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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, (129)
The price is SAR 620
SAR 682 total
includes taxes & fees
13 Mar - 14 Mar

Brook Road Inn
Brook Road Inn
8.8 out of 10, Excellent, (212)
The price is SAR 263
SAR 415 total
includes taxes & fees
16 Mar - 17 Mar

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

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, (40)

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)

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)

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, (1)
The price is SAR 1,527
SAR 3,571 total
includes taxes & fees
12 Mar - 13 Mar

Blue Goose / Brook Road Inn
Blue Goose / Brook Road Inn
9.6 out of 10, Exceptional, (7)
The price is SAR 244
SAR 476 total
includes taxes & fees
16 Mar - 17 Mar
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

Mountain Green
Mountain Green
5.8 out of 10, (8)
The price is SAR 840
SAR 1,127 total
includes taxes & fees
20 Mar - 21 Mar

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (68)
The price is SAR 409
SAR 1,185 total
includes taxes & fees
25 Mar - 26 Mar

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, (41)
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

Sleep Woodstock Motel
5/5 Excellent
"Great motel that is much nicer than your typical motel"
A verified traveler stayed at Sleep Woodstock Motel
Posted 15 hours ago