Explore top 2026 4 Star Hotels in Windsor
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Top Windsor 4 Star hotels
The Williams Inn
"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying."
Reviewed on Aug 12, 2026
The Central Downtown Inn & Suites
The Inn at Stockbridge
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another ..."
Reviewed on Aug 3, 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
"Very lovely beautiful Room and property The outside pool was not available"
Reviewed on Jul 30, 2026
Seven Hills Inn
33 Main
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion ..."
Reviewed on Jul 27, 2026
Hampton Terrace Inn
"Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house."
Reviewed on Mar 3, 2026
Lakehouse Inn
"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."
Reviewed on Jun 22, 2026
Devonfield Inn B&B
"The owners are so nice!!! Tha property is beautiful and the people that play the piano and sing during the day is the most relaxing and incredible experience!!!!"
Reviewed on Aug 4, 2026
Family-friendly Hancock Home: Walk to Slopes!
4 Star Hotels Windsor
Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?
Come on, you deserve it!
The best part about staying in Windsor 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.
Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.
The best four star hotels in Windsor will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!
If you’re looking for 4 star hotels in Windsor, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.
Recent Windsor hotel reviews by fellow wanderers
The Yankee Inn
"Nice stay. Good breakfast. Nice updates since our last visit ."
