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Hotel Name
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Wintergreen Hotels with Outdoor or Indoor Pools

Days Inn Waynesboro : 2060 Rosser Ave. +1-800-230-4134 2060 Rosser Ave., Waynesboro, VA 22980 ~14.12 miles north of Wintergreen
  • Includes a pool: Area's largest outdoor pool and pooldeck
  • 2 star Highway hotel
From$57
Average 3.5 /5Guest Reviews
Best Western Plus Waynesboro Conference Center +1-800-997-5148 109 Apple Tree Lane, Waynesboro, VA 22980 Website ~14.22 miles north of Wintergreen
  • Pool details: Indoor Saltwater Pool open 8 am - 10 pm
  • 3 star Mountain hotel
From$67
Very Good 4.5 /5Latest Reviews
Staunton Days Inn Mint Springs in Staunton +1-888-205-8144 372 White Hill Rd., Staunton, VA 24401 ~18.00 miles northwest of Wintergreen
  • Pool details: We have a 36,000 gallon pool which is outdoor and seasonal. The hours are 9am to 9 pm.
  • 2-star Mountain property
From$48
Very Good 4.0 /5Hotel Reviews
Comfort Inn & Suites in Raphine +1-800-997-5149 584 Oakland Cir, Raphine, VA 24472 ~19.83 miles west of Wintergreen
  • We have a pool
  • Low Cost Highway hotel
From$70
Average 3.5 /5Recent Reviews
Comfort Inn - Staunton +1-800-230-4134 1302 Richmond Ave., Staunton, VA 24401 ~20.27 miles northwest of Wintergreen
  • Includes a pool: Outdoor pool open from Memorial Day through Labor Day
  • Low Cost Highway hotel
From$62
Very Good 4.0 /5Review Score
Holiday Inn Staunton Conference Center +1-800-997-5148 152 Fairway Lane, Staunton, VA 24401 ~22.00 miles northwest of Wintergreen
  • Pool available: Hours: 6a-10pIndoor/Outdoor
  • Three Star Highway property
From$75
Average 3.5 /5Reviews
Stonewall Jackson Hotel & Conference Center in Staunton +1-888-205-8144 24 South Market St., Staunton, VA 24401 ~22.14 miles northwest of Wintergreen
  • Pool available: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • Midscale Downtown property
From$89
Very Good 4.5 /5Hotel Reviews
Days Inn in Staunton +1-800-997-5149 273 Bells Ln, Staunton, VA 24401 ~22.22 miles north of Wintergreen
  • Has a pool!
  • 2-star Mountain property
From$45
Average 3.0 /5Reviews
Holiday Inn Monticello - Charlottesville +1-800-230-4134 1200 5th St. Sw, Charlottesville, VA 22902 ~23.47 miles east of Wintergreen
  • With a pool!
  • Three Star Highway property
From$65
Average 3.5 /5Read Reviews
Sleep Inn & Suites Monticello +1-800-997-5148 1185 5th St. Sw, Charlottesville, VA 22902 ~23.58 miles east of Wintergreen
  • We have a pool ready for use
  • Cheap Downtown property
From$70
Very Good 4.0 /5Recent Reviews
Cavalier Inn at the University of Virginia +1-888-205-8144 105 North Emmet St., Charlottesville, VA 22903 ~24.46 miles northeast of Wintergreen
  • Pool in hotel: Outdoor Pool. opens Mid Memorial to Labor Day
  • Low priced Downtown property
From$60
Average 3.0 /5Recent Reviews
Omni Charlottesville Hotel +1-800-997-5149 212 Ridge Mcintire Rd., Charlottesville, VA 22903 ~25.26 miles east of Wintergreen
  • Pool in hotel: Indoor heated pool and outdoor pool (open seasonally) from 6am-11pm. Pools are not appropriately sized for lap swimming.
  • 4 star Downtown hotel
From$125
Very Good 4.5 /5Hotel Reviews
The English Inn +1-800-230-4134 2000 Morton Dr., Charlottesville, VA 22903 ~25.59 miles northeast of Wintergreen
  • Includes a pool: Large Heated Indoor Pool open 7:00am until 10:00pm
  • 3-star Downtown hotel
From$89
Very Good 4.0 /5Read Reviews
Comfort Inn Charlottesville +1-800-997-5148 1803 Emmett St. North, Charlottesville, VA 22901 ~25.77 miles northeast of Wintergreen
  • Has swimming pool: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Low priced Downtown property
From$59
Average 3.5 /5Recent Reviews
Homewood Suites by Hilton Charlottesville +1-888-205-8144 2036 India Rd., Charlottesville, VA 22901 ~26.09 miles northeast of Wintergreen
  • Pool details: Indoor PoolHours: 6AM-11PM
  • Midscale Rural hotel
From$89
Very Good 4.5 /5Read Reviews
Hampton Inn in Charlottesville +1-800-997-5149 2035 India Rd., Charlottesville, VA 22901 ~26.11 miles northeast of Wintergreen
  • Pool details: Seasonal, Outdoor 8am to 10pm
  • Low Cost Highway hotel
From$115
Very Good 4.5 /5Hotel Reviews
Days Inn - Lexington +1-800-230-4134 2809 North Lee Highway, Lexington, VA 24450 ~26.11 miles west of Wintergreen
  • Has a pool!
  • Two star Highway hotel
From$55
Poor 2.5 /5Review Score
Howard Johnson Inn - Lexington +1-800-997-5148 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
  • Cheap Highway hotel
From$52
Average 3.5 /5Recent Reviews
Hilton Garden Inn Charlottesville : 1793 Richmond Rd. +1-888-205-8144 1793 Richmond Rd., Charlottesville, VA 22911 ~27.28 miles east of Wintergreen
  • Pool details: Indoor pool and whirlpool spa 6am to 10pm
  • Three Star Suburban hotel
From$112
Very Good 4.5 /5Reviews
Comfort Inn Monticello : 2097 Inn Dr. +1-800-997-5149 2097 Inn Dr., Charlottesville, VA 22911 ~27.70 miles east of Wintergreen
  • Includes a swimming pool
  • Affordable Highway property
From$79
Very Good 4.0 /5Read Reviews
Sleep Inn & Suites +1-800-230-4134 95 Maury River Rd., Lexington, VA 24450 ~27.95 miles west of Wintergreen
  • Has a pool!
  • Inexpensive Downtown hotel
From$75
Average 3.5 /5Latest Reviews
Best Western Plus Hunt Ridge Inn - Lexington +1-800-997-5148 25 Willow Spings Rd., Lexington, VA 24450 ~28.70 miles west of Wintergreen
  • Has swimming pool: We have an indoor/outdoor pool
  • Economy Mountain property
From$79
Very Good 4.0 /5Recent Reviews
Comfort Inn Lex. Va : 62 Comfort Way +1-888-205-8144 62 Comfort Way, Lexington, VA 24450 ~28.95 miles west of Wintergreen
  • We have a pool ready for use
  • Economy Highway hotel
From$89
Very Good 4.0 /5Hotel Reviews
Country Inn & Suites : 875 North Lee Highway +1-800-997-5149 875 North Lee Highway, Lexington, VA 24450 ~29.07 miles west of Wintergreen
  • With a pool!
  • Cheap Suburban property
From$85
Average 3.5 /5Recent Reviews
Keswick Hall & Golf Club +1-800-230-4134 701 Club Dr., Keswick, VA 22947 ~30.69 miles east of Wintergreen
  • Pool in hotel: Infinity Pool - "Horizon Pool" 63x36 - Saline - 82 degrees - open 24/7. Club Pool indoor/outdoor pool - Saline - jacuzzi. Aquatics Pool - 5 meters - snack bar - Family Pool - Seasonal
  • High-end Golf Course property
From$239
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