Explore top 2026 4 Star Hotels in Williamstown

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Top Williamstown 4 Star hotels

The Williams Inn

101 Spring Street Williamstown MA

$243 nightly

$271 total

Aug 16 - Aug 17

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! (648 reviews)

"Hotel was terrific..very clean..restaurant was excellent…very well located for Williams College"

Reviewed on Jul 27, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$109 nightly

$122 total

Jul 30 - Jul 31

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! (381 reviews)

"Large, clean, comfortable suite."

Reviewed on Jul 26, 2026

South Shire

124 Elm St Bennington VT

Fully refundableReserve now, pay when you stay

$181 nightly

$197 total

Jul 30 - Jul 31

Total with taxes and fees

A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A business ...

The Inn at Stockbridge

30 East Street Stockbridge MA

$389 nightly

$435 total

Jul 30 - Jul 31

Total with taxes and fees

This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free ...

9.8/10 Exceptional! (99 reviews)

"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."

Reviewed on Jul 26, 2026

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

26 Glendale Road, RR 183 Stockbridge MA

$358 nightly

$399 total

Aug 12 - Aug 13

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! (113 reviews)

"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."

Reviewed on Jul 14, 2026

The Four Chimneys Inn

21 West Road Bennington VT

$269 nightly

$293 total

Aug 4 - Aug 5

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! (290 reviews)

"Room was clean. Staff helpful. Didn’t get a chance to have breakfast either days, the system of pre filled form for breakfast didn’t work for us. Didn’t get a chance to go to the bar"

Reviewed on Jul 24, 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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33 Main

33 Main Street Lenox MA

$666 nightly

$744 total

Aug 16 - Aug 17

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! (75 reviews)

"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion ..."

Reviewed on Jul 27, 2026

Lakehouse Inn

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! (303 reviews)

"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."

Reviewed on Jun 22, 2026

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Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$409 nightly

$457 total

Aug 27 - Aug 28

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! (139 reviews)

"Grea"

Reviewed on Jul 11, 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

Vacation Village in the Berkshires

5 out of 5

Posted 16 hours ago

Travelocity Verified Review

"The resort is great, this was my second time staying here one time in winter and one time in the summer. The mountain view is wonderful and the surrounding towns are beautiful. Plenty to do and shopping centers are close by. Recommend 100%"

A verified traveler stayed at Vacation Village in the Berkshires

Willows Motel Williamstown

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"I had another relaxing stay at the Willows. It’s a family-run place and they are very friendly and welcoming. They have a great breakfast in the morning with lots of fruit, yogurt and bagels. The rooms aren’t fancy but beds are very comfortable and everything is thoroughly cleaned. Rooms are air conditioned. I will stay again."

A verified traveler stayed at Willows Motel Williamstown

Maple Terrace Motel

4 out of 5

Posted 3 days ago

Travelocity Verified Review

"Everything was lovely at Maple Terrace. The accommodations were better than expected. I especially loved the surroundings next to a horse farm as it was very peaceful and serene. The pool was very clean and refreshing albeit a bit cold in the water. The owners were very friendly and helpful. The room was clean, the bed was comfortable but the bathroom was small and outdated. Overall we enjoyed our time there and would definitely come back!"

A verified traveler stayed at Maple Terrace Motel