Find hotels in Windsor, MA from 1.680.323 ₫

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top 10 Windsor hotels and places to stay

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1002)
"Friendly staff and good place for the price. You get everything you need, is clean and close to dinning/shopping. I recommend it. "
The price is 2.822.704 ₫
3.152.960 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Red Roof Inn PLUS+ South Deerfield – Amherst

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (729)
"Great quiet stay. "
The price is 2.345.862 ₫
2.620.249 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Villager Motel

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (941)
"Comfortable, clean, and great continental breakfast options! "
The price is 2.348.498 ₫
2.623.412 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Willows Motel Williamstown

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is 2.082.282 ₫
2.325.830 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (847)
"We thoroughly enjoyed our 1-night stay at the Cozy Corner! Rooms were very clean, and beds very comfortable! They also had a great breakfast, and I loved the outdoor seating area by the babbling brook!"
The price is 2.477.652 ₫
2.907.815 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Cozy Corner Motel

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (624)
"Convenient location for my trip"
The price is 1.818.702 ₫
2.031.411 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Wagon Wheel Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Very comfortable and a nice breakfast "
The price is 2.890.155 ₫
3.228.303 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Quality Inn

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is 2.614.187 ₫
4.211.589 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Blooming Inn

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great staff! Comfortable bed! "
The price is 3.786.327 ₫
4.229.326 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Berkshires-Lenox

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful place to stay"
The price is 3.297.386 ₫
3.683.267 ₫ total
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (412)
"Great well managed property with a unique style and nice amenities. Also, a continental breakfast is included with the stay."
The price is 4.682.499 ₫
5.819.189 ₫ total
includes taxes & fees
24 Sept - 25 Sept
The Porches Inn at Mass MoCA

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1002)
"Very clean rooms and excellent staff."
The price is 2.800.274 ₫
3.127.906 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (803)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is 2.266.524 ₫
2.531.685 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Berkshire Inn

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is 3.338.241 ₫
3.728.815 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (867)
"Humble little hotel. Ideal for a visit to nearby Mass MOCA."
The price is 2.899.116 ₫
3.238.343 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Howard Johnson by Wyndham Williamstown

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1008)
"Great location!"
The price is 3.786.327 ₫
4.229.327 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Hotel Downstreet, Ascend Hotel Collection

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (626)
"It was lovely!"
The price is 1.680.323 ₫
1.876.921 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is 3.365.389 ₫
4.789.606 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (290)
"Small comfortable room, accommodating staff, very close to Williams College."
The price is 2.348.498 ₫
2.623.273 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Williamstown Motel

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (180)
"Clean, beautiful view wonderful service"
The price is 5.740.682 ₫
6.067.900 ₫ total
includes taxes & fees
26 Aug - 27 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Windsor

Explore Windsor: its dining and more!

Top Windsor Hotel Reviews

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.