Photo by Rebecca Brent

Find Hotels with a Pool in Wintergreen, VA

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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. Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!: Vacation home, 1-minute walk from Wintergreen Resort. Offers complimentary wireless internet access, a communal pool, and kitchens. Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes: Condo, 1-minute walk from Wintergreen Resort. Provides an indoor pool, an outdoor pool, and a full-service spa. Best views on Mountain! Breathtaking 5 Star. Available Dec 13-15! Ski! BOOK NOW!: Condo, 1-minute walk from Wintergreen Resort. Features complimentary wireless internet access, a communal pool, and kitchens. New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂: Offers an indoor pool, an outdoor pool, and a sauna.
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.