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3 Stars Hotels in Windsor, Massachusetts from CA $186

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Our top choices for Windsor 3-star hotels

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Spacious and clean room, great location, friendly staff"
United States
Theresa
The price is CA $219
CA $244 total
includes taxes & fees
Jun 30 - Jul 1
Hotel Downstreet, an Ascend Collection Hotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (997 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is CA $205
CA $261 total
includes taxes & fees
Jul 8 - Jul 9
Berkshire Mountain Lodge

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,408 reviews)
"Property is great and stay was great"
United States
Isha
The price is CA $180
CA $216 total
includes taxes & fees
Jul 20 - Jul 21
Vacation Village in the Berkshires

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (990 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is CA $234
CA $262 total
includes taxes & fees
Jul 8 - Jul 9
Berkshires Untold

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
"Clean room and breakfast"
United States
Raphael
The price is CA $208
CA $296 total
includes taxes & fees
Jul 8 - Jul 9
The Red Lion Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (869 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is CA $354
CA $395 total
includes taxes & fees
Jul 7 - Jul 8
Hotel On North

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
9.2 out of 10, Wonderful, (915 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is CA $210
CA $262 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,001 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is CA $240
CA $268 total
includes taxes & fees
Jun 29 - Jun 30
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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, (1,000 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is CA $180
CA $202 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (479 reviews)
"Very beautiful hotel! The room was very clean."
United States
Daniel
The price is CA $318
CA $388 total
includes taxes & fees
Jul 1 - Jul 2
The Porches Inn at Mass MoCA

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (415 reviews)
"We were very pleased with our stay. The staff at the desk when we checked in and again when we checked out were very accommodating and friendly. "
United States
Susan
The price is CA $262
CA $292 total
includes taxes & fees
Jul 2 - Jul 3
Fairfield Inn & Suites by Marriott Williamstown

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (633 reviews)
"We arrived at the hotel and there was"
United States
Nancy
The price is CA $253
CA $283 total
includes taxes & fees
Jun 29 - Jun 30
Courtyard by Marriott Lenox Berkshires

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (685 reviews)
"Five Star stay!"
United States
Adeline
The price is CA $251
CA $281 total
includes taxes & fees
Jun 29 - Jun 30
Hilton Garden Inn Lenox Pittsfield

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is CA $292
CA $336 total
includes taxes & fees
Jul 20 - Jul 21
The Cornell Inn, Lenox & The Berkshires

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (999 reviews)
"Amazing place!"
United States
Svilen
The price is CA $220
CA $246 total
includes taxes & fees
Jul 7 - Jul 8
Jiminy Peak Mountain Resort

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (26 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is CA $324
CA $362 total
includes taxes & fees
Jun 25 - Jun 26
Element by Marriott Lenox Berkshires

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (140 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is CA $147
CA $234 total
includes taxes & fees
Jun 30 - Jul 1
Blooming Inn

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (34 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is CA $234
CA $262 total
includes taxes & fees
Jun 30 - Jul 1
The Revival House

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

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (380 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is CA $382
CA $427 total
includes taxes & fees
Jun 30 - Jul 1
Chambery Inn
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Explore similar 4-star hotels

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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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