Title: The Best Hotels with a View in Wintergreen, VA from $254 in 2026 | Expedia.com

[Wintergreen Travel Guide](https://expedia.com/Wintergreen.dx10811)[Hotels in Wintergreen](https://expedia.com/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Vacation Rentals in Wintergreen](https://expedia.com/Wintergreen-Vacation-Rentals.d10811.Travel-Guide-VacationRentals)[Flights to Wintergreen](https://expedia.com/Cheap-Flights-To-Wintergreen.d10811.Travel-Guide-Flights)[Things to do in Wintergreen](https://expedia.com/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)[Car Rentals in Wintergreen](https://expedia.com/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)[Wintergreen Vacation Packages](https://expedia.com/Wintergreen.d10811.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Melissa Smestad

![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check availability on Wintergreen Hotels with a View

Tonight

[Apr 1 - Apr 2](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-04-01&endDate=2026-04-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Apr 2 - Apr 3](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-04-02&endDate=2026-04-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wintergreen a view hotels

![](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/b70b419a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

Roseland

9.0/10

Wonderful

(317 reviews)

"I love this place!!! Will book again everytime we are there!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thavikiet T.

$227 nightly

$254 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/d991cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/4a80edab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/bc698b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/29d540e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Panoramic Peak: Wintergreen Condo with Views

[](https://www.expedia.com/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(41 reviews)

"The location was great and the sunrise views were amazing!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer B.

$261 nightly

$293 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/091549e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d4f21770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/6fa06431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to the Blue Ridge Mountains at Wine-tergreen! 

[](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information)

Wintergreen Resort

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

David L.

$230 nightly

$258 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/9bc2c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/d370f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/956722d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/6da2f0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Vista: Resort Condo w/ Views

[](https://www.expedia.com/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information)

Wintergreen Resort

9.4/10

Exceptional

(12 reviews)

"Beautiful view!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Serge L.

$261 nightly

$293 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/3c9bf26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/2e09623c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/11de783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/800464dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Glass & Pine" Home close to Bold Rock & Vineyards

[](https://www.expedia.com/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information)

Nellysford

10/10

Exceptional

(2 reviews)

"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert H.

$354 nightly

$406 total

Apr 27 - Apr 28

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/bb104833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/762dc59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4883d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/b4d38fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

[](https://www.expedia.com/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information)

Wintergreen Resort

$249 nightly

$280 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/29dbadf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/f2101dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/7fbdeeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/aa2c327f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lofty Pursuits: Spectacular View + EV Charger

[](https://www.expedia.com/Nellysford-Hotels-Lofty-Pursuits-Spectacular-View-EV-Charger.h119238386.Hotel-Information)

Treeloft

10/10

Exceptional

(17 reviews)

"Will definitely stay at this location again!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard W.

$364 nightly

$387 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Lofty-Pursuits-Spectacular-View-EV-Charger.h119238386.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/2c2127ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5fbba5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/1b019eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/cf3b06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook 180 degree views w/Peloton!

[](https://www.expedia.com/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information)

Wintergreen Resort

9.4/10

Exceptional

(3 reviews)

"Excellent stay. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly B.

$278 nightly

$318 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93330000/93321800/93321751/0318cb19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/94000000/93330000/93321800/93321751/ee99a92f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/94000000/93330000/93321800/93321751/d7add339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/94000000/93330000/93321800/93321751/a68eb8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spring Break Getaway: Arcade + Golf Course View

[](https://www.expedia.com/Nellysford-Hotels-4-BD-Modern-Cabin-W-Game-Room-Golf-Course-View.h93321751.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(2 reviews)

"Cozy cabin. Perfect for a quick family getaway! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kurt W.

$617 nightly

$682 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-4-BD-Modern-Cabin-W-Game-Room-Golf-Course-View.h93321751.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441700/102441689/fac9ef33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441700/102441689/fcb7ea7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441700/102441689/0408602e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102441700/102441689/53a218d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffs 27 with Wintergreen Advantage

[](https://www.expedia.com/Nellysford-Hotels-Cliffs-27-With-Wintergreen-Advantage.h102441689.Hotel-Information)

Wintergreen

10/10

Exceptional

(1 review)

"The property has amazing views overlooking wintergreen resort! Very spacious Livingroom/ Dining/ kitchen area compared to most condos at the resort. Only downside was the dull kitchen knives but that didn't take away from the amazing sunrise views!Thank you for the great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James M.

$374 nightly

$420 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Cliffs-27-With-Wintergreen-Advantage.h102441689.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&regionId=10811&adults=2&nearby_group=view&sort=RECOMMENDED&openPlayBack=true)

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