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New Ashford Hotels

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6 Jan - 7 Jan
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7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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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
9.2 out of 10, Wonderful, (90)
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 €120
includes taxes & fees
11 Jan - 12 Jan
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, (947)
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.
"Clean room and comfortable "
United States
Jarrett
The price is €98
includes taxes & fees
13 Jan - 14 Jan
Best Western Bennington
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 €92
includes taxes & fees
7 Jan - 8 Jan
Starlight Inn
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.
"Large rooms, great staff. Will stay again!"
United States
Kristyn
The price is €101
includes taxes & fees
21 Jan - 22 Jan
Hotel Vervana, Trademark Collection by Wyndham
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 €184
includes taxes & fees
16 Jan - 17 Jan
Lakehouse Inn
Reception
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (121)
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.
"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
The price is €173
includes taxes & fees
8 Jan - 9 Jan
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10
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
Panoramic House | Private kitchen
Two Brooks Lodge

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3)
Surrounded by nature in Bennington, this holiday home offers hiking and mountain biking paths right outside your door. Near the train station with free WiFi and parking, plus a terrace and memory foam bed for ultimate relaxation after exploring nearby museums.
"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
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 €398
includes taxes & fees
20 Jan - 21 Jan
Inn at Kenmore Hall
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, (1007)
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.
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is €93
includes taxes & fees
10 Jan - 11 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (811)
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 €76
includes taxes & fees
19 Jan - 20 Jan
FairBridge Inn Express
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, (841)
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 €82
includes taxes & fees
19 Jan - 20 Jan
Berkshire 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 €86
includes taxes & fees
6 Feb - 7 Feb
Howard Johnson by Wyndham Williamstown
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, (1002)
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 €73
includes taxes & fees
13 Jan - 14 Jan
Best Western Plus Berkshire Hills Inn & Suites
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 €123
includes taxes & fees
7 Jan - 8 Jan
Inn at Silver Maple Farm
Property grounds
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (50)
"Convenient location for our trip"
United States
Jerry
The price is €100
includes taxes & fees
7 Jan - 8 Jan
Knotty Pine
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, (351)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is €90
includes taxes & fees
7 Jan - 8 Jan
The Central Downtown 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, (1005)
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.
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is €99
includes taxes & fees
15 Jan - 16 Jan
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (660)
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.
" Nice staff - beautiful hotel!"
United States
MARY
The price is €122
includes taxes & fees
9 Jan - 10 Jan
Hilton Garden Inn Lenox Pittsfield
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (811)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is €142
includes taxes & fees
8 Jan - 9 Jan
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.
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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

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Wow. This hotel is such a great find. Not only is it clean and unique, the rooms are large and the staff are super helpful and nice. Breakfast was nice. The pool was slightly colder than I expected but it was 5 degrees outside and windy so its understandable. The hot tub was very comfortable. I would love to stay here again. My kids said this is their favorite hotel we have ever stayed at which is high praise since we travel frequently and have stayed in a ton of hotels!"
Kristi 1-night trip
Posted 3 days ago
The Porches Inn at Mass MoCA

More cheap stays in New Ashford

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA
The price is €73 per night from 13 Jan to 14 Jan
€73
13 Jan - 14 Jan
includes taxes & fees
8.4/10 Very Good! (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.
What are some of the best holiday rentals that New Ashford has to offer?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This holiday home rental outside of New Ashford offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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 selection of games and 1 hot tub. 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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