Find Luxury Hotels in Williamstown, MA

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Our top choices for Williamstown luxury hotels

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (554)
"staff was great"
United States
Tim
The price is NT$6,884
NT$7,689 total
includes taxes & fees
Jan 1 - 2026/1/2
The Williams Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is NT$5,375
NT$6,304 total
includes taxes & fees
Dec 30 - Dec 31
Lakehouse Inn

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is NT$12,581
NT$14,054 total
includes taxes & fees
Jan 18 - 2026/1/19
33 Main

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is NT$12,005
NT$14,523 total
includes taxes & fees
Jan 11 - 2026/1/12
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is NT$5,517
NT$6,356 total
includes taxes & fees
Jan 4 - 2026/1/5
South Shire

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is NT$7,884
NT$9,247 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Stockbridge

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (348)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$2,955
NT$3,301 total
includes taxes & fees
Dec 29 - Dec 30
The Central Downtown Inn & Suites

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is NT$6,881
NT$7,686 total
includes taxes & fees
Jan 15 - 2026/1/16
Hampton Terrace Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Williamstown Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Williamstown?
Use Expedia to arrange your flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Albany Intl. Airport (ALB) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Williamstown offers. During your visit, you might want to enjoy the museums and entertainment which Williamstown is known for.
When can I expect good weather in Williamstown?
Planning for the weather is an important factor for making your trip to Williamstown a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Williamstown are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Williamstown?
Experience all that Williamstown has to offer when you visit Williams College Museum of Art, The Clark Art Institute, and Sterling and Francine Clark Art Institute. If you have a little extra time during your trip, you might want to make a stop at Williamstown Theatre Festival and Mount Greylock State Reservation.

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