Hotels with Pool & Resorts in Wintergreen from AU$148

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Check availability on Wintergreen Hotels with Pool

Our top choices for Wintergreen hotels with a pool

Pool

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (154 reviews)
  • cleanliness
    Mountain hideaway offers relaxation with sparkling pool and nearby hiking trails to explore.
The price is AU$351
includes taxes & fees
8 June - 9 June
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (323 reviews)
The price is AU$341
includes taxes & fees
8 June - 9 June
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (51 reviews)
  • cleanliness
    Secluded swimming in private fenced pool at modern mountain condo, steps from Wintergreen Resort slopes.
The price is AU$274
includes taxes & fees
9 June - 10 June
Where the Trail Ends
Pool

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
The price is AU$416
includes taxes & fees
5 July - 6 July
Laurelwood Hollow: Walk to Ski & Swim
Interior

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (31 reviews)
The price is AU$349
includes taxes & fees
6 June - 7 June
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Smart TV

Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
9.8 out of 10, Exceptional, (15 reviews)
The price is AU$564
includes taxes & fees
7 June - 8 June
Serenity Cabin-Woodland Retreat
Property grounds

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
The price is AU$357
includes taxes & fees
15 June - 16 June
Escape to the Blue Ridge Mountains at Wine-tergreen!
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
The price is AU$377
includes taxes & fees
8 June - 9 June
Wintergreen Condo -Steps to Ski and restaurants
Property grounds

Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
The price is AU$440
includes taxes & fees
7 June - 8 June
Luxury Condo in the Sky! Finest in Wintergreen!
Smart TV, fireplace

Bide-a-Wee- Hike the Trails! Close to the slopes!

Bide-a-Wee- Hike the Trails! Close to the slopes!
Wintergreen Resort
9.2 out of 10, Wonderful, (12 reviews)
The price is AU$451
includes taxes & fees
7 June - 8 June
Bide-a-Wee- Hike the Trails! Close to the slopes!
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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Choose what matters most at hotels with a pool in Wintergreen

Breakfast included
Spa pool

Hotels with pools and spa pools in Wintergreen

Terrace/patio
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Chestnut Springs
9.8 out of 10, Exceptional, (18)
The price is AU$680
includes taxes & fees
7 June - 8 June
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
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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Top Wintergreen Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Wintergreen?
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.: Features kitchens, a communal pool and televisions.
What is there to see and do in Wintergreen?
Spend some time experiencing the great outdoors at George Washington National Forest. Discover sights such as Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course and Wintergreen Resort during your stay. The mountain views and skiing are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Wintergreen?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Wintergreen in the warmest months of July, August or June, when the average temperature is 23°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 4°C.