Find Romantic Hotels in Williamstown, MA

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Check availability on Williamstown Romantic Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Williamstown Romantic Hotels

Front of property - evening/night
The Williams Inn

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
10 Dec - 11 Dec
The Williams Inn
Miscellaneous
1896 House Country Inn & Motels

1896 House Country Inn & Motels

2.5 star property
Williamstown
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
United States
edson
1896 House Country Inn & Motels
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Ann
The price is SAR 335
SAR 374 total
includes taxes & fees
15 Dec - 16 Dec
The Yankee, Trademark Collection by Wyndham
Restaurant
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, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is SAR 345
SAR 385 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is SAR 535
SAR 766 total
includes taxes & fees
4 Jan - 5 January 2026
The Red Lion Inn
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (809)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is SAR 412
SAR 460 total
includes taxes & fees
9 Dec - 10 Dec
Berkshires Untold
Porch
The Wilmington Inn

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (195)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is SAR 600
SAR 680 total
includes taxes & fees
11 Dec - 12 Dec
The Wilmington Inn
Front of property
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

2.0 star property
Rowe
The price is SAR 559
SAR 591 total
includes taxes & fees
9 Dec - 10 Dec
UU Rowe Camp and Conference Center
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
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
Exterior
Harbour House Inn

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
The price is SAR 791
SAR 836 total
includes taxes & fees
7 Jan - 8 January 2026
Harbour House 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.
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Top Williamstown Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Clean spacious toom"
Daniel 2-night trip
Posted 2 days ago
Vacation Village in the Berkshires

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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.