Find Romantic Hotels in Williamstown, MA

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Our top choices for Williamstown romantic hotels

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (555)
"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

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448)
"Place was convenient, cleaned and quiet a little old, but all in all a good stay"
United States
Kelley
1896 House Country Inn & Motels

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1003)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,772
NT$3,097 total
includes taxes & fees
Jan 3 - 2026/1/4
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1001)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NT$3,180
NT$3,552 total
includes taxes & fees
Jan 5 - 2026/1/6
The Yankee, Trademark Collection by Wyndham

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NT$4,684
NT$6,636 total
includes taxes & fees
Jan 26 - 2026/1/27
The Red Lion Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (821)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is NT$3,981
NT$4,447 total
includes taxes & fees
Jan 4 - 2026/1/5
Berkshires Untold

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"Nice place for a weekend away."
United States
Gregory
The price is NT$6,758
NT$7,144 total
includes taxes & fees
Jan 7 - 2026/1/8
Harbour House Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is NT$6,884
NT$7,800 total
includes taxes & fees
Jan 5 - 2026/1/6
The Wilmington 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
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

Searching for romantic hotels in Williamstown?
Are you and your partner in need of a romantic escape? Our guests also enjoy Williamstown for its art scene, museums, and hiking. You might consider checking out some of the nearby sights and attractions such as Williams College Museum of Art, The Clark Art Institute, or Sterling and Francine Clark Art Institute. If you're interested in staying near a particular destination, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Williamstown?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Williamstown: 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 is there to do in Williamstown?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Williamstown. Couples looking for a little of everything will enjoy Williamstown for its art scene, museums, and hiking. You might consider a visit to Williams College Museum of Art, The Clark Art Institute, or Sterling and Francine Clark Art Institute.
What's the best way to get to Williamstown and around town during my romantic getaway?
This information about transportation options in Williamstown might help your romantic trip go off without a hitch: To get to Williamstown, you can fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport, located 20.3 mi (32.7 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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