Find Hotels with a Pool in Wintergreen, VA

  • 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 a Pool

Next weekend
In two weeks

Our top choices for Wintergreen hotels with a pool

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, (97 reviews)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is AED 551
AED 1,134 total
includes taxes & fees
27 Jan - 28 Jan
Wintergreen. Sunset Vista Villa - Close to the ski slopes

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 AED 349
AED 1,025 total
includes taxes & fees
3 Feb - 4 Feb
Laurelwood Hollow: Walk to Ski & Swim

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (41 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is AED 357
AED 875 total
includes taxes & fees
3 Feb - 4 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 AED 448
AED 969 total
includes taxes & fees
3 Feb - 4 Feb
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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 AED 441
AED 924 total
includes taxes & fees
27 Jan - 28 Jan
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

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, (308 reviews)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
The price is AED 422
AED 932 total
includes taxes & fees
17 Feb - 18 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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, (7 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is AED 441
AED 1,126 total
includes taxes & fees
2 Feb - 3 Feb
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

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 AED 420
AED 983 total
includes taxes & fees
28 Jan - 29 Jan
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Spacious 3BR 3BA Pet Friendly Resort Condo

Spacious 3BR 3BA Pet Friendly Resort Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (3 reviews)
"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 AED 580
AED 1,431 total
includes taxes & fees
24 Feb - 25 Feb
Spacious 3BR 3BA Pet Friendly Resort Condo

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (34 reviews)
"Very clean, well organized, excellent views"
United States
Guy M.
The price is AED 562
AED 1,101 total
includes taxes & fees
24 Feb - 25 Feb
Panoramic Peak: Wintergreen Condo with Views
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

Hotels with pools and hot tubs in Wintergreen

Hotels with outdoor 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

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations 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. Wow! What A View!: Condo, 1-minute walk from Wintergreen Resort. Offers complimentary wireless internet access, a pool, and kitchens. The Modern Mountain Condo: Condo, 1-minute walk from Wintergreen Resort. Provides complimentary wireless internet access, a communal pool, and kitchens. New Build! Log Cabin with Hot Tub in Wintergreen: Features complimentary wireless internet access, a communal pool, and kitchens. TRUE SKI OUT Condo Sleeps 2-5 on Eagles Swoop at Wintergreen Resort.: Condo, 1-minute walk from Wintergreen Resort. 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 with an outdoor swimming pool if you're planning to visit Wintergreen in the warmest months of July, August, or June when the average temperature is 73°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 38°F.