Search Chalets in Winter Park from CA $1,084
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Winter Park Chalets

Ski in 9 Bedroom, great for large groups!
Ski in 9 Bedroom, great for large groups!
7.6 out of 10, Good, (5)
The price is CA $1,084
CA $2,376 total
includes taxes & fees
Mar 23 - Mar 24

Mountain Wellness | 6 min. to Winter Park Resort
Mountain Wellness | 6 min. to Winter Park Resort

Rock & Stars Chalet: Alpine Luxury
Rock & Stars Chalet: Alpine Luxury
10.0 out of 10, Exceptional, (19)
The price is CA $2,000
CA $3,250 total
includes taxes & fees
Mar 9 - Mar 10

Walk to Winter Park Lifts - Private Hot Tub - Pet Friendly - Custom Duplex
Walk to Winter Park Lifts - Private Hot Tub - Pet Friendly - Custom Duplex
10.0 out of 10, Exceptional, (2)

Après Chalet | 6 min. to Winter Park Resort
Après Chalet | 6 min. to Winter Park Resort

Fancy Fox | 6 min. to Winter Park Resort
Fancy Fox | 6 min. to Winter Park Resort

Rock N Stars Chalet 4 Bedroom Townhouse by RedAwning
Rock N Stars Chalet 4 Bedroom Townhouse by RedAwning

Hygge Hideaway | 9 min. to Winter Park Resort
Hygge Hideaway | 9 min. to Winter Park Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Winter Park

A Frame Club
A Frame Club
9.0 out of 10, Wonderful, (90)

Zephyr Mountain Lodge
Zephyr Mountain Lodge
8.2 out of 10, Very good, (650)
The price is CA $708
CA $845 total
includes taxes & fees
Mar 31 - Apr 1

Silverado II Resort & Event Center
Silverado II Resort & Event Center
8.2 out of 10, Very good, (150)
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 out more about Winter Park
Find out more about Winter Park
Winter Park Chalets information
Number of reviews | 9 |
---|---|
Accommodation | 8 Chalets |
Lowest Price | CA $1,084 |
Highest Price | CA $2,000 |
Recent Reviews in Winter Park
Recent Reviews in Winter Park

The Vintage Hotel
5/5 Excellent
"Comfortable, clean, good customer servic ,have a hot tub and cold plunge pool. Super easy to get to ski 🎿 slopes. "
A verified traveller stayed at The Vintage Hotel
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Chalets in Other Destinations
More Accommodation Types in Winter Park
All Accommodation Types
Be inspired: Top Chalets destinations in 2025
- Mont-Tremblant Chalets
- Collingwood Chalets
- Canmore Chalets
- Quebec Chalets
- Banff Chalets
- Laurentians Chalets
- Saint-Sauveur Chalets
- Humber Valley Chalets
- Whistler Chalets
- Moncton Chalets
- Calgary Chalets
- Wasaga Beach Chalets
- Laval Chalets
- Corner Brook Chalets
- Truro Chalets
- St. Jerome Chalets
- Jasper National Park Chalets
- Hawkesbury Chalets
- Tadoussac Chalets
- Montebello Chalets
More ways to book
Expedia's Latest Trends
Hotels
Flights
Activities