Windsor 4 Stars Hotels

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Our top choices for Windsor 4-star hotels

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (631 reviews)
"Great property and restaurant. Perfect location and very helpful, friendly staff."
United States
Sam
The price is HK$2,577
HK$2,879 total
includes taxes & fees
15 Jun - 16 Jun
The Williams Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (368 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is HK$893
HK$998 total
includes taxes & fees
11 Jun - 12 Jun
The Central Downtown Inn & Suites

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is HK$2,587
HK$3,129 total
includes taxes & fees
21 Jun - 22 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is HK$2,499
HK$2,791 total
includes taxes & fees
8 Jun - 9 Jun
Devonfield Inn B&B

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The Inn at Stockbridge

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (300 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is HK$5,445
HK$6,082 total
includes taxes & fees
8 Jun - 9 Jun
33 Main

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is HK$1,715
HK$1,916 total
includes taxes & fees
10 Jun - 11 Jun
Hampton Terrace Inn

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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Top Windsor Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windsor?
We can help you easily track down the perfect 4-star hotel for your getaway in Windsor. Use our handy filter tool to fine-tune your search by things like price, amenities and property star rating and get access to unbeatable deals in a few clicks.

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What's the difference between 5-star and 4-star hotels in Windsor?
Give yourself the luxury treatment during your Windsor getaway by checking in to a 4-star hotel. As well as featuring upscale surroundings, these retreats are typically packed with amenities, including large beds, bathrobes and more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and memorable one. 24-hour front desk, elegant furnishings and gourmet dining are just the start of the superior services and conveniences you'll likely get access to.
Does Windsor have any 4-star all-inclusive resorts?
Finding your dream holiday in Windsor is as easy as typing in your travel details and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodation, meals, activities and entertainment, or opt for a standard 4-star resort in or around this leading destination.

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