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

Wintergreen Hotel with Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Wintergreen Hotel with Pool

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Wintergreen hotels with a pool

A set of stone steps leading up to a house with a light-colored exterior.
A modern kitchen with granite countertops, a built-in oven, and a window.
A door with a wreath hanging on the wall beside it.
A bathroom with a toilet, a shower curtain, a towel rack, and a rug.

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

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
HK$911
HK$1,948 total
includes taxes & fees
4 Oct - 5 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
A living room with a fireplace, a sofa with cushions, a coffee table, and a TV mounted above the fireplace.
A compact kitchen with white cabinets, a black countertop, and two wooden chairs.
A wooden coffee table with playing cards and a lantern in a living room.
A cabin with a sloped roof, wooden exterior, and a stack of firewood in front.

2. 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.
HK$618
HK$1,663 total
includes taxes & fees
5 Oct - 6 Oct
Where the Trail Ends
A room with a wooden floor, a table with two stools, and a view through large windows with blinds.
A patio with a round table and four chairs, a decorative vase, and a door with a window.
A stone staircase leading up to a building surrounded by dense greenery.
A hallway with framed tree artwork on the walls, a bed with a wooden headboard in the background, and a nightstand with a lamp.

3. 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
HK$706
HK$1,665 total
includes taxes & fees
30 Sept - 1 Oct
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
A balcony with a table and chairs, offering a view of a mountainous landscape.
A spacious living room with a large window offering a mountain view. There is a sofa, a chair, and a small table with a lamp.
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.
Enjoy your coffee in the morning or cocktail in the evening with this view

4. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
HK$734
HK$1,838 total
includes taxes & fees
6 Oct - 7 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A scenic overlook with a metal railing, lush greenery, and distant mountains under a partly cloudy sky.
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.
A balcony with a table and chairs, overlooking a lush landscape.
A compact kitchen with wooden cabinets and a built-in washing machine.

5. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
HK$1,090
HK$2,193 total
includes taxes & fees
30 Sept - 1 Oct
Panoramic Peak: Wintergreen Condo with Views
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.
A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a built-in dishwasher.
A golf course with a sand bunker and a mountain backdrop.

6. 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.
HK$863
HK$1,894 total
includes taxes & fees
30 Sept - 1 Oct
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.
A living room with a fireplace, a dining area with a table and chairs, a kitchen with cabinets and a refrigerator, and a clock on the wall.
A kitchen with green cabinets, a white refrigerator, a microwave, a stove, and a sink. There is a bar area with stools and a large 'SKI' sign on the wall.
A bedroom with a bed, two bedside tables with lamps, a wall-mounted shelf with decorative items, and a window with blinds.

7. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
HK$894
HK$2,017 total
includes taxes & fees
4 Oct - 5 Oct
Wintergreen Condo -Steps to Ski and restaurants
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.
A compact kitchen with a refrigerator, microwave, stove, and sink. There is a window with a view of the outside, and wooden cabinets.
A bathroom with a wooden vanity, a mirror, and a shower curtain.
A bedroom with a bed, bedside tables, a wardrobe, and a window with blinds.

8. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
HK$777
HK$1,929 total
includes taxes & fees
30 Sept - 1 Oct
Updated! Cozy and clean two bedroom condo.
A two-story house with a stone foundation, a large front porch, and a chimney.
A neatly made bed with a patterned bedspread, two bedside lamps, a nightstand, and a painting on the wall.
A fireplace with two glasses of red wine, a stone wall, and wooden paneling.
A modern living room with a grey sofa, a coffee table, and a dining area with a chandelier.

9. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
HK$996
HK$2,087 total
includes taxes & fees
30 Sept - 1 Oct
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
A bathroom with a white sink, two faucets, a mirror, a toilet, and a shower curtain.
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.
A modern kitchen with white cabinetry, a central island, and a dining area with wooden chairs.
A spacious living area with a large window overlooking the sea, a grey sofa, a wooden dining table with chairs, and a flat-screen TV mounted on the wall.

10. Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
HK$1,090
HK$2,291 total
includes taxes & fees
30 Sept - 1 Oct
Mountain View Vista: Resort Condo w/ Views
View all properties

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.
A spacious living room with a large window offering a mountain view. There is a sofa, a chair, and a small table with a lamp.
A bedroom with a metal bed frame, two bedside tables with lamps, a painting on the wall, and a door with a window.
A balcony with a table and chairs, offering a view of a mountainous landscape.

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

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
HK$734
HK$1,838 total
includes taxes & fees
6 Oct - 7 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior
Children’s area
Pool
A bedroom with a bed, a nightstand, a dresser, a television, and a view of the outdoors through a sliding glass door.

Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
HK$1,247
HK$2,113 total
includes taxes & fees
30 Sept - 1 Oct
Timbers Studio 46 with Wintergreen Advantage
Exterior
Pool
A dining area with a round table and four chairs, a wooden ceiling, and a view through a window with blinds.
A modern living room with a brown leather sofa, a wooden coffee table, and a staircase with black railings.

Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
HK$1,326
HK$2,325 total
includes taxes & fees
30 Sept - 1 Oct
Mountain Inn Lodge 71 with Wintergreen Advantage
Exterior
A bedroom with a large bed, a wooden bench, a desk, and a chair.
A modern kitchen with stainless steel appliances, wooden cabinets, and a large island with a sink.
Pool

Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
HK$1,483
HK$2,325 total
includes taxes & fees
30 Sept - 1 Oct
Diamond Hill Studio 09 with Wintergreen Advantage
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.
Pool
A spacious living area with a dining table, wooden chairs, a dark wooden cabinet, and a kitchen with wooden cabinets and a microwave.
A Mountain Inn sign with a stone base and colorful foliage in the background.

Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
HK$1,326
HK$2,325 total
includes taxes & fees
30 Sept - 1 Oct
Mountain Inn Lodge 77 with Wintergreen Advantage
A cabin with a balcony, large windows, and a staircase leading to the upper level.
A lakeside dock with a wooden walkway, a small boat, and a playground structure.
A well-organized storage room with multiple shelves and drawers, containing various items and products.
A spacious living area with a black leather sofa, wooden coffee table, and orange chairs. A kitchen with white cabinets and a black refrigerator is visible in the background.

Almost Heaven

Almost Heaven
Wintergreen Resort
HK$1,757
HK$3,725 total
includes taxes & fees
6 Oct - 7 Oct
Almost Heaven
An aerial view of a large estate with multiple buildings surrounded by dense forest and mountains in the background.
A golf course with sand bunkers, a water hazard, and a clear view of distant mountains.
A modern kitchen with dark cabinetry, stainless steel appliances, a wine cooler, and a stone backsplash.
A bedroom with a large bed, a wooden ceiling, a built-in oven, and a window with curtains.

Mountain Inn Studio 93 with Wintergreen Advantage

Mountain Inn Studio 93 with Wintergreen Advantage
Wintergreen
HK$1,247
HK$2,201 total
includes taxes & fees
8 Oct - 9 Oct
Mountain Inn Studio 93 with Wintergreen Advantage
Exterior
Pool
A living room with a flat-screen TV, a wooden cabinet, a patterned armchair, and a large window with curtains.
A multi-story building with balconies and a pathway leading to the entrance.

Timbers Lodge 49 with Wintergreen Advantage

Timbers Lodge 49 with Wintergreen Advantage
Wintergreen
HK$1,561
HK$2,651 total
includes taxes & fees
30 Sept - 1 Oct
Timbers Lodge 49 with Wintergreen Advantage
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.
Pool
A living room with a blue sofa, a wooden side table, and a view through a glass door to an outdoor deck.
A modern kitchen with stainless steel appliances, white cabinetry, and a green-tiled backsplash.

Northridge 07 With Wintergreen Advantage

Northridge 07 With Wintergreen Advantage
Wintergreen
HK$1,483
HK$2,501 total
includes taxes & fees
30 Sept - 1 Oct
Northridge 07 With Wintergreen Advantage
Exterior
Pool
A modern living room with a black leather sofa, a patterned ottoman, and a dining area with wooden chairs and a table.
A spacious room with a leather armchair, a sofa, and a large sliding glass door leading to a balcony.

Vistas 71 with Wintergreen Advantage

Vistas 71 with Wintergreen Advantage
Wintergreen
HK$1,600
HK$2,646 total
includes taxes & fees
30 Sept - 1 Oct
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.
View all properties

Top Wintergreen Hotel Reviews

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

10/10 Excellent
"Great condo within walking distance to all the restaurants and lifts. Highly recommend!"
Debra L. 2-night trip
Posted 3 weeks ago
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

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 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 televisions. Large and Luxurious Exec 5BR Chalet: Holiday 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 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.

Explore a world of travel with Expedia