A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

Find Hotels with a Pool in Wintergreen, VA

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Check availability on Wintergreen Hotels with a Pool

Tonight
28 Sep - 29 Sep
Tomorrow
29 Sep - 30 Sep
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Wintergreen hotels with a pool

Fireplace
Coffee/tea maker, fridge, microwave, oven
Fireplace
Property grounds

1. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
  • Secluded swimming in private fenced pool at modern mountain condo, steps from Wintergreen Resort slopes.
AED 214
AED 694 total
includes taxes & fees
29 Sep - 30 Sep
Where the Trail Ends
Property grounds
Coffee/tea maker, microwave, oven, stovetop
Outdoor dining
Combined shower/tub, hair dryer, towels

2. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
AED 426
AED 912 total
includes taxes & fees
12 Oct - 13 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
Pool
Interior
Property grounds
Golf

3. 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
  • Mountain hideaway offers relaxation with sparkling pool and nearby hiking trails to explore.
AED 404
AED 887 total
includes taxes & fees
29 Sep - 30 Sep
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Interior
Outdoor dining
Property grounds
1 bedroom, iron/ironing board, WiFi (free), bed sheets

4. 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
AED 331
AED 767 total
includes taxes & fees
29 Sep - 30 Sep
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Terrace/patio
Smart TV, fireplace
Microwave, oven, stovetop, dishwasher
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

5. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
AED 419
AED 945 total
includes taxes & fees
29 Sep - 30 Sep
Wintergreen Condo -Steps to Ski and restaurants
Exterior
Interior
Terrace/patio
Smart TV, fireplace

6. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
AED 456
AED 966 total
includes taxes & fees
29 Sep - 30 Sep
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Property grounds
Coffee/tea maker, fridge, microwave, oven
Combined shower/tub, jetted tub, hair dryer, towels
TV, fireplace, DVD player, books

7. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
AED 344
AED 860 total
includes taxes & fees
29 Sep - 30 Sep
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Pool
TV, fireplace, DVD player, books
Property grounds
Dining

8. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
AED 364
AED 903 total
includes taxes & fees
29 Sep - 30 Sep
Walk to Market/Private community outdoor pool!
Apartment, Private Bathroom (Three Little Bears ) | Outdoor pool
Apartment, Private Bathroom (Three Little Bears ) | Exterior
Apartment, Private Bathroom (Three Little Bears ) | Shared kitchen
Apartment, Private Bathroom (Three Little Bears ) | Exterior

9. Three Little Bears

Three Little Bears
Nellysford
AED 349
AED 1,011 total
includes taxes & fees
4 Oct - 5 Oct
Three Little Bears
Property grounds
Interior
Outdoor dining
Combined shower/tub, hair dryer, towels, soap

10. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
AED 511
AED 1,027 total
includes taxes & fees
29 Sep - 30 Sep
Panoramic Peak: Wintergreen Condo with Views
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Choose what matters most at hotels with a pool in Wintergreen

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and hot tubs in Wintergreen

A mountainous landscape with dense green forests and a clear sky.
2 bedrooms, iron/ironing board, WiFi, bed sheets
Coffee/tea maker, fridge, microwave, oven
TV, fireplace, DVD player, books

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
AED 344
AED 860 total
includes taxes & fees
29 Sep - 30 Sep
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior
Indoor pool
1 bedroom, internet
Exterior

Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
AED 584
AED 952 total
includes taxes & fees
29 Sep - 30 Sep
Timbers Studio 46 with Wintergreen Advantage
Exterior
Indoor pool
TV
1 bedroom, internet

Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
AED 621
AED 1,039 total
includes taxes & fees
29 Sep - 30 Sep
Mountain Inn Lodge 71 with Wintergreen Advantage
Exterior
Coffee/tea maker, fridge, microwave, cookware/dishes/utensils
Indoor pool
1 bedroom, internet

Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
Diamond Hill Studio 09 with Wintergreen Advantage
Exterior
Indoor pool
Property grounds
TV

Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
Mountain Inn Lodge 77 with Wintergreen Advantage
Exterior
TV, fireplace, video games
Property grounds
Interior

Almost Heaven

Almost Heaven
Wintergreen Resort
AED 845
AED 1,678 total
includes taxes & fees
4 Oct - 5 Oct
Almost Heaven
Exterior
Coffee/tea maker, fridge, microwave, cookware/dishes/utensils
1 bedroom, internet
Indoor pool

Mountain Inn Studio 93 with Wintergreen Advantage

Mountain Inn Studio 93 with Wintergreen Advantage
Wintergreen
Mountain Inn Studio 93 with Wintergreen Advantage
Exterior
Exterior
Children's area
TV

Timbers Lodge 49 with Wintergreen Advantage

Timbers Lodge 49 with Wintergreen Advantage
Wintergreen
Timbers Lodge 49 with Wintergreen Advantage
Exterior
TV, fireplace
Coffee/tea maker, fridge, microwave, oven
1 bedroom, internet, bed sheets

Northridge 07 With Wintergreen Advantage

Northridge 07 With Wintergreen Advantage
Wintergreen
Northridge 07 With Wintergreen Advantage
Exterior
TV
1 bedroom, internet
Indoor pool

Vistas 71 with Wintergreen Advantage

Vistas 71 with Wintergreen Advantage
Wintergreen
Vistas 71 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.
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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.: Condo, 9-minute walk from Wintergreen Resort. Features kitchens, a communal pool, and televisions. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Condo, 1-minute walk from Wintergreen Resort. Offers complimentary wireless internet access, a communal pool, and kitchens. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly: Condo, 1-minute walk from Wintergreen Resort. Provides complimentary wireless internet access, a communal pool, and kitchens. Cozy Cabin with private HOT TUB!: Cabin located near Wintergreen Resort. Features kitchens, a communal pool, and Smart TVs. Large and Luxurious Exec 5BR Chalet: Vacation home, 1-minute walk from Wintergreen Resort. Offers kitchens, a communal pool, and LED televisions.
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, Wintergreen Resort, and Raven's Roost Overlook 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.