Explore top 2026 4 Star Hotels in Williamstown

Name: General Williams Estate House Lenox/Stockbridge
Rating: 9.8

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Top Williamstown 4 Star hotels

The Williams Inn

101 Spring Street Williamstown MA

Fully refundableReserve now, pay when you stay

$181 nightly

$203 total

Feb 22 - Feb 23

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! (576 reviews)

Beautiful inn, wonderful staff.

Reviewed on Feb 16, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$109 nightly

$122 total

Mar 1 - Mar 2

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! (357 reviews)

Happy with space - kitchen area clean - however pullout mattress was discussingly stained and comb found when opened up - had to ask for sheets and blanket which finally came more than an hour later 10:30 pm - back stairs covered with ice - hazardous to get up and down and back porch covered with ...

Reviewed on Feb 17, 2026

South Shire

124 Elm St Bennington VT

$186 nightly

$202 total

Feb 23 - Feb 24

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! (123 reviews)

Room was clean staff was good. Based on pictures we thought the jetted tub was larger

Reviewed on Feb 17, 2026

Lakehouse Inn

615 Laurel St. Lee MA

$151 nightly

$168 total

Feb 28 - Mar 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 terrace, a snack bar/deli, and a ...

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$269 nightly

$300 total

Feb 22 - Feb 23

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 ...

10/10 Exceptional! (136 reviews)

Room was great, staff was awesome, amenities were cool

Reviewed on Feb 16, 2026

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, ...

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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

Mar 6 - Mar 7

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! (110 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

$239 nightly

$261 total

Mar 18 - Mar 19

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! (281 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

$469 nightly

$524 total

Mar 1 - Mar 2

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

General Williams Estate House Lenox/Stockbridge

Stockbridge MA

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

9.8/10 Exceptional! (115 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.