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Compare 19 Guest Houses in Windsor with updated reviews, rates, and availability.

The Trailside Inn
The Trailside Inn
9.0 out of 10, Wonderful, (130)

Brook Road Inn
Brook Road Inn
8.8 out of 10, Excellent, (214)
The price is AED 257
AED 407 total
includes taxes & fees
1 May - 2 May

Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
9.8 out of 10, Exceptional, (42)

Inn at Clearwater Pond (Quechee)
Inn at Clearwater Pond (Quechee)
9.4 out of 10, Exceptional, (45)

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
9.6 out of 10, Exceptional, (36)

The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!
The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!
10.0 out of 10, Exceptional, (2)
The price is AED 1,418
AED 3,194 total
includes taxes & fees
1 May - 2 May

Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts
9.4 out of 10, Exceptional, (33)

Mountain View / Brook Road Inn
Mountain View / Brook Road Inn
9.8 out of 10, Exceptional, (8)
The price is AED 298
AED 530 total
includes taxes & fees
1 May - 2 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
9.0 out of 10, Wonderful, (42)

Cozy Crescent Cottage
Cozy Crescent Cottage
10.0 out of 10, Exceptional, (25)

Beautifully renovated with fireplace and coffee bar
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (103)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Windsor hotels
Recent reviews of Windsor hotels

Align Inn Vermont
5/5 Excellent
"Room was very clean. The price was amazing. Nice staff. Good location near good restaurants."
A verified traveler from Hurley stayed at Align Inn Vermont
Posted 7 hours ago