Compare and book 3 Star hotels in Windsor, Massachusetts

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Top Windsor 3 Star Hotels

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1949)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is 2.845.757 ₫
3.466.915 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Vacation Village in the Berkshires

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (566)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great location!"
The price is 3.773.973 ₫
4.215.528 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Hotel Downstreet, Ascend Hotel Collection

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (679)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is 4.200.257 ₫
4.691.688 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Berkshires Untold

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (692)
"Pleasant stay"
The price is 2.404.151 ₫
3.052.281 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Food was great!"
The price is 5.044.608 ₫
6.808.644 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (859)
"Consistently a clean room with welcoming staff."
The price is 3.021.280 ₫
3.374.770 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (962)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is 4.177.248 ₫
4.665.987 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Jiminy Peak Mountain Resort

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Lovely setting on the lake."
The price is 3.327.349 ₫
3.716.649 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
Hotel On North

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is 3.354.409 ₫
4.773.979 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (518)
"Great place , love it, will return"
The price is 4.028.548 ₫
4.499.888 ₫ total
includes taxes & fees
10 Sept - 11 Sept
The Constance by the Lenox Collection

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (569)
"Fabulous place"
The price is 3.993.344 ₫
4.460.566 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Lenox Berkshires

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (407)
"Very comfortable room that worked great for our family. "
The price is 4.667.221 ₫
5.800.203 ₫ total
includes taxes & fees
15 Sept - 16 Sept
The Porches Inn at Mass MoCA

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (639)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is 3.964.970 ₫
4.428.934 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is 2.674.227 ₫
4.274.440 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Blooming Inn

The Dewey

3.5 star property
8.8 out of 10, Excellent, (321)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is 4.623.872 ₫
5.164.812 ₫ total
includes taxes & fees
10 Sept - 11 Sept
The Dewey

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is 4.553.988 ₫
5.086.784 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Whistler's Inn Bed & Breakfast

The Revival House

3.0 star property
9.4 out of 10, Exceptional, (10)
"Self check in was easy. Rooms were spacious and clean. Great place."
The price is 4.728.960 ₫
5.282.248 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Revival House

Apple Tree Inn

3.0 star property
8.4 out of 10, Very good, (289)
"I loved the pool and the wonderful view from the pool. I felt very safe here and there was an overall sense of being welcomed."
The price is 3.168.403 ₫
3.539.106 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Apple Tree Inn
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Frequently asked questions

How much does it cost to stay in a 3-star hotel in Windsor?
Take advantage of Expedia's search filters to score a good-value 3-star hotel for your upcoming Windsor getaway. Just set your maximum rate with our easy-to-use pricing tool. You can also select the amenities you want, neighbourhood and plenty more.

  • Search for the lowest price per night right now from 3.021.280 ₫

What is the difference between a 4-star and 3-star hotel in Windsor?
Stay at a 3-star hotel and you can look forward to clean and comfortable rooms and conveniences such as WiFi, gym equipment and coffee and tea facilities. These properties may also feature a restaurant and bar. Elevate your Windsor holiday by picking a 4-star hotel. With things like a wellness centre, 24/7 room service and luxury toiletries, you'll experience a higher level of comfort.
What is the difference between a 3-star hotel and a motel in Windsor?
A motel is a great choice if you're getting ready to travel around Windsor. These escapes are usually located close to highways and airports, offer ample parking and come with basic amenities and services. Spend your stay at a 3-star hotel and you'll be more centrally located. With a larger choice of rooms and additional amenities like a lobby, gym and business facilities, you can expect to pay more for hotel accommodation.