Find hotels in Windsor, MA from 1.666.999 ₫

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Top 10 Windsor hotels and places to stay

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (392)
"Perfect for our needs"
The price is 5.155.545 ₫
6.343.091 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Porches Inn at Mass MoCA

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (457)
"Great location and nice accommodations."
The price is 6.464.033 ₫
7.220.325 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The Williams Inn

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (270)
"It was a very clean and the gentleman was so nice and spent a lot of time helping us figure out what to see and gave great suggestions on where to eat also. "
The price is 2.588.751 ₫
2.891.636 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Williamstown Motel

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (826)
"This is a hidden gem. Owners we so nice and the property was well taken care of, along with newly updated fixtures. "
The price is 2.614.900 ₫
3.064.663 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Cozy Corner Motel

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is 5.466.813 ₫
7.275.125 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Red Lion Inn

The Dewey

3.5 star property
8.8 out of 10, Excellent, (313)
"Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!"
The price is 4.236.138 ₫
4.731.662 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Dewey

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Nice place to stay. Good breakfast. "
The price is 3.295.782 ₫
3.681.336 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Yankee, Trademark Collection by Wyndham

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (548)
"Very clean and very nice staff. Breakfast was great"
The price is 4.089.704 ₫
4.568.199 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Berkshire Valley Inn

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1001)
"Staff super friendly, most comfortable beds imo I’ve slept in. I sleep better there then at my house."
The price is 3.756.304 ₫
4.195.792 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Hotel Downstreet, Ascend Hotel Collection

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (739)
"Best hotel in the Berkshire! "
The price is 3.766.608 ₫
4.207.300 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (266)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
The price is 6.563.399 ₫
7.697.883 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Lakehouse Inn

Fairfield Inn & Suites by Marriott Williamstown

2.5 star property
8.8 out of 10, Excellent, (349)
"It's a quick drive to Williams campus."
The price is 4.682.103 ₫
5.229.909 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Fairfield Inn & Suites by Marriott Williamstown

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (559)
"A great place to stay in Williamstown. Beautiful garden, friendly staff, very comfortable."
The price is 3.373.221 ₫
3.767.809 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Maple Terrace Motel

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (129)
"Stayed only one night Very cosy, quiet place "
The price is 4.544.779 ₫
5.076.518 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Trail in Adams - Berkshires’ Art Hotel

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
Brook Farm Inn

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (245)
"Wonderful ambience and people!"
The price is 4.331.599 ₫
4.838.396 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Whitlock

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (413)
"Nice"
The price is 3.896.201 ₫
4.274.132 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Shaker Mill Inn

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (476)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is 3.744.898 ₫
4.183.028 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Constance by the Lenox Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great place"
The price is 3.923.550 ₫
4.382.605 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (172)
"Lovely stay!"
The price is 5.222.626 ₫
5.520.316 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Blue Vista Motor Lodge
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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Learn more about Windsor

Explore Windsor: its dining and more!

Frequently asked questions

What's the weather like in Windsor?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, March, February and November, with each month seeing an average of 17 cm of snowfall.