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Hotel Name
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Wintergreen Hotels with Outdoor or Indoor Pools

Wintergreen Resort 39 Mountain Inn Loop, Wintergreen, VA 22958
  • Includes a pool: Indoor pool open year round. Outdoor pool open from Memorial Day through Labor Day. Hours are Sunday-Thursday 7am-8pm, Friday & Saturday 7am-9pm.
  • Midscale Mountain property
Days Inn Waynesboro - Waynesboro 2060 Rosser Ave., Waynesboro, VA 22980 ~14.12 miles north of Wintergreen
  • Has swimming pool: Area's largest outdoor pool and pooldeck
  • Low Cost Highway property
  • Rooms need regular maintenance
  • Most guests found the staff to be very friendly
From$58
Very Good 4.0 /5Review Score Call
Best Western Plus Waynesboro Inn & Suites Conference Center 109 Apple Tree Ln, Waynesboro, VA 22980 ~14.19 miles north of Wintergreen
  • Pool available: Indoor Saltwater Pool open 8 am - 10 pm
  • Great pool
  • Well kept pool
  • Good pool
  • Nice pool
  • 3-star Mountain property
Staunton Days Inn Mint Springs : 372 White Hill Rd. 372 White Hill Rd., Staunton, VA 24401 ~18.00 miles northwest of Wintergreen
  • Pool available: We have a 36,000 gallon pool which is outdoor and seasonal. The hours are 9am to 9 pm.
  • Low priced Mountain property
Comfort Inn & Suites of Raphine Va in Raphine 584 Oakland Circle, Raphine, VA 24472 ~19.18 miles west of Wintergreen
  • Pool available: Outdoor pool open Memorial Day through Labor Day weekends, 7am-8pm
  • Two-star Highway property
From$69
Average 3.5 /5Reviews Call
Best Western Staunton Inn - Staunton
+1-800-881-1523
92 Rowe Rd., Staunton, VA 24401 ~19.88 miles north of Wintergreen
  • We have a pool ready for use
  • 3-star Highway hotel
From$75
Very Good 4.5 /5Read Reviews Call
Comfort Inn Staunton : 1302 Richmond Ave. 1302 Richmond Ave., Staunton, VA 24401 ~20.27 miles northwest of Wintergreen
  • Pool in hotel: Outdoor pool open from Memorial Day through Labor Day
  • Two star Highway property
Holiday Inn Staunton Conference Center 152 Fairway Lane, Staunton, VA 24401 ~22.00 miles northwest of Wintergreen
  • Includes a pool: Hours: 6a-10pIndoor/Outdoor
  • Midscale Highway property
Stonewall Jackson Hotel & Conference Center 24 South Market St., Staunton, VA 24401 ~22.14 miles northwest of Wintergreen
  • Includes a pool: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • 3 star Downtown hotel
From$91
Very Good 4.5 /5Review Score Call
Howard Johnson Express Inn : 268 North Central Ave. 268 North Central Ave., Staunton, VA 24401 ~22.49 miles northwest of Wintergreen
  • Pool details: Outdoor Seasonal Pool
  • Excellent pool
  • Great pool
  • Beautiful outdoor pool
  • Amazing pool
  • Nice pool
  • Economical Downtown property
From$46
Average 3.5 /5Reviews Call
Sleep Inn & Suites Monticello in Charlottesville 1185 5th St. Sw, Charlottesville, VA 22902 ~23.58 miles east of Wintergreen
  • Has swimming pool: Indoor poolPool hours: 9:00am to 10:00pm
  • Great pool
  • Nice indoor pool
  • Pool is good
  • Wonderful outside pool
  • Pool area well maintained
  • Clean pool area
  • Clean pool, said 100%
  • Low priced Downtown hotel
Holiday Inn Monticello 1200 5th St. Sw, Charlottesville, VA 22902 ~23.63 miles east of Wintergreen
  • We have a pool
  • Midscale Highway property
Cavalier Inn at the University of Virginia : 105 North Emmet St.
+1-888-305-3366
105 North Emmet St., Charlottesville, VA 22903 ~24.46 miles northeast of Wintergreen
  • Pool available: Outdoor Pool. opens Mid Memorial to Labor Day
  • Pool is good
  • Great pool
  • Nice outdoor pool
  • Excellent pool
  • Pool we liked
  • Clean pool area
  • Clean pool, said 89%
  • Two star Downtown property
Residence Inn Charlottesville : 1111 Milmont St. 1111 Milmont St., Charlottesville, VA 22903 ~25.09 miles northeast of Wintergreen
  • We have a pool
  • 3 star Mountain hotel
Omni Charlottesville Hotel 212 Ridge Mcintire Rd., Charlottesville, VA 22903 ~25.26 miles east of Wintergreen
  • Pool details: Indoor heated pool and outdoor pool (open seasonally) from 6am-11pm. Pools are not appropriately sized for lap swimming.
  • Expensive Downtown property
From$125
Very Good 4.5 /5Review Score Call
The English Inn 2000 Morton Dr., Charlottesville, VA 22903 ~25.59 miles northeast of Wintergreen
  • Pool available: Large Heated Indoor Pool open 7:00am until 10:00pm
  • 3-star Downtown hotel
Days Inn Charlottesville / University Area - Charlottesville 1610 Emmet St. North, Charlottesville, VA 22901 ~25.71 miles northeast of Wintergreen
  • Includes a swimming pool
  • Cheap Downtown hotel
Country Inn & Suites Charlottesville : 1600 Emmet St. North 1600 Emmet St. North, Charlottesville, VA 22901 ~25.74 miles northeast of Wintergreen
  • With a pool!
  • 3 star Downtown hotel
From$75
Very Good 4.5 /5Read Reviews Call
La Quinta Inn & Suites of Charlottesville 1803 Emmett St. North, Charlottesville, VA 22901 ~25.77 miles northeast of Wintergreen
  • Pool available: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Cheap Downtown property
From$66
Very Good 4.0 /5Review Score Call
Holiday Inn Charlottesville University Area - Charlottesville 1901 Emmet St., Charlottesville, VA 22901 ~25.86 miles northeast of Wintergreen
  • Pool in hotel
  • Mid-scale Suburban hotel
Hyatt Place Charlottesville 2100 Bond St., Charlottesville, VA 22901 ~26.03 miles northeast of Wintergreen
  • Pool in hotel: Indoor 6am-10pm
  • 3 star Suburban hotel
Homewood Suites by Hilton Charlottesville in Charlottesville 2036 India Rd., Charlottesville, VA 22901 ~26.09 miles northeast of Wintergreen
  • Pool in hotel: Indoor PoolHours: 6AM-11PM
  • Affordable Rural property
From$99
Very Good 4.5 /5Reviews Call
Hampton Inn 2035 India Rd., Charlottesville, VA 22901 ~26.11 miles northeast of Wintergreen
  • Pool in hotel: Seasonal, Outdoor 8am to 10pm
  • Great pool
  • Excellent pool
  • 2 star Highway property
From$169
Very Good 4.5 /5Hotel Reviews Call
Howard Johnson Inn - Lexington 2836 North Lee Highway, Lexington, VA 24450 ~26.15 miles west of Wintergreen
  • Pool details: Our large outdoor swimming pool is opened from 8:30am to 11pm
  • Great pool
  • Excellent pool
  • Nice outdoor pool
  • Pool was a nice size
  • Pool worked just fine
  • Clean pool area
  • Clean pool, said 83%
  • Economy Highway property
Courtyard Charlottesville North 638 Hillsdale Dr., Charlottesville, VA 22901 ~27.04 miles northeast of Wintergreen
  • We have a pool ready for use
  • Pool area was clean
  • 3 star Airport hotel
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