Explore top 2025 4 Star Hotels in New Ashford

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Top New Ashford 4 Star hotels

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
$199 nightly
The price is $223 total per night from Nov 6 to Nov 7
$223 total
Nov 6 - Nov 7
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference ...
9.6/10 Exceptional! (511 reviews)
Definitely recommend
"Hotel seems very new though it is 5 years old. Restaurant is good. Coffee bar on each floor is a great service. Great value."

Reviewed on Oct 1, 2025

Opens in a new windowThe Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
$104 nightly
The price is $116 total per night from Oct 31 to Nov 1
$116 total
Oct 31 - Nov 1
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...
8.6/10 Excellent! (321 reviews)
"All good."

Reviewed on Sep 26, 2025

Opens in a new windowThe Central Downtown Inn & Suites
South Shire

South Shire

4 out of 5
124 Elm St, Bennington, VT
$162 nightly
The price is $178 total per night from Oct 27 to Oct 28
$178 total
Oct 27 - Oct 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, ...
9/10 Wonderful! (110 reviews)
"It was quaint. It’s a very old house so it is very creaky. It was nice and quiet otherwise. There was a mixup in rooms with not much of an apology. Once I had unpacked I was told I needed to move to another room because new staff gave me a reserved room. All in all it was a nice place but not sure ..."

Reviewed on Sep 13, 2025

Opens in a new windowSouth Shire
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St., Lee, MA
$187 nightly
The price is $209 total per night from Oct 13 to Oct 14
$209 total
Oct 13 - Oct 14
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a ...
9.6/10 Exceptional! (285 reviews)
"Lovely setting on a lake. Friendly staff. Nice breakfast. Peaceful"

Reviewed on Oct 6, 2025

Opens in a new windowLakehouse Inn
Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street, Lenox, MA
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, ...
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"

Reviewed on Oct 30, 2023

Opens in a new windowSeven Hills Inn
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road, Bennington, VT
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi ...
9.6/10 Exceptional! (222 reviews)
"This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was ..."

Reviewed on Sep 2, 2025

Opens in a new windowThe Four Chimneys Inn
33 Main

33 Main

4 out of 5
33 Main Street, Lenox, MA
$366 nightly
The price is $409 total per night from Nov 5 to Nov 6
$409 total
Nov 5 - Nov 6
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A lobby fireplace, a communal living ...
9.8/10 Exceptional! (71 reviews)
"The Inn is beautiful. Decor and rooms are well appointed. Breakfast was delicious and served in beautiful rooms. The staff is friendly and welcoming. Our room was on the first floor, and although it was pretty, it was noisy in the morning (starting very early) as it was close to the kitchen/breakfast ..."

Reviewed on Sep 1, 2025

Opens in a new window33 Main
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street, Lenox, MA
$296 nightly
The price is $331 total per night from Nov 1 to Nov 2
$331 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an outdoor tennis court and a seasonal outdoor pool. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...
"Beautiful historic house in a great location. Responsive owner. Great visit!"

Reviewed on May 21, 2022

Opens in a new windowHampton Terrace Inn
Garden Gables Inn

Garden Gables Inn

4 out of 5
135 Main St, Lenox, MA
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like cooked-to-order breakfast ...
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again."

Reviewed on Feb 6, 2022

Opens in a new windowGarden Gables Inn
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4 Star Hotels New Ashford

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in New Ashford 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in New Ashford will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in New Ashford, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

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