Explore top 2026 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
$269 nightly
The price is $301 total per night from May 4 to May 5
$301 total
May 4 - May 5
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! (619 reviews)
What a lovely property. Throughly enjoyed our stay.

Reviewed on Apr 23, 2026

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
$89 nightly
The price is $99 total per night from Apr 30 to May 1
$99 total
Apr 30 - May 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! (361 reviews)
The room was so dirty we left and stayed elsewhere. Semen stains multiple places, cigarette burns on the sheets, dirty bathroom w broken fixtures, ungrounded electric outlets. There was no front or desk checkin, just ring a bell and a random man who barely spoke comes out to stand in the hall w a ...

Reviewed on Apr 27, 2026

Opens in a new windowThe Central Downtown Inn & Suites
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
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! (299 reviews)
Staff wonderful, homemade breakfasts, outstanding experience!

Reviewed on Apr 12, 2026

Opens in a new windowLakehouse Inn
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road Bennington VT
$219 nightly
The price is $239 total per night from May 3 to May 4
$239 total
May 3 - May 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 ...
9.4/10 Exceptional! (283 reviews)
Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area.

Reviewed on Apr 19, 2026

Opens in a new windowThe Four Chimneys Inn
South Shire

South Shire

4 out of 5
124 Elm St Bennington VT
$176 nightly
The price is $192 total per night from May 17 to May 18
$192 total
May 17 - May 18
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! (124 reviews)
Charming B&B style hotel in beautiful Bennington, VT.

Reviewed on Feb 27, 2026

Opens in a new windowSouth Shire
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$536 nightly
The price is $599 total per night from Apr 30 to May 1
$599 total
Apr 30 - May 1
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 ...
10/10 Exceptional! (74 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
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, ...
Opens in a new windowSeven Hills Inn
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$230 nightly
The price is $257 total per night from Apr 30 to May 1
$257 total
Apr 30 - May 1
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 ...
9/10 Wonderful! (44 reviews)
Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house.

Reviewed on Mar 3, 2026

Opens in a new windowHampton Terrace Inn
Garden Gables

Garden Gables

4 out of 5
135 Main St Lenox MA
$260 nightly
The price is $290 total per night from Apr 30 to May 1
$290 total
Apr 30 - May 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Opens in a new windowGarden Gables
Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!

4 out of 5
Hancock MA
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills. ...
Opens in a new windowFamily-friendly Hancock Home: Walk to Slopes!
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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