Condo

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Photo gallery for Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

A ski resort with a chairlift, snow-covered slopes, and a clear blue sky.
A view from a window overlooking a grassy field with a mountain range in the distance.
A modern living room with a fireplace, a television mounted on a wooden wall, and a foosball table.
A modern living room with two grey sofas, a wooden coffee table, and a kitchen in the background.
A massage chair in a room with large windows offering a mountain view.

Reviews

10 out of 10
Exceptional

Highlights

  • Ski access
    A rare find - hit the slopes directly from your doorstep!
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Wintergreen Resort

Popular amenities

  • Balcony
  • Ski-in/ski-out access
  • Arcade/game room
  • Air-conditioning
  • Washing machine
  • Refrigerator

Explore the area

View map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, George Washington National Forest
    ‪1 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪17 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪62 min drive‬

Rooms & beds

2 bedrooms (sleeps 8)

Living room

2 Double Sofa Beds

Primary Bedroom

1 King Bed

Secondary Bedroom

1 Single Bed and 1 Queen Bed

2 bathrooms

Guest Bath

Bathtub or shower · Bathtub · Toilet

Primary en suite

Toilet · Shower only

Spaces

Kitchen
Balcony
Dining area

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About the area

Wintergreen

Located in Wintergreen, this condo is in the mountains. Swannanoa Palace and Plumb House Museum are local landmarks, and the area's natural beauty can be seen at Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Travelling with kids? Consider Wildlife Center of Virginia and Shenandoah Valley Art Center. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the sledging.
Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • George Washington National Forest - 1 min walk - 0.0 km
  • Raven's Roost Overlook - 7 min drive - 4.8 km
  • Bold Rock Hard Cider Nellysford Cidery - 17 min drive - 19.1 km
  • University of Virginia - 52 min drive - 74.2 km

Getting around

  • Staunton Station - 47 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 55 min drive

Restaurants

  • ‪Belties - ‬16 min drive
  • ‪Devils Backbone Brewing Company - ‬12 min drive
  • ‪Paulie's Pig Out - ‬23 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬20 min drive
  • ‪Margarita's The Flavor of Mexican - ‬16 min drive

Frequently asked questions

Is Diamond Adventure at Wintergreen Resort *FULLY UPDATED* pet-friendly?

No, pets are not allowed at this property.

How much is parking at Diamond Adventure at Wintergreen Resort *FULLY UPDATED*?

On-site parking is available at the property.

What time is check-in at Diamond Adventure at Wintergreen Resort *FULLY UPDATED*?

Check-in begins at 4:00 PM.

What time is check-out at Diamond Adventure at Wintergreen Resort *FULLY UPDATED*?

Checkout is at 10:00 AM.

Where is Diamond Adventure at Wintergreen Resort *FULLY UPDATED* located?

Offering ski-in/ski-out access, this condo building in Wintergreen is situated in the mountains, within a 5-minute walk of Wintergreen Resort and George Washington National Forest, and is convenient for winter activities, such as sledging. Reids Gap Trailhead and Sherando Lake Recreation Area are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 38 out of 40 reviews
Rating 8 - Good. 2 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

10/10

Cleanliness

10/10

Amenities

9.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very organized information and amazing communication from host ahead of arrival; the view and location are amazing, and the accommodations were comfortable and made for an easy and fun adventure! Will definitely stay here again.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

We had an incredible stay this past week. The condo
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as advertised. Great location.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a dream of a condo! Responsive host, beautiful vibe and view, and right on the slopes.
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Condo and owner. Great access to slopes, well appointed and clean. Beautiful views and can walk to everything in the heart of the resort
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing spot! Ski in - out was so convenient and a quick walk to the village! Phyllis was amazing and the condo was beautiful! Would definitely book this condo again!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was in great condition and clean. Excellent views and ski in/ out was great to have.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Unit was well appointed with essentials and kitchen was well stocked!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was perfect and as described! Great location, great view of one of the main ski runs. Seemed to be updated recently and super clean! The massage chair is a GREAT Touch after you are done skiing. Couldn't recommend this place any higher, It was Great!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
5 STARS will stay at again!!!!!
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding location! Fabulous view, ski right in/out, newly renovated, very clean, the deluxe massage chair is amazing! We actually got snowed in and were scrambling to find overnight accommodations since there were new guests arriving and the owners were so helpful in assisting us. Thank you so much. We will DEFINITELY be back!!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

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

Perfect spot on the mountain with the best view

The location is very convenient with amazing views of the slopes and terrain park.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

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

Very cozy!!

Property had everything that we needed and more. Very comfortable beds! Would definitely stay again!
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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

Anniversary Get Away

Diamond Adventure was just as advertised. Well appointed and beautifully decorated!
Stayed 2 nights in Jul 2022
Verified review

10/10 Excellent

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

Amazing Stay

This unit is as advertised and in a perfect location. Very clean with all the amenities you would need. The kids LOVED the message chair, big hit. Thanks for a wonderful getaway, we have already been asked to rebook!
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

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

Excellent!!!

Great location and view. Very well stocked especially the kitchen. Owners truly thought of everything to make your stay comfortable.❤️
Stayed 4 nights in Feb 2024
Verified review

10/10 Excellent

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

Ski in / Ski Out Massage Chair!!

The nicest places we’ve stayed. Ski in / ski out. Walkable to entire village. That massage chair was a dream
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

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

Great Location and Awesome amenities

Place was very clean, great location, easy parking, comfy beds, stocked kitchen, and foosball table and massage chair kept kiddos busy when we weren't skiing. The hallway locker was clutch as well. We'd definitely book this property again.
Stayed 4 nights in Feb 2023
Verified review

8/10 Good

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

Massage chair for the win!

Skiers loved the location and the massage chair. Great property. Def plan to return.
Stayed 1 night in Jan 2024
Verified review

10/10 Excellent

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

Never disappoints!!!

This was our second time staying at Diamond Hill and we loved it just as much as the first! The condo has everything you need and the location can’t be beat. We loved being able to ski right out on the slopes and the views are simply stunning! We look forward to hopefully staying here again in the future!
Stayed 4 nights in Jan 2024
Verified review

10/10 Excellent

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

Fun Trip

Overall we had a great stay at Diamond Adventure at Wintergreen over New Year’s. Condo was in a convenient location, walkable to the resort and slopes. Kids had a blast with the games and everyone loved the massage chair. We are already thinking about next year!
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

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

Very impressive!

We came for a weekend of family skiing. The condo was beautiful, clean, and had so many fun touches. The location right on a green slope cannot be beat. The kitchen had everything we needed. The view was spectacular. And the massage chair was divine. I would definitely recommend and would be thrilled to stay again in the future.
Stayed 3 nights in Jan 2025
Verified review

10/10 Excellent

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

Comfortable with great views.

Great condo with high end finishes. We had 4 adults including my elderly mother and were very comfortable. Definitely room for more next time too. The massage chair was amazing and we had a good time with the games. Thanks for the great communication Phyllis. Can’t wait to stay again.
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was great! The highlight of our stay was the massage chair. We came to relax and that is pure relaxation. The space was beautiful and relaxing. The arcade game was a big hit with our kids. The only negatives about the place was that the coffee maker was clearly not cleaned, and had not been cleaned for some time as there were some mold present. Also, the trundle part of the bunk bed cannot be pulled out and used. Both of these things are not a huge deal (we cleaned the coffee maker and used it, and we just didn't use the trundle bed and had to make our kids sleep in the full bed because they were scared to stay on the top bunk...it was a bit rickety). None of these things are major enough to make me not want to stay here again. Those minor things do not outweigh the tons of positive things about the place. Such a great place for a weekend getaway!
Stayed 2 nights in Mar 2026
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