Hotels with Pool & Resorts in Wintergreen from NZ$384

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Wintergreen Hotels with Pool

This weekend
Next weekend

Our top choices for Wintergreen hotels with a pool

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is NZ$384
includes taxes & fees
5 Mar - 6 Mar
The Modern Mountain Condo

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (7 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 NZ$450
includes taxes & fees
25 Feb - 26 Feb
Laurelwood Hollow: Walk to Ski & Swim

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, (147 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is NZ$404
includes taxes & fees
16 Mar - 17 Mar
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (97 reviews)
"Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!"
United States
Allison N.
The price is NZ$486
includes taxes & fees
25 Feb - 26 Feb
Endless Mountain Top Views from All The Way Up!

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, (29 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 NZ$406
includes taxes & fees
5 Mar - 6 Mar
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, (44 reviews)
"Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. "
United States
david
The price is NZ$487
includes taxes & fees
25 Feb - 26 Feb
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

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, (312 reviews)
"The house qas very clean, furniture comfortable, and the atea beautiful "
United States
Natalie R.
The price is NZ$420
includes taxes & fees
25 Feb - 26 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.2 out of 10, Wonderful, (10 reviews)
"It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!"
United States
Cindy
The price is NZ$485
includes taxes & fees
25 Feb - 26 Feb
Mountain View Vista: Resort Condo w/ Views

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

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Wintergreen Resort
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is NZ$507
includes taxes & fees
25 Feb - 26 Feb
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (50 reviews)
"Fabulous getaway at this beautiful property--clean, well maintained and easy communication with host. Stocked kitchen, comfortable beds, views, and great location. Book here-you will not be disappointed. Thank you Mary and Tyler...we are sure to return!"
United States
Jackie S.
The price is NZ$613
includes taxes & fees
25 Feb - 26 Feb
Spacious + Serene Mtn Top Escape, 4 En Suites
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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Hotels with pools and spa pools in Wintergreen

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.

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 kitchens, a communal pool and televisions. The Modern Mountain Condo: Condo located near Wintergreen Resort. Offers complimentary wireless Internet access, a communal pool and kitchens. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Condo, 1-minute walk from Wintergreen Resort. Provides complimentary wireless Internet access, a communal pool and kitchens. Wow! What A View!: Condo located near Wintergreen Resort. Features complimentary wireless Internet access, a pool and kitchens. New Build! Log Cabin with Hot Tub in Wintergreen: 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.