Photo by Rebecca Brent

Wintergreen Hotel Guide - Hotels with Pool in Wintergreen, Nellysford

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Top Wintergreen Hotels with Pool

The Modern Mountain Condo

10.0 out of 10, Exceptional, (27)
"The host communicated quickly with me and we enjoyed the clean, nice condo and the surroundings. My two kids had a fun time."
Josh M.
The price is €211
includes taxes & fees
30 Jul - 31 Jul
The Modern Mountain Condo

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (21)
"Nice 2 bedroom condo in 3 Ridges. As with many rentals in 3 Ridges - it’s at the far end from the slopes but definitely still walkable. This condo is as advertised. We had a comfortable stay with some nice fires and dinners. The owner was responsive on a couple of small issues that were fixed during our stay. "
Anonymous traveller
The price is €249
includes taxes & fees
30 Jul - 31 Jul
Wintergreen Condo -Steps to Ski and restaurants

Charming 2-bedroom condo in beautiful Wintergreen Resort

10.0 out of 10, Exceptional, (1)
"We stayed here for a couple of nights over July 4th and it was a nice short getaway. The condo is in a good location - 5 min walk to resort restaurants - and is very comfortable. The kitchen is well-equipped with plenty of cooking tools. The living room seating space was comfortable and allowed for just hanging out. We really enjoyed our stay! "
Cena H.
The price is €336
includes taxes & fees
30 Jul - 31 Jul
Charming 2-bedroom condo in beautiful Wintergreen Resort

Family-Friendly Meets Luxury

9.6 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay. The home is very spacious and well decorated with lots of amenities. It literally has everything! Great for kids and adults. Very close to the slopes which is super convenient. We had a wonderful time!"
Sandra E.
The price is €1,301
includes taxes & fees
31 Jul - 1 Aug
Family-Friendly Meets Luxury

Luxury Chalet, Best Views in Virginia

9.8 out of 10, Exceptional, (28)
"Perfection! Absolutely spectacular from the moment we arrived! The welcoming Butterfly Blessings' sign and bear art sculpture had our grandchildren giggling with joy! Upon entering we were amazed by the lovely decor and oh the views! Truly an artist's touch with snowball chandeliers, lovely seating areas, restful bedrooms and a stocked kitchen! A Christmas tree of either colored lights, white lights and twinkling lights against the best views of Wintergreen had us all amazed! The bathroom sinks,...
Michael B.
Luxury Chalet, Best Views in Virginia

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (51)
"Second time staying here and we will be back. Marvelous hospitality and divine breakfast. "
Janine
The price is €221
includes taxes & fees
3 Aug - 4 Aug
Woodville Bed and Breakfast

Afton Awaits: Pool & Hot Tub/Central to Wineries

10.0 out of 10, Exceptional, (2)
"The house was perfect!! Loved that it was all one level. The decorations were so cute and not excessive. There was plenty of room to put all our stuff. The kitchen was so well stocked. They forgot to mention the tranquil setting with the horse farm behind. It was a perfect place"
Wendy
The price is €564
includes taxes & fees
25 Aug - 26 Aug
Afton Awaits: Pool & Hot Tub/Central to Wineries

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"Our stay at the Afton Mountain Inn was peaceful and lovely with many beautiful outdoor spots to enjoy the property - the
pool
area, fire pit, patio. When we had an issue with the entry code, the staff was responsive and resolved our issue quickly. We enjoyed the location as it is near multiple vineyards, Blue Mountain Brewing and an easy drive to Waynesboro and Charlottesville. The room was nicely appointed with some modern furnishings that still felt right at home in the historic property. It...
Mark
The price is €181
includes taxes & fees
27 Aug - 28 Aug
Afton Mountain Inn

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

10.0 out of 10, Exceptional, (115)
"Great place and wonderful amenities. Kids loved the
pool
and goats and are already looking forward to next year."
Nick C.
The price is €205
includes taxes & fees
30 Jul - 31 Jul
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Saddleback Sanctuary: Indoor Pool + beside Veritas

2.0 star property
8.0 out of 10, Very good, (2)
"We had a terrific stay at Saddleback Sanctuary. The Hugh Newell Jacobson house is a joy to visit and the property has lots of places to explore and discover. Only two things were a preponderance of dead bugs near the windows and the CO detectors went off during our stay. The staff was exceedingly responsive though, so we felt in good hands and things were resolved."
John
Saddleback Sanctuary: Indoor Pool + beside Veritas
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

Frequently asked questions

What's it like visiting Wintergreen?
If spending time by the pool is your idea of the perfect getaway, you may want to consider family-friendly Wintergreen, which offers 33 places to stay with pools. While you're here, you can explore sights such as Wintergreen Resort, and then relax poolside at one of the accommodation options in Wintergreen that travellers like for their pools.
What are some accommodation options with pools in Wintergreen?
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Condo, 1-minute walk from Wintergreen Resort. Features complimentary wireless Internet access, a communal pool and kitchens. Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!: Offers an indoor pool, an outdoor pool and a sauna. Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: Holiday home, 1-minute walk from Wintergreen Resort. Provides complimentary wireless Internet access, a communal pool and kitchens. Pine Cottage: Hot Tub, 2 mins to Bold Rock!: Features complimentary wireless Internet access, an indoor pool and televisions. Sleep Inn Staunton: Offers daily, a seasonal outdoor pool and free self parking.
How many pool hotels can I expect to find in Wintergreen?
Expedia's 33 hotels in Wintergreen give you a great choice for your poolside getaway.
What is there to see and do in Wintergreen?
Spend some time experiencing the great outdoors at George Washington National Forest. Discover sights such as Wintergreen Resort during your stay. The mountain views and skiing are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Wintergreen?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Wintergreen in the warmest months of July, August or June, when the average temperature is 23°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 4°C.