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Hilltop Escape At Wintergreen

Photo gallery for Hilltop Escape At Wintergreen

A spacious living area with a stone fireplace, wooden staircase, and a view of the kitchen. - Hilltop Escape At Wintergreen (Wintergreen Resort)
A spacious living room with large windows, a stone wall, and a ceiling fan. - Hilltop Escape At Wintergreen (Wintergreen Resort)
Private kitchen - Hilltop Escape At Wintergreen (Wintergreen Resort)
A bedroom with a bed, a ceiling fan, a TV, and a balcony with a view of trees. - Hilltop Escape At Wintergreen (Wintergreen Resort)
A multi-story wooden building with balconies, surrounded by dense greenery. - Hilltop Escape At Wintergreen (Wintergreen Resort)
Hilltop Escape At Wintergreen provides amenities, such as laundry facilities and a hot tub. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

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About this property

Hilltop Escape At Wintergreen

  • Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeking tranquility and adventure. Whether you`re an avid skier or simply seeking a serene mountain retreat, this home provides an unforgettable experience in the heart of the Wintergreen resort. After a day on the ski slopes, unwind by the crackling fireplace or soak in the private hot tub on the outdoor deck, surrounded by the crisp mountain air!

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About the area

Located in Chestnut Springs, a neighbourhood in Wintergreen, this holiday home is in the mountains. Wayne Theatre and Waynesboro Heritage Museum are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Crozet Tunnel. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting. Visit our Wintergreen travel guide
View more Holiday homes in Wintergreen
Map
Wintergreen Resort, VA

What's nearby

  • A mountainous landscape with dense green forests and rocky outcrops.
    George Washington National Forest
    1 min walk - 0.0 km
  • A waterfall in a forest with autumn leaves.
    Wintergreen Resort
    12 min walk - 1.1 km
  • A waterfall cascading over rocks in a forested area.
    Crabtree Falls
    39 min drive - 32.3 km
  • A classical building with a dome, surrounded by lush green trees and a well-maintained lawn.
    University of Virginia
    56 min drive - 76.9 km
  • John Paul Jones Arena
    60 min drive - 78.6 km

Getting around

  • Staunton Station
    44 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    63 min drive

Restaurants

  • Belties
    22 min drive
  • Paulie's Pig Out
    26 min drive
  • Devils Backbone Brewing Company
    16 min drive
  • Iron & Ale At Wintergreen Resort
    25 min drive
  • Brewing Tree Beer Company
    29 min drive

Frequently asked questions

Is Hilltop Escape At Wintergreen pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Hilltop Escape At Wintergreen?

On-site parking is available at the property.

What time is check-in at Hilltop Escape At Wintergreen?

Check-in begins at 4:00 PM.

What time is check-out at Hilltop Escape At Wintergreen?

Checkout is at 10:00 AM.

Where is Hilltop Escape At Wintergreen located?

Located in Chestnut Springs, this holiday home is within 1 mi (2 km) of George Washington National Forest and Wintergreen Resort. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).

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Reviews

Hilltop Escape At Wintergreen Reviews

9.4

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 7 out of 11 reviews
Rating 8 - Good. 4 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in the woods

We totally loved our stay. The cabin was perfectly located and the hottub was a major hit. Its perfectly located on the deck and accessible. Overall its a beautiful house with perfect for 14 members. Zee was very responsive and super helpful.
Stayed 3 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Thanksgiving stay

This is not a 5-bedroom home. This is a 4-bedroom home with a less than double bed futon in the main living space with no door or separation; this was a problem for our family. The home overall is very nice with comfortable beds and pleasant gathering space.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay in Wintergreen

We thoroughly enjoyed our time in the house! We loved the family room and fireplace. The kitchen was also very well stocked. We appreciated so much all the extra amenities of soap, shampoo and body wash. As well as firewood for the fireplace. The hot tub was broken… but the property manager was exceptional! He tried his best to get it up and running but was unsuccessful. He was very responsive and kind.
Stayed 4 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was beautiful and perfect for our vacation!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Really great home for two families with kids. Had a great bed situation and hot tub.
Stayed 4 nights in Feb 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Cozy stay

Nice location with beautiful waterfall sounds
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you are looking for a peaceful spot in the mountains to enjoy the fall colors, this is an excellent choice! I thoroughly enjoyed sitting on the deck under a blanket and just soaking it up. The bedrooms were private and perfect for our group of couples. The fireplace was great to sit around and hang out. Kitchen is pretty well stocked with cookware and dishes. The drive up doesn't require 4WD but the driveway is steep. We made it work with 3 cars but it was a puzzle. We appreciated the host's flexibility when requesting a later check out too! It gave us the opportunity to enjoy the final day of our stay there.
Stayed 2 nights in Oct 2025
Verified review

8/10 Good

Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness
Stayed 3 nights in Feb 2025
Verified review

8/10 Good

Stayed 2 nights in Oct 2024