Photo by mike dobias
Windsor Chalets
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Windsor chalets
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Cozy 4bd - Ski Okemo, Killington, Magic & BromleyChester
10.0 out of 10, Exceptional, (10 reviews)
"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"
Carla C.
$533 nightly
The price is $596
Jan 13 - Jan 14
Total with taxes and fees
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Pet-friendly winter retreat in the woods with fireplace near Okemo + KillingtonPlymouth
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay! Beautiful spot tucked in the woods. Great host communication!"
Julie-Anne B.
$625 nightly
The price is $700
Feb 9 - Feb 10
Total with taxes and fees
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tubNorth Sherburne
6.0 out of 10, (2 reviews)
"Great layout for our family of five!"
Jennifer P.
$433 nightly
The price is $489
Jan 12 - Jan 13
Total with taxes and fees
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.Killington
8.8 out of 10, Excellent, (3 reviews)
"Great location and ski house layout. Pool Table Rec Room, TV Rec Room and Hot Tub."
Rob S.
$1,458 nightly
The price is $1,648
Feb 9 - Feb 10
Total with taxes and fees
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great property - excellent hosts. Close to mountain and restaurants"
Eric D.
$1,088 nightly
The price is $1,229
Jan 14 - Jan 15
Total with taxes and fees
BearVaria- Hot Tub, Fireplace, Close to Trails!
BearVaria- Hot Tub, Fireplace, Close to Trails!Killington
10.0 out of 10, Exceptional, (9 reviews)
"Great quite location near restaurants and 5 mins from the slopes. The kids loved the little arcade area and the hot tub was great for after skiing. Furniture was a little outdated but met our needs for a fun family vacation"
Uyen B.
$1,817 nightly
The price is $2,053
Jan 30 - Jan 31
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor Hotel Reviews
Align Inn Vermont
10/10 Excellent
Find out more about Windsor
Windsor Chalets information
Number of reviews | 21 |
|---|---|
Accommodation | 46 Chalets |
Lowest Price | $596 |
Highest Price | $2,053 |
Explore a world of travel with Expedia
- Hotels near Windsor Station
- Hotels near South Congregational Church
- Hotels near American Precision Museum
- Hotels near Harpoon Brewery
- Hotels near Mt Ascutney State Park
- Cabin Rentals in Hartland
- B&B in Hartland
- Motels in Hartland
- Resorts in Hartland
- Hartland Hotels
- Hotels near Mount Ascutney
- 4 Star Hotels in Hartland
- B&B in Ascutney
- Apartments in Ascutney
- Motels in Ascutney
- Condo Rentals in Ascutney
- Cabin Rentals in Ascutney
- Resorts in Brownsville
- Villas in Brownsville
- B&B in Brownsville
- Ascutney Hotels
- Brownsville Hotels
- Resorts & Hotels with Spas in Brownsville
- Pet-friendly Hotels in Brownsville
- Hotel Wedding Venues Hotels in Brownsville
- Ski Hotels in Brownsville
- Hotels with Tennis Courts in Brownsville
- Hotels with an Indoor Pool in Brownsville
- Cottages in Perkinsville
- B&B in Perkinsville
- Cabin Rentals in Perkinsville
- Resorts in Perkinsville
- Perkinsville Hotels
- Hotels with Free Breakfast in Perkinsville
- Cabin Rentals in Weathersfield
- Motels in Weathersfield
- B&B in Weathersfield
- B&B in South Woodstock
- Cottages in South Woodstock
- Farmstay in South Woodstock
- Cabin Rentals in South Woodstock
- Weathersfield Hotels
- South Woodstock Hotels
- 5 Star Hotels in South Woodstock
- Cottages in Reading
- Resorts in Reading
- Condo Rentals in Reading
- Reading Hotels
- 3 Star Hotels in Reading
- Ski Hotels in Reading
- Hotels near Green Mountain Rock Climbing Center
- B&B in Cavendish
- Motels in Cavendish
- Resorts in Cavendish
- Villas in Cavendish
- Cabin Rentals in Cavendish
- Hotels near Quechee Gorge Village
- Hotels near Quechee Gorge Bridge
- Woodstock Hotels
- Hotels near Quechee State Park
- Taftsville Hotels
- Old Constitution House
- American Precision Museum
- Paradise Park
- Brownsville Trail
- Mt Ascutney State Park
- Visit Hartland
- Visit Brownsville
- Brownsville Vacations
- Visit Perkinsville
- Visit Weathersfield
- Visit South Woodstock
- Visit Reading
- Reading Vacations
- Green Mountain Rock Climbing Center
- Quechee Gorge Village
- Quechee Gorge Bridge
- Quechee State Park
- Visit Taftsville