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Featured Chalets in Wintergreen

Elk Mountain Overlook: Breathtaking Views

Elk Mountain Overlook: Breathtaking Views

Afton
With a stay at this chalet in Afton, you'll be within a 10-minute drive of Shenandoah National Park and George Washington National Forest.
Elk Mountain Overlook: Breathtaking Views
Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome

Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome

2 out of 5
Wintergreen Resort
The price is AU$1,240 per night from 4 Jan to 5 Jan
AU$1,240
includes taxes & fees
4 Jan - 5 Jan 2025
With a stay at this chalet in Roseland (Chestnut Springs), you'll be within a 10-minute walk of Wintergreen Resort and George Washington National Forest.
Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome
Luxury Chalet, Best Views in Virginia

Luxury Chalet, Best Views in Virginia

Wintergreen Resort
When you stay at this chalet in Wintergreen, you'll be in the mountains, just steps from Wintergreen Resort and George Washington National Forest.
Luxury Chalet, Best Views in Virginia
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Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

Wintergreen Resort
When you stay at this chalet in Nellysford, you'll be in the mountains, within a 10-minute walk of Wintergreen Resort and George Washington National Forest.
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!

Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!

Vesuvius
The price is AU$998 per night from 6 Jan to 7 Jan
AU$998
includes taxes & fees
6 Jan - 7 Jan 2025
Located in Montebello, this chalet is in the mountains, a 1-minute drive from George Washington National Forest and 7 minutes from Saint Mary's Wilderness.
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Wintergreen Resort
With a stay at this chalet in Roseland, you'll be in the mountains, within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
Majestic Mtn Cabin + sunset view & 5 minutes to slopes

Majestic Mtn Cabin + sunset view & 5 minutes to slopes

Nellysford
With a stay at this chalet in Nellysford, you'll be within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Majestic Mtn Cabin + sunset view & 5 minutes to slopes
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Wintergreen Resort
When you stay at this chalet in Nellysford, you'll be next to a golf course, within a 5-minute walk of Wintergreen Resort and George Washington National ...
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

Wintergreen Resort
With a stay at this chalet in Roseland (Laurel Ridge), you'll be within a 5-minute drive of Wintergreen Resort and George Washington National Forest.
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
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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.

Wintergreen Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Wintergreen.

A budget chalet hotel in Wintergreen is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Wintergreen, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Wintergreen have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Wintergreen out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Wintergreen chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Wintergreen, and it’s time to make it happen.

Wintergreen Chalets essential information

Accommodation
13 Chalets
Lowest Price
AU$621
Highest Price
AU$1,240
Popular accommodation
Elk Mountain Overlook: Breathtaking Views, Wintergreen Resort: 2 min to Ski Slopes, Fire Pit, Hiking, Pool, Dogs Welcome , Luxury Chalet, Best Views in Virginia, Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location. , Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!, Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK, Majestic Mtn Cabin + sunset view & 5 minutes to slopes, Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub, Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

Top trending hotels in Wintergreen

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Roseland
The price is AU$621 per night from 13 Jan to 14 Jan
AU$621
includes taxes & fees
13 Jan - 14 Jan 2025
When you stay at this vacation home in Wintergreen, you'll be on a lake, just steps from Wintergreen Resort and George Washington National Forest.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!

Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!

Wintergreen
With a stay at this condo in Wintergreen, you'll be in the mountains, just a 1-minute walk from George Washington National Forest and 8 minutes by foot from ...
Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Roseland
When you stay at this condo in Wintergreen, you'll be in the mountains, just steps from Wintergreen Resort and George Washington National Forest.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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Ski-In/Ski-Out Comfy Condo

Ski-In/Ski-Out Comfy Condo

Wintergreen
With a stay at this condo in Wintergreen, you'll be steps from Wintergreen Resort and George Washington National Forest.
Ski-In/Ski-Out Comfy Condo
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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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^Subject to availability and chosen travel dates.