Find 4 Star Hotels in Windsor, MA from $135
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member Prices
Be pickySearch almost a million properties worldwide
Check availability on Windsor 4 Star Hotels
Our top choices for Windsor 4-star hotels
9.6 out of 10, Exceptional, (631 reviews)
"Great property and restaurant. Perfect location and very helpful, friendly staff."
Sam
$329 nightly
The price is $368
Jun 16 - Jun 17
Total with taxes and fees
8.6 out of 10, Excellent, (370 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
Aisha
$121 nightly
The price is $135
Jun 29 - Jun 30
Total with taxes and fees
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 ChesterwoodStockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
Deborah
$358 nightly
The price is $399
Jun 29 - Jun 30
Total with taxes and fees
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
Francis
$339 nightly
The price is $379
Jun 16 - Jun 17
Total with taxes and fees
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
Christopher
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."
Stephen
$392 nightly
The price is $438
Jun 23 - Jun 24
Total with taxes and fees
9.6 out of 10, Exceptional, (301 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!!"
Angela
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor Hotel Reviews
The Williams Inn
10/10 Excellent
Find out more about Windsor
Windsor Four Star Hotel Information
When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Windsor, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Windsor 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.
Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Windsor. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Windsor, Massachusetts, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.
Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Windsor hotels offer everything your heart desires.
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Wahconah Falls State Park
- Savoy Hotels
- Cabin Rentals in Savoy
- B&B in Savoy
- Cottages in Savoy
- Peru Hotels
- 5 Star Hotels in Hinsdale
- 4 Star Hotels in Hinsdale
- Hotels near Bas Ridge Golf Course
- 5 Star Hotels in Plainfield
- Hinsdale Hotels
- Resorts in Hinsdale
- Golf Hotels in Hinsdale
- Hotels with Free Breakfast in Hinsdale
- Historic Hotels in Hinsdale
- 4 Star Hotels in Cheshire
- Dalton Hotels
- Cabin Rentals in Dalton
- B&B in Dalton
- Plainfield Hotels
- Condo Rentals in Dalton
- Resorts in Dalton
- Motels in Dalton
- Cabin Rentals in Plainfield
- Resorts in Plainfield
- Hotels near St Mary's of the Assumption Church
- Cheshire Hotels
- Cabin Rentals in Cheshire
- B&B in Cheshire
- Motels in Cheshire
- Hotel Wedding Venues Hotels in Cheshire
- Cottages in Cheshire
- Hotels with Restaurants in Cheshire
- Hotels with Air Conditioning in Cheshire
- Resorts in Cheshire
- Hotels with Free Breakfast in Cheshire
- Hotels near Crane Museum of Papermaking
- Hotels near Savoy Mountain State Forest
- Hotels near Susan B. Anthony Birthplace Museum
- Hotels near Tannery Falls
- 4 Star Hotels in Cummington
- 5 Star Hotels in Cummington
- 3 Star Hotels in Cummington
- Cummington Hotels
- B&B in Cummington
- Cabin Rentals in Cummington
- Motels in Cummington
- Adams Hotels
- B&B in Adams
- Apartments in Adams
- Resorts & Hotels with Spas in Adams
- Cabin Rentals in Adams
- Hotels with Restaurants in Adams
- Cottages in Adams
- Motels in Adams
- Ski Hotels in Adams
- Resorts in Adams
- Condo Rentals in Adams
- 4 Star Hotels in Hawley
- Wahconah Falls State Park
- Visit Savoy
- Visit Hinsdale
- Hinsdale Vacations
- Visit Dalton
- Dalton Vacations
- Visit Plainfield
- Plainfield Vacations
- Visit Cheshire
- Savoy Mountain State Forest
- Susan B. Anthony Birthplace Museum
- Tannery Falls
- Visit Cummington
- Cummington Vacations
- Adams Vacations
- Visit Adams
- Mount Greylock State Reservation Visitor Center