Find Hotels with a Pool in Wintergreen, VA

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Our top choices for Wintergreen hotels with a 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, (152 reviews)
  • cleanliness
    Mountain hideaway offers relaxation with sparkling pool and nearby hiking trails to explore.
$215 nightly
The price is $241
Apr 26 - Apr 27
Total with taxes and fees
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, (30 reviews)
$186 nightly
The price is $209
Apr 26 - Apr 27
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (108 reviews)
$254 nightly
The price is $285
Apr 26 - Apr 27
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

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, (102 reviews)
$201 nightly
The price is $226
Apr 26 - Apr 27
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (33 reviews)
$236 nightly
The price is $265
Apr 26 - Apr 27
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (49 reviews)
  • cleanliness
    Secluded swimming in private fenced pool at modern mountain condo, steps from Wintergreen Resort slopes.
$204 nightly
The price is $229
Apr 26 - Apr 27
Total with taxes and fees
The Modern Mountain Condo

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (42 reviews)
$257 nightly
The price is $289
Apr 27 - Apr 28
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views

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, (318 reviews)
$211 nightly
The price is $237
Apr 26 - Apr 27
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
$265 nightly
The price is $279
May 11 - May 12
Total with taxes and fees
Laurelwood Hollow: Walk to Ski & Swim

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (12 reviews)
$257 nightly
The price is $289
Apr 27 - Apr 28
Total with taxes and fees
Mountain View Vista: Resort Condo w/ 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

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 accommodations with pools in Wintergreen?
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.: Features kitchens, a communal pool, and televisions. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Offers complimentary wireless internet access, a communal pool, and kitchens. Cozy Cabin with private HOT TUB!: Provides kitchens, a communal pool, and Smart TVs. Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace: Features complimentary wireless internet access, a communal pool, and kitchens. Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14: Offers a sauna, a communal pool, and complimentary wireless internet access.
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.

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