Explore top 2026 4 Star Hotels in Williamstown

Name: General Williams Estate House Lenox/Stockbridge
Rating: 9.6

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Top Williamstown 4 Star hotels

The Williams Inn

101 Spring Street Williamstown MA

Fully refundableReserve now, pay when you stay

$189 nightly

$212 total

Mar 11 - Mar 12

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! (572 reviews)

Clean

Reviewed on Jan 31, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$109 nightly

$122 total

Feb 12 - Feb 13

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! (355 reviews)

Checked in was easy, instructions were easy to follow. Only one staff member but he was very responsive to issues/concern. We booked 2 rooms but one room was on another building and it was outdated. Rooms were cleaned but there was this musty smell on the hallway. Overall, good stay, close to 2 ski ...

Reviewed on Feb 2, 2026

South Shire

124 Elm St Bennington VT

Fully refundableReserve now, pay when you stay

$183 nightly

$200 total

Feb 19 - Feb 20

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! (122 reviews)

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. ...

Reviewed on Jan 5, 2026

Lakehouse Inn

615 Laurel St. Lee MA

$149 nightly

$166 total

Mar 14 - Mar 15

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! (292 reviews)

Warm welcome. Very clean and well presented rooms. Delicious breakfast. Highly recommended.

Reviewed on Dec 8, 2025

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$269 nightly

$300 total

Feb 16 - Feb 17

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...

9.8/10 Exceptional! (135 reviews)

Room was clean and owner was personable and charming. Breakfast was beautiful.

Reviewed on Nov 27, 2025

Seven Hills Inn

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

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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

$335 nightly

$374 total

Feb 24 - Feb 25

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

9.2/10 Wonderful! (85 reviews)

It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

The Four Chimneys Inn

21 West Road Bennington VT

$227 nightly

$248 total

Feb 17 - Feb 18

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! (223 reviews)

This is a quintessential Vermont inn in beautiful historic Bennington. The inn was lovingly cared for by the owner who was very attentive to his guests. We will stay again.

Reviewed on Jan 12, 2026

33 Main

33 Main Street Lenox MA

$397 nightly

$444 total

Mar 12 - Mar 13

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! (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

General Williams Estate House Lenox/Stockbridge

Stockbridge MA

This vacation home features a garden, laundry facilities, and barbecue grills.

9.6/10 Exceptional! (105 reviews)

Very good location. Home was quite nice.

Reviewed on Jan 19, 2026

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4 Star Hotels Williamstown

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 Williamstown 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 Williamstown 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 Williamstown, 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 Williamstown hotel reviews by fellow wanderers

Willows Motel Williamstown

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"The nicest staff! Warm room with basic amenities, very good experience. "

A verified traveler stayed at Willows Motel Williamstown

Berkshire Mountain Lodge

5 out of 5

Posted 6 days ago

Travelocity Verified Review

"Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and will definitely look to return to this property in the future. "

A verified traveler stayed at Berkshire Mountain Lodge