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Check availability on Windsor 4 Star Hotels

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Windsor 4-star hotels

Front of property – evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (582 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is 5.144.704 ₫
5.746.634 ₫ total
includes taxes & fees
1 Mar - 2 Mar
The Williams Inn
Terrace/patio

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (358 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.662.404 ₫
2.973.801 ₫ total
includes taxes & fees
1 Mar - 2 Mar
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (293 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 3.758.688 ₫
4.408.376 ₫ total
includes taxes & fees
27 Feb - 28 Feb
Lakehouse Inn
Room #10 Queen's Cottage | Living room | Flat-screen TV

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (136 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property

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
Suite, Private Bathroom (RedBird Suite) | View from room

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, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is 8.077.786 ₫
9.772.014 ₫ total
includes taxes & fees
13 Mar - 14 Mar
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

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 12.894.388 ₫
14.403.031 ₫ total
includes taxes & fees
1 Mar - 2 Mar
33 Main
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is 5.713.728 ₫
6.382.200 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Hampton Terrace Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is 6.233.158 ₫
7.310.649 ₫ total
includes taxes & fees
13 Mar - 14 Mar
The Inn at Stockbridge
Front of property – evening/night

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57 reviews)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
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Top Windsor Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Elegant and oupdated decor throughout, spotlessly clean Welocation, "
anne 1-night trip
Posted 5 days ago
The Williams Inn

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.

  • Search for the lowest price from 2.973.801 ₫

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.