Top Resorts in Windsor County in 2026

A river flowing through a forest with autumn foliage.

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Our top choices for Windsor County resorts

A room with a checkered floor, a bench, and a fireplace.

1. Woodstock Inn & Resort

Woodstock

Ann

Rp9.044.273 total

includes taxes & fees

10 Nov - 11 Nov

A multi-story hotel with a central courtyard and a reflective water feature.

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Shannon

Rp3.007.055 total

includes taxes & fees

1 Nov - 2 Nov

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Top Windsor County Hotel Reviews

Fullerton Inn

10/10 Excellent

"Stayed there 7yrs.ago and had another great experience this time, Cloe our waitress was excellent and made our dining alot of fun."

Pointe at Castle Hill Resort

8/10 Good

"This is a great place but the description is a bit deceptive. It’s right off the highway and not on the Castle grounds. In fact we never saw the castle. I booked it thinking we’d have a place to walk around and enjoy the grounds. Nope! The hotel was nice and the people were very friendly and helpful. We stayed in a suite and loved it. The fireplace and washer and dryer were exactly what we wanted and needed. I would stay here again but would just know you’re not on the castle grounds."