3 Stars Hotels in Windsor, Massachusetts from CA $138

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Our top choices for Windsor 3-star hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,283 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is CA $131
CA $161 total
includes taxes & fees
Mar 8 - Mar 9
Vacation Village in the Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (869 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is CA $144
CA $191 total
includes taxes & fees
Apr 1 - Apr 2
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,003 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is CA $174
CA $194 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,005 reviews)
"Spotless and front desk staff...friendly and accommodating "
United States
Barbara
The price is CA $160
CA $179 total
includes taxes & fees
Mar 31 - Apr 1
Hotel Downstreet, an Ascend Collection Hotel

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (848 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is CA $160
CA $206 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (867 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is CA $125
CA $140 total
includes taxes & fees
Apr 6 - Apr 7
Berkshires Untold

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (827 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is CA $202
CA $226 total
includes taxes & fees
Mar 8 - Mar 9
Hotel On North

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is CA $198
CA $283 total
includes taxes & fees
Apr 7 - Apr 8
The Red Lion Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is CA $123
CA $138 total
includes taxes & fees
Mar 29 - Mar 30
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (603 reviews)
"Our stay was great! "
United States
Gianna
The price is CA $191
CA $214 total
includes taxes & fees
Mar 15 - Mar 16
Courtyard by Marriott Lenox Berkshires

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (459 reviews)
"Location, hospitality, breakfast"
United States
Terry
The price is CA $206
CA $261 total
includes taxes & fees
Mar 8 - Mar 9
The Porches Inn at Mass MoCA

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (670 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is CA $174
CA $194 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Garden Inn Lenox Pittsfield

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (405 reviews)
"Stayed one night...great breakfast"
United States
Kimberley
The price is CA $178
CA $199 total
includes taxes & fees
Apr 5 - Apr 6
Fairfield Inn & Suites by Marriott Williamstown

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is CA $181
CA $208 total
includes taxes & fees
Mar 15 - Mar 16
The Cornell Inn, Lenox & The Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is CA $189
CA $211 total
includes taxes & fees
Mar 15 - Mar 16
Element Lenox Berkshires

The Ponds at Foxhollow

The Ponds at Foxhollow
3.0 star property
Lenox
8.6 out of 10, Excellent, (141 reviews)
"Great place"
United States
Lisa
The Ponds at Foxhollow

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (131 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is CA $127
CA $208 total
includes taxes & fees
Mar 10 - Mar 11
Blooming Inn

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is CA $202
CA $226 total
includes taxes & fees
Apr 1 - Apr 2
Jiminy Peak Mountain Resort

Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
Lenox
8.0 out of 10, Very good, (197 reviews)
"Gateways Inn is a fantastic place to stay! The staff was very courteous and the room was spacious and very clean. The breakfast was included and very tasty. I highly suggest a stay there if you are planning on visiting the Berkshires!!!"
United States
Miguel
The price is CA $242
CA $283 total
includes taxes & fees
Mar 15 - Mar 16
Gateways Inn & Restaurant

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
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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

Find out more about Windsor

The top 3 Stars hotels in Windsor, Windsor may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Windsor 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres.

Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Windsor for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Windsor neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Windsor. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Windsor.

Frequently asked questions

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

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What is the difference between a 4-star and 3-star hotel in Windsor?
The main difference between a 3- and 4-star hotel in Windsor will be the level of service and availability of creature comforts. 3-star hotels are usually more budget-friendly and provide the amenities and services required to ensure your comfort, such as a gym, WiFi and breakfast. You can count on a bit more at a 4-star hotel — think upmarket décor, premium bathroom products and extra touches like on-site spas.
What is the difference between a 3-star hotel and a motel in Windsor?
Motels usually offer more economical rates compared to hotels, which makes them great if you're exploring around Windsor on a budget. A popular option for overnight stays, these roadside getaways have simply furnished rooms, basic services and ample parking. Opt for a 3-star hotel and you can expect to pay more for additional privacy, comfort and amenities. Guests can make use of things like a lobby, free WiFi and business services at this style of property.

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