaxing massages and peaceful garden surroundings. Guests love the helpful staff, free breakfast and convenient location near Old First Congregational Church and Bennington Museum.
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
Set in Williamstown near Colonial Plaza and Lower Linear Park, this welcoming motel provides free WiFi and on-the-go breakfast daily. Business travellers appreciate the friendly staff, while all guests enjoy spotlessly clean rooms and complimentary parking.
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is ฿2,833
฿3,164 total
includes taxes & fees
13 Jan - 14 Jan 2026
Howard Johnson by Wyndham Williamstown
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transport Centre, this hotel offers peaceful accommodation with an indoor pool. Enjoy the fitness centre, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theatre.
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is ฿2,966
฿3,312 total
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby
Inn at Kenmore Hall

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 ฿18,101
฿19,857 total
includes taxes & fees
17 Dec - 18 Dec
Inn at Kenmore Hall
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (810)
Peaceful accommodation in a safe location make this motel a smart choice for travellers. Free perks include WiFi and self parking, while the 24-hour front desk ensures assistance anytime. Nearby attractions and skiing opportunities add adventure to your restful stay.
"Room spotless and staff helpful."
United States
William
The price is ฿2,522
฿2,817 total
includes taxes & fees
30 Dec - 31 Dec
FairBridge Inn Express
Property grounds
Knotty Pine

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 ฿3,463
฿3,774 total
includes taxes & fees
24 Dec - 25 Dec
Knotty Pine
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (840)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Centre. Close to Colonial Theatre and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.
"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 ฿2,707
฿3,024 total
includes taxes & fees
23 Dec - 24 Dec
Berkshire Inn
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

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)
Located near Pittsfield train station, this hotel offers free breakfast, WiFi, and parking. Stay active in the fitness centre or enjoy nearby skiing options. Tanglewood Music Centre and Tracy Brook Wildlife Sanctuary await just minutes away, with clean rooms and helpful staff to welcome you.
"Very friendly and good Breakfast."
United States
Jesse
The price is ฿2,404
฿2,686 total
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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)
Enjoy panoramic lake vistas at this peaceful Lenox hotel, just 10 minutes from Tanglewood Music Centre. After working out in the 24-hour fitness centre, savour Indian cuisine at Mint restaurant while watching spectacular sunsets over the water.
"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 ฿3,157
฿3,527 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

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 ฿2,811
฿3,140 total
includes taxes & fees
25 Dec - 26 Dec
The Central Downtown Inn & Suites
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness centre. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ฿3,501
฿3,910 total
includes taxes & fees
23 Dec - 24 Dec
Hilton Garden Inn Lenox Pittsfield
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
Set amid East Chatham's natural beauty, this charming B&B welcomes guests with daily buffet breakfast and complimentary WiFi. Explore nearby Queechy Lake and Hand Hollow State Forest, with Albany Airport just 44 minutes away.
"Great stay, comfortable place"
United States
barry
The price is ฿4,061
฿4,548 total
includes taxes & fees
14 Jan - 15 Jan 2026
Inn at Silver Maple Farm
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (589)
Dive into adventure at this Williamstown motel near Linear Park, offering a refreshing seasonal outdoor pool. With free breakfast, WiFi, and parking, plus nearby skiing opportunities, guests consistently praise the helpful staff, clean rooms, and overall value.
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ฿3,117
฿3,481 total
includes taxes & fees
22 Dec - 23 Dec
Maple Terrace Motel
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is ฿2,352
฿2,776 total
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Corner Motel
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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Learn more about New Ashford

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

See all hotels in New Ashford
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

Knotty Pine

Knotty Pine

10/10 Excellent
"Yes"
Clark 3-night trip
Posted 7 days ago
Knotty Pine

More cheap stays in New Ashford

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA
The price is ฿2,226 per night from 24 Dec to 25 Dec
฿2,226
฿2,486 total
24 Dec - 25 Dec
includes taxes & fees
9/10 Wonderful! (1,002 reviews)

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.
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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