Hotels with Pool & Resorts in Wintergreen from AU$117

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Check availability on Wintergreen Hotels with Pool

Our top choices for Wintergreen hotels with a pool

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is AU$421
includes taxes & fees
21 Jan - 22 Jan
Laurelwood Hollow: Walk to Ski & Swim

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (96 reviews)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is AU$390
includes taxes & fees
1 Feb - 2 Feb
Wintergreen. Sunset Vista Villa - Close to the ski slopes

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (40 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is AU$380
includes taxes & fees
2 Feb - 3 Feb
The Modern Mountain Condo

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, (145 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is AU$399
includes taxes & fees
21 Jan - 22 Jan
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
2.0 star property
Wintergreen Resort
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is AU$458
includes taxes & fees
21 Jan - 22 Jan
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

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, (307 reviews)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
The price is AU$364
includes taxes & fees
21 Jan - 22 Jan
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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, (26 reviews)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
The price is AU$375
includes taxes & fees
21 Jan - 22 Jan
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
Wintergreen Resort
10.0 out of 10, Exceptional, (40 reviews)
"The property was clean and well furnished and we and our little dog had a great time."
United States
Sandra S.
The price is AU$396
includes taxes & fees
22 Jan - 23 Jan
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"Great house and great host!"
United States
Joe B.
The price is AU$545
includes taxes & fees
21 Jan - 22 Jan
Serenity Cabin-Woodland Retreat

Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
The price is AU$505
includes taxes & fees
21 Jan - 22 Jan
Overlook 180 degree views w/Peloton!
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.

Choose what matters most at hotels with a pool in Wintergreen

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.: Condo, 9-minute walk from Wintergreen Resort. Features a water park, a communal pool and kitchens. The Modern Mountain Condo: Condo, 1-minute walk from Wintergreen Resort. Offers complimentary wireless Internet access, a communal pool and kitchens. Lofty Pursuits: Spectacular View + EV Charger: Condo, 1-minute walk from Wintergreen Resort. Features an indoor pool, an outdoor pool and a sauna. Best views on Mountain! Breathtaking 5 Star condo!. Available New Years Eve!!: Condo, 1-minute walk from Wintergreen Resort. Features complimentary wireless Internet access, a pool and kitchens. Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC: Offers complimentary wireless Internet access, a communal pool and kitchens.
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.