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

Wintergreen Hotel Guide - Hotels with Pool in Wintergreen, Nellysford

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Check availability on Wintergreen Hotels with Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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 door with a wreath hanging on the wall beside it.
A bathroom with a toilet, a shower curtain, a towel rack, and a rug.
A modern kitchen with granite countertops, a built-in oven, and a window.

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

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
€234
includes taxes & fees
25 Oct - 26 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a built-in dishwasher.
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.
A garden with a variety of flowers and trees at dusk.

2. 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.
€225
includes taxes & fees
2 Nov - 3 Nov
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.
A bedroom with a bed, bedside tables, a wardrobe, and a window with blinds.
A two-story house with a wooden deck leading to a front porch.
A bathroom with a wooden vanity, a mirror, and a shower curtain.

3. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
€231
includes taxes & fees
15 Nov - 16 Nov
Updated! Cozy and clean two bedroom condo.
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
€223
includes taxes & fees
3 Nov - 4 Nov
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.
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 living room with two grey sofas, a wooden coffee table, a small wooden side table, and a floor lamp.
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.

5. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
€255
includes taxes & fees
26 Oct - 27 Oct
Wintergreen Condo -Steps to Ski and restaurants
A rectangular swimming pool with a wooden deck surrounding it, equipped with lounge chairs and a small wooden building.
Exterior
A wooden deck leading to a cabin surrounded by trees.
A modern kitchen with a central island, bar stools, a refrigerator, and a microwave.

6. Three Little Bears

Three Little Bears
Nellysford
€281
includes taxes & fees
9 Nov - 10 Nov
Three Little Bears
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.
A spacious living room with a fireplace, two sofas, a coffee table, and large windows offering a view.
A modern kitchen with white cabinetry, a granite countertop, and a built-in dishwasher.
A modern kitchen with white cabinets, a central island with bar stools, and a dining area with a wooden table and chairs.

7. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
€330
includes taxes & fees
25 Oct - 26 Oct
Spacious + Serene Mtn Top Escape, 4 En Suites
An aerial view of a rectangular swimming pool surrounded by a wooden deck with lounge chairs.
A two-story wooden cabin with a wooden deck and a small porch.
A fireplace with burning logs, a wooden chair, and a black trash can.
A living room with a flat-screen TV, a sofa, a dining table, and a kitchen area with wooden cabinets and a microwave.

8. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
€235
includes taxes & fees
1 Nov - 2 Nov
Walk to Market/Private community outdoor pool!
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.
A compact kitchen with wooden cabinets and a built-in washing machine.
A hallway with three red doors, each marked with the number 1559. A small plant is placed between the middle and right doors.
A modern kitchen with a wooden island, a dining area with green chairs, a black and white cityscape photo, and a chalkboard menu.

9. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
€293
includes taxes & fees
16 Nov - 17 Nov
Panoramic Peak: Wintergreen Condo with Views
Pool
Children’s area
Exterior detail
Exterior

10. Timbers Studio 14 with Wintergreen Advantage

Timbers Studio 14 with Wintergreen Advantage
Wintergreen
€206
includes taxes & fees
1 Nov - 2 Nov
Timbers Studio 14 with Wintergreen Advantage
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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.
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
€223
includes taxes & fees
3 Nov - 4 Nov
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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.
A Mountain Inn sign with a stone base and colorful foliage in the background.
Pool
A spacious living room with a wooden staircase, a dining area with wooden furniture, and a kitchen with modern appliances.

Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
€228
includes taxes & fees
14 Nov - 15 Nov
Mountain Inn Lodge 77 with Wintergreen Advantage
Exterior
Pool
A multi-story building with balconies and a pathway leading to the entrance.
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
Timbers Studio 46 with Wintergreen Advantage
Exterior
A bedroom with a large bed, a desk, and a chair near a window.
Pool
A Mountain Inn sign with a stone base and colorful flowers.

Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
Mountain Inn Studio 96 with Wintergreen Advantage
Exterior
A dining area with a round table and four chairs, a wooden ceiling, and a view through a window with blinds.
Pool
A modern bedroom with a large bed, two bedside tables with lamps, a wall-mounted painting, and a wooden ceiling.

Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
Mountain Inn Lodge 71 with Wintergreen Advantage
Exterior
A kitchen with white cabinetry, a stainless steel sink, and a wooden ceiling beam.
A covered outdoor seating area with a bench and two chairs, a sliding glass door leading to a room with a bed and a lamp, and a wooden structure above.
Pool

White Oak 46 with Wintergreen Advantage

White Oak 46 with Wintergreen Advantage
Wintergreen
€445
includes taxes & fees
6 Nov - 7 Nov
White Oak 46 with Wintergreen Advantage
Exterior
A porch with wooden rocking chairs, a barbecue grill, and a large window.
Pool
A modern living room with a fireplace, a grey sofa, and a wooden floor.

Stoneridge Woods 05 with Wintergreen Advantage

Stoneridge Woods 05 with Wintergreen Advantage
Wintergreen
€342
includes taxes & fees
6 Nov - 7 Nov
Stoneridge Woods 05 with Wintergreen Advantage
Exterior
Pool
A cozy living room with a stone fireplace, a mounted TV, and rustic decor.
A modern kitchen with stainless steel appliances, wooden cabinets, and a large island with a sink.

Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
Diamond Hill Studio 09 with Wintergreen Advantage
Exterior
A spacious living room with a fireplace, a large window offering a view of the outdoors, and a flat-screen TV mounted on the wall.
Pool
A room with a large window offering a mountain view, a wooden door, and a bed with a patterned bedspread.

Dobie 54 with Wintergreen Advantage

Dobie 54 with Wintergreen Advantage
Wintergreen
€562
includes taxes & fees
6 Nov - 7 Nov
Dobie 54 with Wintergreen Advantage
Exterior
Pool
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a toaster.
A modern kitchen with white cabinets, a wooden countertop, and a built-in microwave.

White Oak 51 with Wintergreen Advantage

White Oak 51 with Wintergreen Advantage
Wintergreen
White Oak 51 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

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
"What a lovely slopeside condo! Our family had a wonderful stay. The double bunk beds were perfect for our kids. And we loved watching the beautiful sunrise over the mountains. Everything was very clean and comfortable. Thank you for hosting us!"
William G. 2-night trip
Posted 9 days 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.