Windsor County

Chalets in Windsor County

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Amazing 9+Great 8+Good 7+Pleasant 6+

We found 17 Chalets in Windsor County for you

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Closest to downtown
Highest Rated
35

Cozy Vermont Cabin at Trail End Ranch! the Best of VT is All Around You!

Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
5 reviews
10/10
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38

Sweeping Vermont Views from A Private, Designer, Ascutney Cabin

Hotels in Windsor County
Featured facilities: Ski Equipment Rental, Kitchen
Outstanding
15 reviews
10/10
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20

Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain

Hotels in Windsor County
Featured facilities: Ski Equipment Rental, Hiking, Kitchen
Amazing
5 reviews
9.4/10
Check Availability
39

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Hotels in Windsor County
Featured facilities: Hiking, Kitchen
Outstanding
12 reviews
9.8/10
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43

Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Hotels in Windsor County
Featured facilities: Kitchen
Outstanding
5 reviews
10/10
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43

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
5 reviews
10/10
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25

Charming Pet-Friendly Retreat in the Vermont Woods

Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
16 reviews
10/10
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39

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
10/10
Check Availability
45

Cozy Vermont Log Cabin Near Okemo & Killington

Hotels in Windsor County
Featured facilities: Skiing, Hiking, Kitchen
Outstanding
13 reviews
9.8/10
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9

Cozy Cabin near Okemo

Hotels in Windsor County
Featured facilities: Kitchen
Amazing
11 reviews
9.4/10
Check Availability
See all Chalets in Windsor County

FAQs

What are the must-visit spots in Windsor County?

Windsor County is home to iconic landmarks such as AT trailhead Woodstock VT.

What’s the average hotel price in Windsor County this weekend?

The average prices for hotels in Windsor County this weekend are as follows:
3-star hotels: € 267
4-star hotels: € 606
5-star hotels: € 860

How much do hotels in Windsor County usually cost on weekdays?

On average, hotel prices in Windsor County on weekdays are approximately:
3-star hotels: € 239
4-star hotels: € 522
5-star hotels: € 689