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Find 4 Star Hotels in Windsor, MA from SAR 466

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Check availability on Windsor 4 Star Hotels

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, (646 reviews)
"amazing friendly and helpful staff perfect stay!"
United States
Thomas
The price is SAR 992
SAR 1,108 total
includes taxes & fees
27 Jul - 28 Jul
The Williams Inn
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
"Central location!"
United States
Brenda
The price is SAR 417
SAR 466 total
includes taxes & fees
20 Jul - 21 Jul
The Central Downtown Inn & Suites
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, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is SAR 1,240
SAR 1,500 total
includes taxes & fees
3 Aug - 4 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
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 price is SAR 1,393
SAR 1,633 total
includes taxes & fees
27 Jul - 28 Jul
The Inn at Stockbridge
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
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is SAR 1,649
SAR 1,842 total
includes taxes & fees
21 Jul - 22 Jul
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub | Premium bedding, iron/ironing board, WiFi (free), individually decorated

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 2,585
SAR 2,887 total
includes taxes & fees
16 Aug - 17 Aug
33 Main
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 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
Exterior detail

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 SAR 1,111
SAR 1,241 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Terrace Inn
Apartment (4 Bedrooms) | Front of property

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

The Williams Inn

The Williams Inn

10/10 Excellent
"Great staff."
Ulla 2-night trip
Posted 1 day 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 SAR 466

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.

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