Find Romantic Hotels in Wintergreen, VA

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Check availability on Wintergreen Romantic Hotels

Tonight
Apr 5 - Apr 6
Tomorrow
Apr 6 - Apr 7
Next weekend
Apr 10 - Apr 12
In two weeks
Apr 17 - Apr 19

Our top choices for Wintergreen romantic hotels

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

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (317 reviews)
"I love this place!!! Will book again everytime we are there!"
United States
Thavikiet T.
The price is ￥16,526
￥39,541 total
includes taxes & fees
Apr 12 - Apr 13
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (105 reviews)
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
United States
Vicki E.
The price is ￥21,555
￥45,545 total
includes taxes & fees
Apr 7 - Apr 8
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Outdoor spa tub

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Pedlars Edge
10.0 out of 10, Exceptional, (70 reviews)
"Great stay over Thanksgiving holiday! Home was very cozy with amazing views, wonderful fireplace and hot tub! Also the host was very helpful with wonderful local guide and easy instructions for everything! Would definitely stay here again! "
United States
Phyllis C.
The price is ￥63,868
￥114,758 total
includes taxes & fees
Apr 13 - Apr 14
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Interior

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (106 reviews)
"Very clean and amazing location. Owners are very communicative. We certainly plan on returning in the future. "
United States
Anthony C.
The price is ￥31,934
￥53,172 total
includes taxes & fees
Apr 12 - Apr 13
High Street | Walk to Everything Crozet | Pet-Friendly
Terrace/patio

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Faber
10.0 out of 10, Exceptional, (56 reviews)
"The entire home was very clean and comfortable. The property is stunning and worth exploring. "
United States
Mario
The price is ￥33,531
￥42,496 total
includes taxes & fees
Apr 6 - Apr 7
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Property grounds

Cozy cabin for 2 w/ great mt views & walking trails!

Cozy cabin for 2 w/ great mt views & walking trails!
Schuyler
10.0 out of 10, Exceptional, (179 reviews)
"Everything was amazing "
United States
Richard
The price is ￥22,450
￥30,592 total
includes taxes & fees
Apr 6 - Apr 7
Cozy cabin for 2 w/ great mt views & walking trails!
Terrace/patio

Birds and Bees Cottage

Birds and Bees Cottage
Crozet
10.0 out of 10, Exceptional, (45 reviews)
"We had a great time and really enjoyed the fire pit."
United States
Craig F.
The price is ￥69,297
￥94,343 total
includes taxes & fees
Apr 20 - Apr 21
Birds and Bees Cottage
Terrace/patio

Guesthouse

Guesthouse
Crozet
10.0 out of 10, Exceptional, (75 reviews)
"We had an amazing stay. The guesthouse was clean and comfortable. A great place to get away for a quiet weekend. "
United States
Matt M.
The price is ￥17,963
￥29,659 total
includes taxes & fees
Apr 12 - Apr 13
Guesthouse
Full-size fridge, microwave, oven, dishwasher

The Barn at Haden near Wineries and C'ville

The Barn at Haden near Wineries and C'ville
Crozet
10.0 out of 10, Exceptional, (126 reviews)
"Location is amazing and the place is so cute! Would definitely stay again! "
United States
Crystal L.
The price is ￥30,848
￥52,312 total
includes taxes & fees
Apr 6 - Apr 7
The Barn at Haden near Wineries and C'ville
A heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
Roseland
10.0 out of 10, Exceptional, (33 reviews)
"We had an amazing stay with 9 adults, two toddlers and our dog. It was beautiful, relaxing, toddler & pet friendly. We of course thoroughly enjoyed the pool but also the trails on the property. I'd love to come back! "
United States
Cathryn M.
The price is ￥68,498
￥85,211 total
includes taxes & fees
Apr 6 - Apr 7
Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
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

Frequently asked questions

Searching for romantic hotels in Wintergreen?
If you and your partner need a romantic vacation, we'd like to help you plan for it. Our guests also enjoy Wintergreen for its mountain views and skiing. You might consider checking out some of the nearby sights and attractions such as Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course, or Wintergreen Resort. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Wintergreen?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Wintergreen: The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
What is there to do in Wintergreen?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Wintergreen has to offer. Adventurous pairs will enjoy Wintergreen for its skiing. You might think about visiting Bold Rock Hard Cider Nellysford Cidery, Stoney Creek Golf Course, or Wintergreen Resort.
What's the best way to get to Wintergreen and around town during my romantic getaway?
This information about transportation options in Wintergreen might help your romantic trip get off to a smooth start: To get to Wintergreen, book a flight to Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is the closest major airport, located 26.2 mi (42.1 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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