Find Romantic Hotels in Williamstown, MA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Williamstown Romantic Hotels

Top Williamstown Romantic Hotels

The Williams Inn

4.0 star property
Williamstown
9.6 out of 10, Exceptional, (541)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is AED 724
AED 809 total
includes taxes & fees
18 Nov - 19 Nov
The Williams Inn

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

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Great stay!"
United States
Ann
The price is AED 364
AED 406 total
includes taxes & fees
15 Dec - 16 Dec
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (959)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 324
AED 362 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (799)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is AED 340
AED 380 total
includes taxes & fees
18 Nov - 19 Nov
Berkshires Untold

The Four Chimneys Inn

4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"Great stay!"
United States
Alan
The Four Chimneys 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 AED 925
AED 978 total
includes taxes & fees
18 Dec - 19 Dec
Harbour House Inn

Berkshire Village Carriage House - Super Private!!

Lanesborough
9.8 out of 10, Exceptional, (267)
"The cottage was amazing. Hope to be visit again and again. "
United States
Mark M.
The price is AED 496
AED 771 total
includes taxes & fees
18 Nov - 19 Nov
Berkshire Village Carriage House - Super Private!!

UU Rowe Camp and Conference Center

2.0 star property
Rowe
The price is AED 547
AED 578 total
includes taxes & fees
18 Nov - 19 Nov
UU Rowe Camp and Conference Center

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (193)
"The Wilminton Inn is one of the best B&B's that my wife and I have stayed. The owners are super friendly, the place is very clean with a bar and comfortable family area. Breakfast was great. We highly recommend the Wilmington Inn."
United States
Charles
The price is AED 706
AED 800 total
includes taxes & fees
1 Dec - 2 Dec
The Wilmington 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

Explore a world of travel with Expedia

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 The Clark Art Institute, Williamstown Theatre Festival, or Mount Greylock State Reservation. 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 The Clark Art Institute, Williamstown Theatre Festival, or Mount Greylock State Reservation.
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.