Photo by Rebecca Brent

Find Hotels with a Pool in Wintergreen, VA

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Check availability on Wintergreen Hotels with a Pool

Compare Wintergreen Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

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. During your visit, you can explore sights such as Wintergreen Resort, and then unwind poolside at one of the accommodations in Wintergreen that travelers like for their pools.
What are some accommodations with pools in Wintergreen?
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70”&60” HDTVs Cozy 4BR House.: Vacation home, 1-minute walk from Wintergreen Resort. Features sun loungers, a communal pool, and complimentary wireless internet access. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Condo, 1-minute walk from Wintergreen Resort. Offers complimentary wireless internet access, a communal pool, and kitchens. Best views on Mountain! Breathtaking 5 Star. APRIL-Spring available! BOOK NOW!: Provides an indoor pool, an outdoor pool, and a sauna. Wintergreen Condo -Steps to Ski and restaurants: Condo, 1-minute walk from Wintergreen Resort. Features complimentary wireless internet access, a communal pool, and kitchens. Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK: Vacation home, 1-minute walk from Wintergreen Resort. Offers kitchens, a communal pool, and televisions.
How many pool hotels should 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 with an outdoor swimming pool if you’re planning to visit Wintergreen in the warmest months of July, August, or June when the average temperature is 73°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 38°F.