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Find Family Hotels in Wintergreen, VA

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Top Wintergreen Family Hotels

The Modern Mountain Condo

Wintergreen Resort
10.0 out of 10, Exceptional, (34)
"Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! "
United States
Kelsey N.
The price is AED 346
AED 859 total
includes taxes & fees
10 Dec - 11 Dec
The Modern Mountain Condo

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

2.0 star property
Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
The price is AED 496
AED 1,258 total
includes taxes & fees
10 Dec - 11 Dec
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

2 Miles to Ski! Dogs OK 70" TV 3 Br Cabin in Wintergreen Resort-Serenity Cabin

Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"Great house and great host!"
United States
Joe B.
The price is AED 404
AED 1,345 total
includes taxes & fees
11 Dec - 12 Dec
2 Miles to Ski! Dogs OK 70" TV 3 Br Cabin in Wintergreen Resort-Serenity Cabin

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is AED 397
AED 1,217 total
includes taxes & fees
11 Dec - 12 Dec
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!

Design-Lover’s Getaway • Game Room • Hot Tub

Wintergreen Resort
9.8 out of 10, Exceptional, (6)
"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "
United States
Victoria R.
The price is AED 551
AED 2,120 total
includes taxes & fees
10 Dec - 11 Dec
Design-Lover’s Getaway • Game Room • Hot Tub

Cozy Wintergreen Retreat, Fireplace, Patio, Ski Shuttle, Pet Friendly

Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
The price is AED 460
AED 1,176 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Wintergreen Retreat, Fireplace, Patio, Ski Shuttle, Pet Friendly

Wintergreen 5BR with Hot Tub, Sauna, Firepit

Chestnut Springs
10.0 out of 10, Exceptional, (4)
"Loved that everything was provided! We were very appreciative of the shampoo, soap, body wash, paper towels and toilet paper provided. It was all good quality and sufficient for our entire stay. We had a great stay!"
United States
Lisa R.
Wintergreen 5BR with Hot Tub, Sauna, Firepit

4 BD Modern Cabin w/ Game Room + Golf Course View

Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"Cozy cabin. Perfect for a quick family getaway! "
United States
Kurt W.
The price is AED 878
AED 2,617 total
includes taxes & fees
10 Dec - 11 Dec
4 BD Modern Cabin w/ Game Room + Golf Course View

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Chestnut Springs
10.0 out of 10, Exceptional, (15)
"Great stay!"
United States
Cheryl P.
The price is AED 589
AED 1,677 total
includes taxes & fees
10 Dec - 11 Dec
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Mountain Mindset: Pup Friendly + Trail

Laurel Ridge
9.8 out of 10, Exceptional, (7)
"This home had everything we could have asked for!"
United States
Ana` C.
The price is AED 988
AED 2,916 total
includes taxes & fees
10 Dec - 11 Dec
Mountain Mindset: Pup Friendly + Trail
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.

Top Wintergreen Hotel Reviews

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Frequently asked questions

What's Wintergreen like for family-friendly vacations?
The destination of Wintergreen is a good option if you've been considering a getaway with the kids. The excursions, recreation options, and mountain views are just a few things that make this an attractive family vacation spot. Arrange a flight into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) from the city center.
When's the best time to book a family-friendly vacation 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's there to see and do with your family in Wintergreen?
While you are visiting Wintergreen, you might want to round up the kiddos and make time to see interesting attractions such as Wintergreen Resort, Rockfish Gap Entrance Shenandoah, and Walton's Mountain Museum. Make sure you have lots of time for activities like Pippin Hill Farm & Vineyards and Shenandoah Valley Art Center.