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Find Romantic Hotels in Wintergreen, VA

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Check availability on Wintergreen Romantic Hotels

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

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.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (305)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
The price is ￥16,209
￥37,903 total
includes taxes & fees
Jan 11 - Jan 12
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (95)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is ￥28,973
￥54,522 total
includes taxes & fees
Jan 12 - Jan 13
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Exterior detail
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
Wintergreen Resort
10.0 out of 10, Exceptional, (40)
"Amazing stay! Space was clean, well stocked and easy to enter. Host was very responsive and gave lots of helpful information. Would recommend and stay again!"
United States
Sonja S.
The price is ￥19,576
￥43,616 total
includes taxes & fees
Jan 14 - Jan 15
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
Property grounds
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Wintergreen Resort
9.8 out of 10, Exceptional, (141)
"Perfect location right across from the village. Very comfortable and clean. "
United States
Erin F.
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Smart TV, fireplace, video games, DVD player
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Pedlars Edge
9.8 out of 10, Exceptional, (33)
"Enjoyed the breathtaking view and overall space. Driveway was a little tricky with multiple cars. "
United States
Shandra S.
The price is ￥52,010
￥112,577 total
includes taxes & fees
Jan 12 - Jan 13
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Lobby
Hotel 24 South

Hotel 24 South

Hotel 24 South
3.0 star property
Staunton
9.4 out of 10, Exceptional, (1071)
"Beautiful Hotel and friendly staff."
United States
Denise
The price is ￥16,783
￥18,797 total
includes taxes & fees
Feb 5 - Feb 6
Hotel 24 South
Indoor pool
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG
3.0 star property
Staunton
8.2 out of 10, Very Good, (1001)
"A premier place to spend the night in comfort and quiet. Great location beautiful hotel"
United States
Ronald
The price is ￥14,565
￥16,212 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Staunton Conference Center by IHG
Lobby sitting area
Iris Inn and Cabins

Iris Inn and Cabins

Iris Inn and Cabins
4.0 star property
Waynesboro
9.6 out of 10, Exceptional, (7)
"Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast."
United States
Dale
The price is ￥47,162
￥52,491 total
includes taxes & fees
Jan 12 - Jan 13
Iris Inn and Cabins
Interior
High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (104)
"Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!"
United States
Polly H.
The price is ￥31,322
￥51,973 total
includes taxes & fees
Jan 11 - Jan 12
High Street | Walk to Everything Crozet | Pet-Friendly
Property grounds
Cozy cabin for 2 w/ great mt views & walking trails!

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, (174)
"Absolutely enjoyed my solo trip to this lovely cabin. From the immaculate Mountain Views to the peace, quiet and serenity that encompasses it all. The cabin had everything I needed and then some. 10000/10 recommend! "
United States
Brianna
The price is ￥21,142
￥29,019 total
includes taxes & fees
Jan 25 - Jan 26
Cozy cabin for 2 w/ great mt views & walking trails!
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

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

10/10 Excellent
"Right on the slope. Had a great ski trip"
Natalie E. 4-night trip
Posted 11 days ago
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

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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