Wintergreen Hotels with Pools - Outdoor/Indoor Pools in Wintergreen VA

Wintergreen hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Wintergreen, VA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Wintergreen Virginia hotel and motel rooms for children. Review the list of Wintergreen hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Wintergreen Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Waynesboro East by IHG 108 Chicurel Lane, Waynesboro, VA 22980 +1-888-389-4121 ~14.03 miles north of Wintergreen
  • We have a pool
  • 3 star hotel
  • Gym / Fitness Center Available
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
Days Inn by Wyndham Waynesboro 2060 Rosser Ave. / I 64, Waynesboro, VA 22980 +1-888-675-2083 ~14.09 miles north of Wintergreen
  • Pool in hotel
  • Inexpensive Motel property
  • Hotel has 97 rooms
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Average 7.0 /10 Recent Reviews Call BookMore Details
Spark by Hilton Waynesboro 15 Windi Grove Drive, Waynesboro, VA 22980 +1-800-716-8490 ~14.10 miles north of Wintergreen
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • Midscale property
  • 56 rooms in property
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Very Good 8.1 /10 Reviews Call BookMore Details
Wingate by Wyndham Waynesboro 20 Windigrove Dr, Waynesboro, VA 22980 +1-800-805-5223 ~14.11 miles north of Wintergreen
  • Has swimming pool: Wheelchair-accessible pool.
  • Midscale hotel
  • Hotel has 80 rooms
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Very Good 8.1 /10 Guest Reviews Call BookMore Details
Residence Inn Marriott Waynesboro 44 Windigrove Dr, Waynesboro, VA 22980 +1-888-965-1860 ~14.14 miles north of Wintergreen
  • Pool details: Wheelchair-accessible pool.
  • 3-star property
  • 3 floors in property
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Excellent 9.2 /10 Recent Reviews Call BookMore Details
Best Western Plus Waynesboro Inn & Suites Conference Center 109 Apple Tree Ln, Waynesboro, VA 22980 +1-888-788-5576 ~14.21 miles north of Wintergreen
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • Mid-scale property
  • Hotel has a green policy Learn more
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
Econo Lodge Waynesboro - Skyline Drive 640 West Broad St, Waynesboro, VA 22980 +1-888-897-9207 ~14.45 miles north of Wintergreen
  • Includes a pool: Outdoor seasonal pool.
  • Two-star Motel property
  • Pet Friendly
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Average 6.6 /10 Guest Reviews Call BookMore Details
Quality Inn Waynesboro - Skyline Drive 640 West Broad St, Waynesboro, VA 22980 +1-888-311-4278 ~14.47 miles north of Wintergreen
  • Includes a pool: Outdoor seasonal pool, Swimming pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 9:00 PM.
  • Three Star property
  • 75 rooms in hotel
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Average 7.0 /10 Read Reviews Call BookMore Details
Hampton Inn Waynesboro / Stuarts Draft 15 Four Sq. Lane, Fishersville, VA 22939 +1-888-469-4795 ~16.31 miles north of Wintergreen
  • Pool in hotel: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 8:00 AM to 11:00 PM.
  • 3-star property
  • Gym / Fitness Center Available
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Excellent 9.2 /10 Recent Reviews Call BookMore Details
Days Inn by Wyndham Staunton 372 White Hill Rd, Staunton, VA 24401 +1-888-734-9421 ~18.00 miles northwest of Wintergreen
  • Includes a swimming pool
  • Inexpensive Motel property
  • Fitness / Gym is on-site
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Average 6.9 /10 Reviews Call BookMore Details
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64 584 Oakland Cir, Raphine, VA 24472 +1-888-841-5292 ~19.22 miles west of Wintergreen
  • Includes a pool: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers, Access to nearby outdoor pool. The seasonal pool will be open from June to September.
  • 3-star hotel
  • Fitness + Health Center
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Very Good 8.0 /10 Review Score Call BookMore Details
Spark by Hilton Staunton 92 Rowe Road, Staunton, VA 24401 +1-888-455-5160 ~19.86 miles north of Wintergreen
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 10:00 AM to 10:00 PM.
  • Midscale property
  • Complimentary breakfast is offered
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avid hotel Staunton by IHG 62 Sangers Lane, Staunton, VA 24401 +1-888-965-8297 ~19.89 miles north of Wintergreen
  • Includes a pool: Heated pool, Pool hoist on site, Wheelchair-accessible pool. Pool access available from 9:00 AM to 10:00 PM.
  • Mid-scale property
  • 92 rooms in hotel
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Holiday Inn Express & Suites Staunton by IHG 47 Rolling Thunder Lane, Staunton, VA 24401 +1-888-906-6358 ~20.04 miles northwest of Wintergreen
  • Includes a pool: Pool access available from 9:00 AM to 11:00 PM.
  • 3-star property
  • Hotel has 116 rooms
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Comfort Inn & Suites Staunton 1302 Richmond Ave, Staunton, VA 24401 +1-888-749-6785 ~20.18 miles northwest of Wintergreen
  • Includes a pool: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from June to September. Pool access available from 10:00 AM to 10:00 PM.
  • 3-star hotel
  • 5 floors in hotel
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Fairfield Inn & Suites by Marriott Staunton 114 Crossing Way, Staunton, VA 24401 +1-888-878-9982 ~20.24 miles north of Wintergreen
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool.
  • Affordable property
  • Hotel has 98 rooms
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Excellent 9.2 /10 Review Score Call BookMore Details
Hampton Inn Staunton 40 Payne Ln, Staunton, VA 24401 +1-888-389-4485 ~20.47 miles northwest of Wintergreen
  • Pool available: Pool umbrellas, Swimming pool, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 10:00 PM.
  • 3-star property
  • Pets/Animals Allowed
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Clarion Pointe Staunton East 200 Frontier Dr, Staunton, VA 24401 +1-888-389-4121 ~20.50 miles northwest of Wintergreen
  • Includes a pool: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Midscale property
  • 46 rooms in property
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Very Good 8.1 /10 Read Reviews Call BookMore Details
Albemarle Estate at Trump Winery 355 Albemarle House Dr, Charlottesville, VA 22902 +1-888-675-2083 ~21.80 miles east of Wintergreen
  • Includes a swimming pool
  • hotel
  • Pets are Welcome
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Excellent 9.6 /10 Reviews Call BookMore Details
Red Roof Inn Staunton 855 Bells Ln., Staunton, VA 24401 +1-800-716-8490 ~22.04 miles north of Wintergreen
  • Has swimming pool: Pool umbrellas, Swimming pool, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 9:00 PM.
  • 2-star property
  • Check in: 3:00 PM - 5:00 AM
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Average 6.6 /10 Recent Reviews Call BookMore Details
Hotel 24 South 24 South Market Street, Staunton, VA 24401 +1-800-805-5223 ~22.11 miles northwest of Wintergreen
  • We have a pool
  • Mid-scale property
  • 4 floors in hotel
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Holiday Inn Staunton Conference Center by IHG 152 Fairway Lane, Staunton, VA 24401 +1-888-965-1860 ~22.19 miles north of Wintergreen
  • Has swimming pool: Swimming pool, Wheelchair-accessible pool.
  • Affordable hotel
  • 6 floors in hotel
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Very Good 8.2 /10 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Staunton 268 North Central Ave, Staunton, VA 24401 +1-888-788-5576 ~22.47 miles northwest of Wintergreen
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 9:00 PM.
  • Two star hotel
  • Check-in time: 3:00 PM - anytime
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Average 7.6 /10 Recent Reviews Call BookMore Details
The Elston Inn and Conference Center 450 Sweet Briar Dr, Sweet Briar, VA 24595 +1-888-897-9207 ~23.16 miles southwest of Wintergreen
  • With a pool!
  • Low Cost property
  • Check in: 3:00 PM - midnight
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Boars Head Resort 200 Ednam Drive, Charlottesville, VA 22903 +1-888-311-4278 ~23.18 miles northeast of Wintergreen
  • Pool in hotel: Outdoor seasonal pool, Children's pool, Pool sun loungers. The seasonal pool will be open from May to September.
  • High end hotel
  • 170 rooms in property
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Excellent 9.0 /10 Review Score Call BookMore Details
Holiday Inn Charlottesville-Monticello by IHG 1200 5th St. SW, Charlottesville, VA 22902 +1-888-469-4795 ~23.54 miles east of Wintergreen
  • Pool in hotel: Wheelchair-accessible pool, Pool sun loungers.
  • 3-star hotel
  • 6 floors in hotel
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Monticello 1185 5th St. SW, Charlottesville, VA 22902 +1-888-734-9421 ~23.69 miles east of Wintergreen
  • Has swimming pool: Pool access available from 9:00 AM to 10:00 PM.
  • 3 star property
  • 12 suites in property
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Average 7.8 /10 Review Score Call BookMore Details
Quality Inn Verona - Staunton North 70 Lodge Lane, Verona, VA 24482 +1-888-841-5292 ~23.76 miles north of Wintergreen
  • Includes a swimming pool
  • 3-star hotel
  • Free comp. breakfast
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Suburban Studios Verona - Staunton North 70 Lodge Lane Building B, Verona, VA 24482 +1-888-455-5160 ~23.76 miles north of Wintergreen
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May to October. Pool access available from 10:00 AM to 9:00 PM.
  • Two star property
  • 2 floors in hotel
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Oakhurst Inn at the University 122 Oakhurst Cir, Charlottesville, VA 22903 +1-888-965-8297 ~24.24 miles east of Wintergreen
  • Pool available: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers, Fence around pool.
  • High-end property
  • 35 rooms in property
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Excellent 9.2 /10 Reviews Call BookMore Details
University of Virginia Inn at Darden 10 Duffy Boulevard, Charlottesville, VA 22903 +1-888-906-6358 ~24.67 miles northeast of Wintergreen
  • Our hotel comes with a pool
  • Mid-scale hotel
  • Complimentary breakfast is offered
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Very Good 8.2 /10 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Charlottesville Downtown / University Area 401 Cherry Ave, Charlottesville, VA 22903 +1-888-749-6785 ~24.89 miles east of Wintergreen
  • Includes a pool: Wheelchair-accessible pool.
  • Mid-scale hotel
  • Complimentary breakfast is offered
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Sonesta ES Suites Charlottesville University 1111 Millmont St, Charlottesville, VA 22903 +1-888-878-9982 ~25.12 miles northeast of Wintergreen
  • Pool details: Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May 26 to September 30.
  • 3 star hotel
  • 3 floors in property
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Very Good 8.8 /10 Reviews Call BookMore Details
Home2 Suites by Hilton Charlottesville Downtown 201 Monticello Ave, Charlottesville, VA 22902 +1-888-389-4485 ~25.17 miles east of Wintergreen
  • Has swimming pool: Wheelchair-accessible pool.
  • Three Star property
  • Hotel has 5 floors
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
Residence Inn by Marriott Charlottesville Downtown 315 West Main St, Charlottesville, VA 22903 +1-888-389-4121 ~25.19 miles east of Wintergreen
  • Has swimming pool: Wheelchair-accessible pool. Pool access available from 6 AM to 11 PM.
  • Midscale hotel
  • 124 suites in property
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Excellent 9.4 /10 Review Score Call BookMore Details
Omni Charlottesville Hotel 212 Ridge McIntire Rd, Charlottesville, VA 22903 +1-888-675-2083 ~25.31 miles east of Wintergreen
  • Pool available: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 7:00 AM to 11:00 PM.
  • 4-star property
  • Gym is available on property
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Excellent 9.5 /10 Hotel Reviews Call BookMore Details
English Inn of Charlottesville 2000 Morton Drive, Charlottesville, VA 22903 +1-800-716-8490 ~25.58 miles northeast of Wintergreen
  • Has swimming pool: Pool hoist on site. Pool access available from 8:00 AM to 10:00 PM.
  • Mid-scale hotel
  • Pets Allowed
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Very Good 8.7 /10 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Charlottesville-UVA, VA 1600 Emmet Street, Charlottesville, VA 22901 +1-800-805-5223 ~25.77 miles northeast of Wintergreen
  • Pool in hotel: Wheelchair-accessible pool.
  • 3 star property
  • Pet-friendly
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Very Good 8.7 /10 Reviews Call BookMore Details
Clarion Pointe Charlottesville 1803 Emmet St. North, Charlottesville, VA 22901 +1-888-965-1860 ~25.82 miles northeast of Wintergreen
  • We have a pool ready for use
  • Three Star property
  • 4 floors in hotel
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Average 7.8 /10 Review Score Call BookMore Details
Holiday Inn Charlottesville-Univ Area by IHG 1901 Emmet St. N, Charlottesville, VA 22901 +1-888-788-5576 ~25.92 miles northeast of Wintergreen
  • We have a pool ready for use
  • Mid-scale hotel
  • Hotel has 15 suites
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Very Good 8.2 /10 Guest Reviews Call BookMore Details
Hyatt Place Charlottesville 2100 Bond Street, Charlottesville, VA 22901 +1-888-897-9207 ~26.06 miles northeast of Wintergreen
  • Pool available: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers.
  • Three Star hotel
  • Fitness center on property
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Excellent 9.2 /10 Review Score Call BookMore Details
Howard Johnson by Wyndham Lexington 2836 North Lee Highway, Lexington, VA 24450 +1-888-311-4278 ~26.08 miles west of Wintergreen
  • Pool available: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 9:00 PM.
  • Two-star property
  • Has environment-friendly policy See policy
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Average 7.8 /10 Recent Reviews Call BookMore Details
Hampton Inn Charlottesville 2035 India Rd, Charlottesville, VA 22901 +1-888-469-4795 ~26.12 miles northeast of Wintergreen
  • Has swimming pool: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 10:00 PM.
  • Midscale hotel
  • Hotel has a green policy Read more
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Charlottesville VA 2036 India Drive, Charlottesville, VA 22901 +1-888-734-9421 ~26.15 miles northeast of Wintergreen
  • Pool available: Wheelchair-accessible pool.
  • 3 star hotel
  • Check-in: 3:00 PM - 5:30 AM
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Quality Inn Lexington 2809 North Lee Highway, Lexington, VA 24450 +1-888-841-5292 ~26.22 miles west of Wintergreen
  • Includes a pool: Swimming pool, Wheelchair-accessible pool.
  • Two star property
  • 140 rooms in property
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Average 6.4 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Charlottesville by IHG 870 PANTOPS CORNER WAY, Charlottesville, VA 22911 +1-888-455-5160 ~26.95 miles east of Wintergreen
  • Pool available: Wheelchair-accessible pool, Pool sun loungers.
  • Mid-scale property
  • 6 floors in hotel
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Charlottesville North 577 Branchlands Blvd, Charlottesville, VA 22901 +1-888-965-8297 ~26.98 miles northeast of Wintergreen
  • Includes a pool: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Three Star property
  • Hotel has 3 floors
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Very Good 8.6 /10 Reviews Call BookMore Details
Courtyard by Marriott Charlottesville 638 Hillsdale Dr, Charlottesville, VA 22901 +1-888-906-6358 ~27.07 miles northeast of Wintergreen
  • Has swimming pool: Wheelchair-accessible pool.
  • 3 star property
  • 3 floors in hotel
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Hilton Garden Inn Charlottesville 1793 Richmond Rd, Charlottesville, VA 22911 +1-888-749-6785 ~27.34 miles east of Wintergreen
  • Has swimming pool: Wheelchair-accessible pool, Pool sun loungers.
  • Mid-scale property
  • 124 rooms in hotel
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Comfort Inn Monticello 2097 Inn Dr, Charlottesville, VA 22911 +1-888-878-9982 ~27.69 miles east of Wintergreen
  • Pool details: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Three Star hotel
  • 2 floors in property
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