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Find Romantic Hotels in Wintergreen, VA

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Top Wintergreen Romantic Hotels

Interior
Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen Resort
10.0 out of 10, Exceptional, (90)
"Another great stay at Sunset Vista! Clean, comfortable, convenient, well stocked, great views, amazing host - what more could we ask for? We will be back!"
United States
Judy C.
The price is SAR 439
SAR 985 total
includes taxes & fees
23 Nov - 24 Nov
Wintergreen. Sunset Vista Villa - Sea of Mountains
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, (298)
"Great view!!"
United States
Suzanne W.
The price is SAR 371
SAR 884 total
includes taxes & fees
1 Dec - 2 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
TV, fireplace, books
Santa + 2 Fireplaces + Magical Mountain Views

Santa + 2 Fireplaces + Magical Mountain Views

Wintergreen Resort
10.0 out of 10, Exceptional, (72)
"The property had a great location with awesome views. The property matched the listing and was very clean. I highly recommend this stay."
United States
Benjamin H.
Santa + 2 Fireplaces + Magical Mountain Views
Golf
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

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

Wintergreen
9.8 out of 10, Exceptional, (181)
"Absolutely gorgeous area and it was nice to escape the summer heat for a few days! My husband and I love the stay so much and we are considering renting for a month or two next summer! Thank you so much Sarah!"
United States
Yan
The price is SAR 1,077
SAR 1,887 total
includes taxes & fees
20 Nov - 21 Nov
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
Outdoor spa tub
Luxury Chalet, Best Views in Virginia

Luxury Chalet, Best Views in Virginia

Wintergreen Resort
9.8 out of 10, Exceptional, (30)
"Loved our time at this fabulous rental. Very clean and comfortable. Well stocked…probably more so than any other VRBO we’ve ever stayed in. Incredibly responsive host. We are already planning a return visit. With all of that said, the listing should mention that the elevator is not available for guests to use. We were traveling with 2 disabled people. The main level provided easy access for one of them. The second, who is a wheelchair user, had to be driven down to the lower level every...
United States
MaryAnn D.
Luxury Chalet, Best Views in Virginia
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.

Pedlars Edge
9.8 out of 10, Exceptional, (33)
"Well stocked fun house! Kind owners, views for days, comfy beds. We enjoyed a fun-filled weekend in the summer, cooked, played games. It was a dream vacay. Please note that there are limitations on resort amenities, but we went to Lake Sherando and had a great time."
United States
newsha d.
The price is SAR 1,175
SAR 2,603 total
includes taxes & fees
23 Nov - 24 Nov
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Lobby
Hotel 24 South

Hotel 24 South

3.0 star property
Staunton
9.6 out of 10, Exceptional, (1017)
"Great room and friendly, helpful staff. Location and parking a big plus too"
United States
Jeneanne
The price is SAR 443
SAR 496 total
includes taxes & fees
23 Nov - 24 Nov
Hotel 24 South
Meeting facility
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)
"My reservation was cancelled and had to find a new hotel same day. "
United States
Ivette
The price is SAR 364
SAR 405 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Staunton Conference Center by IHG
Property entrance
The Crossroads Inn

The Crossroads Inn

5.0 star property
North Garden
10.0 out of 10, Exceptional, (39)
"Great staff, friendly and informative. Being from the city, the rustic historical experience was exactly what we were looking for. Cozy and welcoming. "
United States
Yeanire
The Crossroads Inn
Family Cottage | 1 bedroom, blackout drapes, soundproofing, free WiFi
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 SAR 1,129
SAR 1,257 total
includes taxes & fees
20 Nov - 21 Nov
Iris Inn and Cabins
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
"Amazing location. Wonderful sunrise view from porch. Walk to restaurants. We had a great time in Wintergreen."
Nancy G. 1-night trip
Posted 2 months ago
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

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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.