Photo by Melissa Smestad

Wintergreen Hotel Guide - Hotels with Pool in Wintergreen, Nellysford

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (3)
"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 €242
includes taxes & fees
3 Feb - 4 Feb
Laurelwood Hollow: Walk to Ski & Swim

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)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is €321
includes taxes & fees
20 Jan - 21 Jan
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (37)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is €220
includes taxes & fees
13 Jan - 14 Jan
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, (143)
"Very clean and pet-friendly "
United States
Heston
The price is €233
includes taxes & fees
20 Jan - 21 Jan
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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, (95)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is €310
includes taxes & fees
20 Jan - 21 Jan
Wintergreen. Sunset Vista Villa - Close to the ski slopes

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, (305)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
The price is €212
includes taxes & fees
20 Jan - 21 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, (24)
"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 €220
includes taxes & fees
20 Jan - 21 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)
"Amazing stay! Space was clean, well stocked and easy to enter. Host was very responsive and gave lots of helpful information. Would recommend and stay again!"
United States
Sonja S.
The price is €243
includes taxes & fees
14 Jan - 15 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, (3)
"Great house and great host!"
United States
Joe B.
The price is €349
includes taxes & fees
14 Jan - 15 Jan
Serenity Cabin-Woodland Retreat

Spacious 3BR 3BA Pet Friendly Resort Condo

Spacious 3BR 3BA Pet Friendly Resort Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (3)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
The price is €286
includes taxes & fees
8 Jan - 9 Jan
Spacious 3BR 3BA Pet Friendly Resort Condo
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 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. Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC: 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. Lofty Pursuits: Spectacular View + EV Charger: 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.