Explore top 2025 4 Star Hotels in Williamstown

Name: General Williams Estate House Lenox/Stockbridge
Address: Stockbridge

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Top Williamstown 4 Star hotels

The Williams Inn

101 Spring Street, Williamstown, MA

Fully refundableReserve now, pay when you stay

$241 nightly

$270 total

Oct 27 - Oct 28

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! (505 reviews)

"Great hotel. Food and drinks were very good. Not much to do in the town but a great place for walking."

Reviewed on Sep 21, 2025

The Central Downtown Inn & Suites

20 W Housatonic St., Pittsfield, MA

$109 nightly

$122 total

Sep 28 - Sep 29

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! (320 reviews)

"Pet friendly and all the questions answered above."

Reviewed on Sep 9, 2025

South Shire

124 Elm St, Bennington, VT

$167 nightly

$183 total

Sep 28 - Sep 29

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! (108 reviews)

"It was quaint. It’s a very old house so it is very creaky. It was nice and quiet otherwise. There was a mixup in rooms with not much of an apology. Once I had unpacked I was told I needed to move to another room because new staff gave me a reserved room. All in all it was a nice place but not sure ..."

Reviewed on Sep 13, 2025

Lakehouse Inn

615 Laurel St., Lee, MA

$176 nightly

$196 total

Sep 29 - Sep 30

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! (282 reviews)

"The staff are absolutely wonderful. The inn is beautiful and so well cared for. And bonus the lake views are gorgeous!"

Reviewed on Sep 21, 2025

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

26 Glendale Road, RR 183, Stockbridge, MA

$335 nightly

$374 total

Oct 14 - Oct 15

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 ...

"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."

Reviewed on Nov 2, 2024

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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General Williams Estate House Lenox/Stockbridge

Stockbridge

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

Great Place!

"This was a great place to house our family of 12 during the weekend of our daughter’s wedding. There was plenty of space for everyone to gather. The beds were comfortable and all the bedrooms upstairs had their own bathroom - so nice! The house made our weekend extra special. Definitely ..."

Reviewed on Nov 19, 2022

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The Four Chimneys Inn

21 West Road, Bennington, VT

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! (222 reviews)

"This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was ..."

Reviewed on Sep 2, 2025

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Devonfield Inn B&B

85 Stockbridge Rd., Lee, MA

$399 nightly

$446 total

Sep 29 - Sep 30

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! (129 reviews)

"The inn has an excellent location and amenities."

Reviewed on Sep 14, 2025

33 Main

33 Main Street, Lenox, MA

$607 nightly

$679 total

Oct 8 - Oct 9

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! (71 reviews)

"The Inn is beautiful. Decor and rooms are well appointed. Breakfast was delicious and served in beautiful rooms. The staff is friendly and welcoming. Our room was on the first floor, and although it was pretty, it was noisy in the morning (starting very early) as it was close to the kitchen/breakfast ..."

Reviewed on Sep 1, 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

Willows Motel Williamstown

5 out of 5

Posted 5 days ago

Travelocity Verified Review

"Great service "

A verified traveler stayed at Willows Motel Williamstown

Williamstown Motel

5 out of 5

Posted 9 days ago

Travelocity Verified Review

"The friendly owner checked me in and the facilities manager was speedy when I requested an extra towel. I appreciated the local restaurant recommendations. It’s not fancy/upscale but the room was clean and a nice size, with desk and nightstand. I appreciated the fridge with a legit freezer section and the microwave. The beds were super comfortable and it was quiet. We stayed again several days later when we were passing through and had another really good experience. Great place to stay!"

A verified traveler stayed at Williamstown Motel