Find Luxury Hotels in Williamstown, MA

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Top Williamstown Luxury Hotels

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is SAR 710
SAR 793 total
includes taxes & fees
8 Dec - 9 Dec
The Williams Inn

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 SAR 1,433
SAR 1,734 total
includes taxes & fees
28 Dec - 29 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is SAR 699
SAR 819 total
includes taxes & fees
12 Dec - 13 Dec
Lakehouse Inn

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 SAR 986
SAR 1,157 total
includes taxes & fees
21 Dec - 22 Dec
The Inn at Stockbridge

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

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is SAR 335
SAR 374 total
includes taxes & fees
8 Dec - 9 Dec
The Central Downtown Inn & Suites

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

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 SAR 1,602
SAR 1,789 total
includes taxes & fees
7 Jan - 8 January 2026
33 Main

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 SAR 599
SAR 694 total
includes taxes & fees
15 Dec - 16 Dec
South Shire

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 SAR 987
SAR 1,102 total
includes taxes & fees
1 Jan - 2 January 2026
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

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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.