Windsor County

Chalets in Windsor County

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We found 16 Chalets in Windsor County for you

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Most Booked
Lowest price
Closest to downtown
Highest Rated
38
Hotels in Windsor County
Featured facilities: Ski Equipment Rental, Kitchen
Outstanding
16 reviews
10/10
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48
Hotels in Windsor County
Featured facilities: Skiing, Mountain Climbing, Hiking
Amazing
15 reviews
9.6/10
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23
Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
15 reviews
10/10
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35
Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
5 reviews
10/10
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39
Hotels in Windsor County
Featured facilities: Skiing, Hiking
Outstanding
11 reviews
10/10
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19
Hotels in Windsor County
Featured facilities: Ski Equipment Rental, Hiking, Kitchen
Amazing
5 reviews
9.4/10
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9
Hotels in Windsor County
Cozy private cabin located just 10 minutes from Okemo! This cabin features a mud room to store all your ski gear. One bedroom with a double bed, double sized bunk bed, and mini crib. The living room features a 60” TV and pull out couch. Bring your snowmobiles for direct access to the VAST trails across the street.About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:-Keep food and drinks in kitchen and dining area. -Please do all your dishes - Any dirty towels place in tub - Do not leave trash/ food outside.When leaving the house and when checking out unplug all space heaters and turn heat down to low "L" in the winter. In the summer keep heater unplugged.About checkIn:Check in after 3:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Amazing
3 reviews
9.4/10
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28
Hotels in Windsor County
Featured facilities: Skiing, Mountain Climbing, Hiking
Outstanding
10/10
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51
Hotels in Windsor County
Featured facilities: Skiing, Mountain Climbing, Hiking
Outstanding
10/10
Check Availability
28
Hotels in Windsor County
Featured facilities: Hiking
Amazing
9.4/10
Check Availability
See All Chalets in Windsor County

Frequently Asked Questions

What is the average price of a hotel in Windsor County this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Windsor County this weekend is US$291 per night. For a 4-star hotel, the average cost is US$628 per night. If you're looking for a luxury experience, 5-star hotels in Windsor County this weekend typically cost US$906 per night.

How much do hotels in Windsor County cost per night on weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Windsor County during weekdays is US$241 per night. For a 4-star hotel, you can expect to pay around US$556 per night. If you're seeking a luxury stay, 5-star hotels in Windsor County generally cost US$713 per night on weekdays.

What are the best places to stay in Windsor County?

Some of the best places to stay in Windsor County are near popular attractions like AT trailhead Woodstock VT, offering easy access to key sights and amenities.

How to get good deals on hotels in Windsor County?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.