Photo by Rebecca Brent

Find Romantic Hotels in Wintergreen, VA

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Wintergreen Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Wintergreen Romantic Hotels

Hotel 24 South
Lobby

Hotel 24 South

3.0 star property
9.4 out of 10, Exceptional, (1002)
"Great hotel"
The price is AED 428
AED 479 total
includes taxes & fees
26 Oct - 27 Oct
Hotel 24 South
The Crossroads Inn
Property entrance

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (34)
"Wonderful stay! "
The Crossroads Inn
Holiday Inn Staunton Conference Center by IHG
Meeting facility

Holiday Inn Staunton Conference Center by IHG

3.0 star property
8.2 out of 10, Very Good, (987)
"I enjoyed my stay. It was very comfortable. "
The price is AED 455
AED 507 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Staunton Conference Center by IHG
Luxury Chalet, Best Views in Virginia
Outdoor spa tub

Luxury Chalet, Best Views in Virginia

9.8 out of 10, Exceptional, (30)
"Great house, great owner, incredible views. As good as it gets in the entire mid-Atlantic"
Luxury Chalet, Best Views in Virginia
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Property grounds

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

10.0 out of 10, Exceptional, (62)
"Loved our stay - the house, location, and amenities were perfect for us!"
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Guesthouse
Outdoor dining

Guesthouse

10.0 out of 10, Exceptional, (58)
"Very clean and welcoming!"
The price is AED 413
AED 682 total
includes taxes & fees
5 Oct - 6 Oct
Guesthouse
The Farmhouse at Veritas
Exterior

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
The price is AED 1,194
AED 1,341 total
includes taxes & fees
8 Oct - 9 Oct
The Farmhouse at Veritas
High Street | Walk to Everything Crozet | Pet-Friendly
Terrace/patio

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (102)
"reaturants walking distance, just wish the water pressure was better"
The price is AED 735
AED 1,223 total
includes taxes & fees
6 Oct - 7 Oct
High Street | Walk to Everything Crozet | Pet-Friendly
Cozy cabin for 2 w/ great mt views & walking trails!
Outdoor dining

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

10.0 out of 10, Exceptional, (166)
"Everything about this cabin is perfect. Very peaceful location, we loved it!"
The price is AED 511
AED 701 total
includes taxes & fees
2 Nov - 3 Nov
Cozy cabin for 2 w/ great mt views & walking trails!
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

9.0 out of 10, Wonderful, (293)
"Beautiful location and million dollar views are so true. The condo was clean and comfortable. Will stay again and recommend to everybody. "
The price is AED 386
AED 891 total
includes taxes & fees
19 Oct - 20 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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

Top Wintergreen Hotel Reviews

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Check was easy, friendly staff, very convenient, pillows were a little stiff for my liking but everything was great. "
Stacy 1-night trip
Posted 1 day ago
Hotel 24 South
Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"The room was very clean, the shower was great, and the bed was very comfortable. They had great selection of breakfast items including almond milk! ( you have to ask for it) The staff was friendly and efficient. "
Cecilia 1-night trip
Posted 9 days ago
Sleep Inn Staunton

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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. If you want to explore the area, you might head to Wintergreen Resort or George Washington National Forest. 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 consider a stop at Wintergreen Resort or George Washington National Forest while you're out and about.
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.