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
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Nov 23 to Nov 24
$208 total
Nov 23 - Nov 24
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! (544 reviews)
Bb

Reviewed on Nov 17, 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
$85 nightly
The price is $95 total per night from Nov 23 to Nov 24
$95 total
Nov 23 - Nov 24
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! (343 reviews)
Was clean and had full kitchen of pot and pans and all stuff you need in a kitchen

Reviewed on Nov 11, 2025

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

South Shire

4 out of 5
124 Elm St Bennington VT
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $162 total per night from Dec 3 to Dec 4
$162 total
Dec 3 - Dec 4
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! (117 reviews)
The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different ...

Reviewed on Nov 2, 2025

Opens in a new windowSouth Shire
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
$179 nightly
The price is $200 total per night from Dec 18 to Dec 19
$200 total
Dec 18 - Dec 19
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! (289 reviews)
The room was very cute and very clean! We loved the staff. Everyone was beyond helpful and kind.

Reviewed on Nov 14, 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
$249 nightly
The price is $271 total per night from Dec 3 to Dec 4
$271 total
Dec 3 - Dec 4
Total with taxes and fees
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
$441 nightly
The price is $493 total per night from Dec 10 to Dec 11
$493 total
Dec 10 - Dec 11
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! (73 reviews)
Every point of contact I had at 33 Main was friendly, efficient, and accommodating. It’s evident Donna and her team run the inn with love. It’s clean and gorgeously furnished on the inside. You’ll recognize it from the outside, because it’s the most charmingly decorated on the block. I stayed in ...

Reviewed on Oct 24, 2025

Opens in a new window33 Main
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$263 nightly
The price is $294 total per night from Nov 24 to Nov 25
$294 total
Nov 24 - Nov 25
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 ...
8.8/10 Excellent! (43 reviews)
Comfortable bed. Quiet location. Excellent breakfast. Friendly host.

Reviewed on Nov 17, 2025

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.

Recent New Ashford hotel reviews by fellow wanderers