Compare and book 3 Star hotels in Windsor, Massachusetts

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Check availability on Windsor 3 Star Hotels

Tonight
28 Sep - 29 Sep
Tomorrow
29 Sep - 30 Sep
Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct

Top Windsor 3 Star Hotels

Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (663)
"Very convenient set up of both room and kitchen, resort very easy to navigate. "
The price is 2.842.349 ₫
3.764.746 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Berkshire Mountain Lodge
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2026)
"Really nice place at a reasonable price"
The price is 2.616.242 ₫
3.211.983 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1012)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is 3.825.267 ₫
4.272.823 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (740)
"The lodging was convenient to all the area attractions."
The price is 3.421.829 ₫
4.190.768 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (737)
"Rooms are a clean and upgraded motel. Nice lobby and rooms. "
The price is 3.369.973 ₫
3.764.261 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Berkshires Untold
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1009)
"great place have stayed several times, and hope to return."
The price is 4.726.137 ₫
6.458.702 ₫ total
includes taxes & fees
30 Oct - 31 Oct
The Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (883)
"Our stay was very pleasant "
The price is 2.590.134 ₫
2.893.180 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (775)
"Great property! Very large clean room in a unique hotel! "
The price is 4.726.137 ₫
5.279.095 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Hotel On North
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1019)
"Great Indian restaurant in the hotel!"
The price is 3.029.744 ₫
3.384.224 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (979)
"Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!"
The price is 3.934.047 ₫
4.394.331 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Mountain Resort
The Porches Inn at Mass MoCA
Suite, 2 Bedrooms | 2 bedrooms, Frette Italian sheets, premium bedding, down duvets

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (425)
"Great hotel, lovely pool and hot tub. We got upgraded to a suite!"
The price is 4.966.404 ₫
6.137.316 ₫ total
includes taxes & fees
30 Sept - 1 Oct
The Porches Inn at Mass MoCA
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1005)
"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 3.371.135 ₫
4.797.783 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (574)
"Fabulous place"
The price is 4.462.107 ₫
4.984.173 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Courtyard by Marriott Lenox Berkshires
The Constance by the Lenox Collection
Front of property

The Constance by the Lenox Collection

3.5 star property
8.4 out of 10, Very good, (546)
"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "
The price is 3.919.789 ₫
4.378.409 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Constance by the Lenox Collection
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.6 out of 10, Excellent, (307)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
The price is 4.372.337 ₫
4.883.900 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Apple Tree Inn
Club Wyndham Bentley Brook
Exterior

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (543)
"Good place to take your family."
Club Wyndham Bentley Brook
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (646)
"We always stay at the Garden Inn when visiting the Berkshires."
The price is 4.293.656 ₫
4.796.014 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Hilton Garden Inn Lenox Pittsfield
The Ponds at Foxhollow
Indoor pool, outdoor pool, pool umbrellas, pool loungers

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (131)
"We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights"
The Ponds at Foxhollow
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is 4.699.734 ₫
5.249.603 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Element Lenox Berkshires
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
The price is 4.823.828 ₫
5.388.060 ₫ total
includes taxes & fees
30 Sept - 1 Oct
The Dewey
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Windsor.
The Williams Inn

The Williams Inn

101 Spring Street, Williamstown, MA
The price is 6.261.471 ₫ per night from 29 Oct to 30 Oct
6.261.471 ₫
6.994.063 ₫ total
29 Oct - 30 Oct
includes taxes & fees
9.6/10 Exceptional! (506 reviews)
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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 Windsor Hotel Reviews

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 3.053.771 ₫

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.

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