Find Hotels with a Pool in Wintergreen, VA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Wintergreen Hotels with a Pool

Tonight
Mar 28 - Mar 29
Tomorrow
Mar 29 - Mar 30
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Our top choices for Wintergreen hotels with a pool

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, (149 reviews)
"Very clean and pet-friendly "
United States
Heston
$215 nightly
The price is $241
Mar 29 - Mar 30
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Exterior

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

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (105 reviews)
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
United States
Vicki E.
$235 nightly
The price is $264
Apr 1 - Apr 2
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (32 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
$235 nightly
The price is $264
Mar 29 - Mar 30
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
Pool

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 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.
$265 nightly
The price is $279
Mar 29 - Mar 30
Total with taxes and fees
Laurelwood Hollow: Walk to Ski & Swim
Fireplace

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (46 reviews)
"The property was just as described and the communication was a breeze. The view from the unit’s deck was beautiful. "
United States
Susan
$204 nightly
The price is $229
Mar 29 - Mar 30
Total with taxes and fees
The Modern Mountain Condo
Interior

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)
"Great condo and n the Wintergreen area. Absolutely beautiful with the fall foliage colors. Close to so many breweries and wineries."
United States
Anna D.
$216 nightly
The price is $243
Mar 30 - Mar 31
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Property grounds

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, (316 reviews)
"Gorgeous view. Our fourth time here, and still a lovely place. "
United States
Elaine B.
$220 nightly
The price is $247
Mar 29 - Mar 30
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful view!"
United States
Serge L.
$257 nightly
The price is $289
Mar 29 - Mar 30
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views
Pool

Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "
United States
Lana
$198 nightly
The price is $222
Mar 31 - Apr 1
Total with taxes and fees
Mountain Inn Studio 96 with Wintergreen Advantage
Property grounds

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (126 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
$229 nightly
The price is $257
Mar 30 - Mar 31
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
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.
View all properties

Choose what matters most at hotels with a pool in Wintergreen

Breakfast included
Hot tub

Hotels with pools and hot tubs in Wintergreen

Exterior
Stoneridge Woods 05 with Wintergreen Advantage

Stoneridge Woods 05 with Wintergreen Advantage

Stoneridge Woods 05 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1)
$332 nightly
The price is $373
Mar 29 - Mar 30
Total with taxes and fees
Stoneridge Woods 05 with Wintergreen Advantage
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.
View all properties

Top Wintergreen Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Wintergreen?
New Build! Log Cabin with Hot Tub in Wintergreen: Features complimentary wireless internet access, a communal pool, and kitchens. The Modern Mountain Condo: Offers complimentary wireless internet access, a communal pool, and kitchens. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Provides complimentary wireless internet access, a communal pool, and kitchens. WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS: Offers kitchens, a communal pool, and televisions. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.: Features 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.

Explore a world of travel with Expedia