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

Fully refundableReserve now, pay when you stay

$263 nightly

$294 total

May 21 - May 22

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! (627 reviews)

"Staff was very helpful. Rooms were great. Unbeatable location for Williamstown (especially if you’re in town for an athletic event at Williams). Really solid breakfast with friendly and attentive wait staff. Only minor complaint is that the WiFi is not great. Other than that it was a perfect ..."

Reviewed on May 10, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$118 nightly

$132 total

May 31 - Jun 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! (367 reviews)

"The apartment was spacious and while dated, it was clean. Would have been nice except for extreme lack of hospitality. Check-in was pretty awful, had to call to get door code, then they only sent the code for the room, not the front door code (door was open when I got there, so ended up locked out ..."

Reviewed on May 18, 2026

The Four Chimneys Inn

21 West Road Bennington VT

$247 nightly

$270 total

May 26 - May 27

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

South Shire

124 Elm St Bennington VT

$182 nightly

$198 total

May 31 - Jun 1

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

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$299 nightly

$334 total

May 21 - May 22

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! (138 reviews)

"Excellent food and helpful staff"

Reviewed on May 13, 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

Jun 2 - Jun 3

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 ...

The Inn at Stockbridge

30 East Street Lee MA

$276 nightly

$308 total

May 21 - May 22

Total with taxes and fees

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

9.8/10 Exceptional! (99 reviews)

"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."

Reviewed on Nov 24, 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, ...

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33 Main

33 Main Street Lenox MA

$660 nightly

$737 total

May 21 - May 22

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

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! (299 reviews)

"Staff wonderful, homemade breakfasts, outstanding experience!"

Reviewed on Apr 12, 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

Berkshire Mountain Lodge

4 out of 5

Posted 1 day ago

Travelocity Verified Review

"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great "

A verified traveler stayed at Berkshire Mountain Lodge

Maple Terrace Motel

5 out of 5

Posted 5 days ago

Travelocity Verified Review

"We stayed one night. It was a very easy check-in and out. Both individuals at the desk were pleasant and efficient. Our room was large and immaculately clean. Nothing fancy but it had everything we needed. The small refrigerator and microwave were appreciated. The beds were very comfortable. If in the area again in the future, we would be happy to stay at the Maple Terrace Motel."

A verified traveler stayed at Maple Terrace Motel