Photo by Rebecca Brent

Find Hotels with a Pool in Wintergreen, VA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Wintergreen Hotels with a Pool

Next weekend
In two weeks

Top Wintergreen Hotels with a Pool

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. "
The price is NT$6,696
NT$7,653 total
includes taxes & fees
Aug 3 - Aug 4
Woodville Bed and Breakfast

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"Great place!"
The price is NT$4,166
NT$6,176 total
includes taxes & fees
Aug 26 - Aug 27
Afton Mountain Inn
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. 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?
Sleep Inn Staunton: Condo, 1-minute walk from Wintergreen Resort. Features complimentary wireless internet access, a communal pool, and kitchens. Hotel 24 South: Offers an indoor pool, an outdoor pool, and a sauna. Howard Johnson by Wyndham Staunton: Vacation home, 1-minute walk from Wintergreen Resort. Provides complimentary wireless internet access, a communal pool, and kitchens. Motel 6 Staunton, VA: Features complimentary wireless internet access, an indoor pool, and televisions. Days Inn by Wyndham Waynesboro: Offers daily, a seasonal outdoor pool, and free self parking.
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.