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

$290 nightly

$323 total

Jun 18 - Jun 19

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! (631 reviews)

"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."

Reviewed on May 30, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$114 nightly

$127 total

Jun 21 - Jun 22

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! (370 reviews)

"We arrived at 10 pm and the room had a broken AC and no sheets for pullout. The temperature was 95 degrees and the windows were left open suggesting that this was not a new problem. I had to contact the front desk (offsite) to request assistance. No one showed up after waiting for 45 minutes. We ..."

Reviewed on Jun 10, 2026

South Shire

124 Elm St Bennington VT

$212 nightly

$231 total

Jun 21 - Jun 22

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 ...

9.2/10 Wonderful! (126 reviews)

"Talk about charm...this is a beautiful and well-maintained Victorian home. The bed was comfortable and the room was clean and well appointed. The Thai restaurant inside the inn was excellent, and there was a live pianist on Friday evening to add to the charm."

Reviewed on May 28, 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

Jul 1 - Jul 2

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 ...

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$389 nightly

$435 total

Jun 19 - Jun 20

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 Four Chimneys Inn

21 West Road Bennington VT

$264 nightly

$287 total

Jun 21 - Jun 22

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! (284 reviews)

"Had a great experience here. The staff was friendly and helpful. Chatting with the bartender and other guests at the bar over a nightcap made for an enjoyable evening. The room was clean and comfortable and the breakfast was fantastic."

Reviewed on May 26, 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 Inn at Stockbridge

30 East Street Lee MA

$379 nightly

$424 total

Jun 23 - Jun 24

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

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! (302 reviews)

"The hosts went above and beyond with everything. Sangria as we arrived, a bottle of wine in the room and the breakfast was fabulous! Being right on the lake was lovely. Highly recommended!"

Reviewed on Jun 9, 2026

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33 Main

33 Main Street Lenox MA

$639 nightly

$714 total

Jul 1 - Jul 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

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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

Maple Terrace Motel

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"Very happy with our stay here. Property was clean and well maintained. Small problem with refrigerator in room was addressed easily. Breakfast was pleasant and outside seating was really nice."

A verified traveler stayed at Maple Terrace Motel

Williamstown Motel

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Prior to our arrival on a warm day, Rocky the proprietor, made sure he had the room's air conditioning running. We had a nice cool room after a hot motorcycle ride. There are also places in walking distance for breakfast, snacks/beer, and a few restaurants for dinner."

A verified traveler stayed at Williamstown Motel

Vacation Village in the Berkshires

4 out of 5

Posted 3 days ago

Travelocity Verified Review

"I enjoy staying here . The front desk staff was very friendly . I like the hours of outdoor and indoor pool . My only complaints is the rooms are very very outdated and had to go to front desk every day because keys didnt work ."

A verified traveler stayed at Vacation Village in the Berkshires