Find 4 Star Hotels in Windsor, MA from SAR 415

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Check availability on Windsor 4 Star Hotels

Tonight
4 Feb - 5 Feb
Tomorrow
5 Feb - 6 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

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, (572 reviews)
"Great stay. Comfortable hotel and very friendly staff. Restaurant is very good. "
United States
Veronica
The price is SAR 816
SAR 911 total
includes taxes & fees
9 Feb - 10 Feb
The Williams Inn
Balcony

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is SAR 371
SAR 415 total
includes taxes & fees
22 Feb - 23 Feb
The Central Downtown Inn & Suites
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (291 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is SAR 540
SAR 633 total
includes taxes & fees
6 Feb - 7 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, (135 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 SAR 1,161
SAR 1,404 total
includes taxes & fees
17 Feb - 18 Feb
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 SAR 1,491
SAR 1,666 total
includes taxes & fees
26 Feb - 27 Feb
33 Main
TV, fireplace, DVD player, video library

General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge
Stockbridge
9.8 out of 10, Exceptional, (115 reviews)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
United States
Joanna T.
General Williams Estate House Lenox/Stockbridge
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is SAR 821
SAR 917 total
includes taxes & fees
5 Feb - 6 Feb
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 SAR 896
SAR 1,050 total
includes taxes & fees
22 Feb - 23 Feb
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

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 SAR 415

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 vacation 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 accommodations, meals, activities and entertainment, or opt for a standard 4-star resort in or around this leading destination.