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

Residence Inn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44 Windigrove Dr., Waynesboro, VA 22980 ~14.08 miles north of Wintergreen
  • Pool details: Indoor Pool
  • Three Star Mountain hotel
More Photos Photo of Residence Inn Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Wingate by Wyndham Waynesboro / Route 340 : 20 Windigrove Dr.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
20 Windigrove Dr., Waynesboro, VA 22980 ~14.12 miles north of Wintergreen
  • Pool details: Indoor Pool
  • Affordable Rural property
More Photos Pool image of Wingate by Wyndham Waynesboro / Route 340
From$65
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Waynesboro Inn & Suites Conference Center
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
109 Apple Tree Ln, Waynesboro, VA 22980 ~14.20 miles north of Wintergreen
  • Pool in hotel: Indoor Saltwater Pool open 8 am - 10 pm
  • Midscale Mountain hotel
More Photos Swimming pool at Best Western Plus Waynesboro Inn & Suites Conference Center
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Waynesboro - Skyline Drive - Waynesboro
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
640 West Broad St., Waynesboro, VA 22980 ~14.47 miles north of Wintergreen
  • Pool available: Seasonal Outdoor Pool
  • Cheap Downtown property
More Photos Photo of Quality Inn Waynesboro - Skyline Drive Pool
From$42
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites in Raphine
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
584 Oakland Cir, Raphine, VA 24472 ~19.16 miles west of Wintergreen
  • Pool available: Outdoor pool open Memorial Day through Labor Day weekends, 7am-8pm
  • 3 star Highway property
More Photos Photo of Comfort Inn & Suites Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Staunton Inn in Staunton
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
92 Rowe Rd., Staunton, VA 24401 ~19.85 miles north of Wintergreen
  • Pool available: Our Indoor pool is open from 10am-10pm everyday.
  • Two star Highway property
More Photos Pool image of Best Western Staunton Inn
From$30
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
47 Rolling Thunder Lane, Staunton, VA 24401 ~19.87 miles northwest of Wintergreen
  • Includes a pool: Indoor pool open all year around
  • 3-star Mountain property
More Photos Pool image of Holiday Inn Express & Suites
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites : 1302 Richmond Ave.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1302 Richmond Ave., Staunton, VA 24401 ~20.25 miles northwest of Wintergreen
  • Includes a pool: Outdoor pool closed until further notice due to COVID-19 outbreak. Outdoor pool will be open in 2021 season.
  • Economical Highway property
More Photos Photo of Comfort Inn & Suites Pool
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel 24 South & Conference Center : 24 South Market St.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
24 South Market St., Staunton, VA 24401 ~22.12 miles northwest of Wintergreen
  • Pool available: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • Midscale Downtown property
More Photos Photo of Hotel 24 South & Conference Center Pool
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Staunton Conference Center An Ihg Hotel
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
152 Fairway Lane, Staunton, VA 24401 ~22.19 miles north of Wintergreen
  • Has swimming pool: Half indoor and Half outdoor pool Pools heated in the winter months Hours: 6a-10p Indoor/Outdoor Great views of the golf course adjacent to Hotel
  • Mid-scale Highway hotel
More Photos Photo of Holiday Inn Staunton Conference Center An Ihg Hotel Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Boar's Head Resort
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
200 Ednam Dr., Charlottesville, VA 22903 ~23.03 miles northeast of Wintergreen
  • Our hotel comes with a pool
  • Four-star Resort hotel
More Photos Photo of Boar's Head Resort Pool
From$205
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Monticello
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1200 5th St. Southwest, Charlottesville, VA 22902 ~23.46 miles east of Wintergreen
  • Has swimming pool: Enjoy our outdoor pool open from Memorial Day to Labor day from 10am to 10pm..
  • Midscale Highway property
More Photos Swimming pool at Holiday Inn Monticello
From$80
Average 3.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Charlottesville Downtown : 401 Cherry Ave.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
401 Cherry Ave., Charlottesville, VA 22903 ~24.82 miles east of Wintergreen
  • Pool details: Indoor pool Towels provided
  • Three Star Downtown hotel
More Photos Photo of Fairfield Inn & Suites Charlottesville Downtown Pool
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
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Residence Inn by Marriott Charlottesville Downtown : 315 West Main St.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
315 West Main St., Charlottesville, VA 22903 ~25.14 miles east of Wintergreen
  • Pool in hotel: The hotel pool is an indoor, heated salt water pool. The pool is available 7AM-10PM daily. (Please check with hotel prior to arrival/booking during COVID-19 for latest updates on hotel policies)
  • 3-star Downtown hotel
More Photos Pool image of Residence Inn by Marriott Charlottesville Downtown
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Omni Charlottesville Hotel : 212 Ridge Mcintire Rd.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
212 Ridge Mcintire Rd., Charlottesville, VA 22903 ~25.25 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.
  • Four star Downtown hotel
More Photos Pool image of Omni Charlottesville Hotel
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
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English Inn of Charlottesville in Charlottesville
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2000 Morton Dr., Charlottesville, VA 22903 ~25.57 miles northeast of Wintergreen
  • Pool details: Large Heated Indoor Pool open 7:00am until 10:00pm
  • Affordable Downtown hotel
More Photos Photo of English Inn of Charlottesville Pool
From$67
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Charlottesville / University Area
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1610 Emmet St. North, Charlottesville, VA 22901 ~25.69 miles northeast of Wintergreen
  • Has swimming pool
  • Economical Downtown hotel
More Photos Swimming pool at Days Inn by Wyndham Charlottesville / University Area
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Charlottesville Uva Va in Charlottesville
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1600 Emmet St. North, Charlottesville, VA 22901 ~25.73 miles northeast of Wintergreen
  • We have a pool ready for use
  • Three Star Downtown hotel
More Photos Photo of Country Inn & Suites by Radisson Charlottesville Uva Va Pool
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Pointe Charlottesville
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1803 Emmett St. North, Charlottesville, VA 22901 ~25.76 miles northeast of Wintergreen
  • Has swimming pool: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Two-star Downtown property
More Photos Photo of Clarion Pointe Charlottesville Pool
From$60
Average 3.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Lexington in Lexington
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2809 North Lee Highway, Lexington, VA 24450 ~26.14 miles west of Wintergreen
  • Pool available: Our outdoor pool opens at 9am and closes at 10am
  • Cheap Highway hotel
More Photos Swimming pool at Days Inn by Wyndham Lexington
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites - Charlottesville
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
870 Pantops Corner Way, Charlottesville, VA 22911 ~26.89 miles east of Wintergreen
  • Has swimming pool: Indoor heated pool open from 8:00 AM - 11:00 PM
  • Three Star Mountain hotel
More Photos Pool image of Holiday Inn Express & Suites
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Monticello
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2097 Inn Dr., Charlottesville, VA 22911 ~27.68 miles east of Wintergreen
  • Pool in hotel: Outdoor pool - Open seasonally from 10:00AM to 10:00PM
  • Midscale Highway property
More Photos Photo of Comfort Inn Monticello Pool
From$69
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham : 1100 North Lee Highway
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1100 North Lee Highway, Lexington, VA 24450 ~28.49 miles west of Wintergreen
  • Includes a pool: Pool is indoor and heated, open daily from 10:00 a.m.- 10:00 p.m.
  • Mid-scale Rural hotel
More Photos Swimming pool at Wingate by Wyndham
From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Inn at Hunt Ridge
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
25 Willow Springs Rd., Lexington, VA 24450 ~28.70 miles west of Wintergreen
  • Has swimming pool: We have an indoor/outdoor pool
  • Economy Mountain property
More Photos Pool image of Best Western Plus Inn at Hunt Ridge
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Virginia Horse Center - Lexington
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
62 Comfort Way, Lexington, VA 24450 ~28.90 miles west of Wintergreen
  • Pool in hotel: Indoor pool 9am - 10pm
  • Low Cost Highway property
More Photos Photo of Comfort Inn Virginia Horse Center Pool
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, VA : 875 North Lee Highway
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
875 North Lee Highway, Lexington, VA 24450 ~29.01 miles west of Wintergreen
  • Includes a pool
  • 3-star Suburban hotel
More Photos Pool image of Country Inn & Suites by Radisson, Lexington, VA
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington-Historic District
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
401 East Nelson St., Lexington, VA 24450 ~30.21 miles west of Wintergreen
  • Pool details: Outdoor. Memorial Day - Labor Day
  • 3-star Downtown property
More Photos Swimming pool at Hampton Inn Lexington-Historic District
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport : 3060 Laurel Park Ln
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3060 Laurel Park Ln, Charlottesville, VA 22911 ~30.91 miles northeast of Wintergreen
  • Includes a pool: Indoor Heated - 8am - 10pm
  • Three Star Airport hotel
More Photos Pool image of Staybridge Suites Charlottesville Airport
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport by IHG in Charlottesville
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3060 Laurel Park Lane, Charlottesville, VA 22936 ~30.92 miles northeast of Wintergreen
  • Has swimming pool
  • 3 star property
More Photos Swimming pool at Staybridge Suites Charlottesville Airport by IHG
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Appomattox Inn and Suites
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
447 Old Courthouse Rd., Appomattox, VA 24522 ~34.22 miles south of Wintergreen
  • Has swimming pool: Outdoor pool open seasonally.
  • Mid-scale Suburban hotel
More Photos Pool image of Appomattox Inn and Suites
From$65
Very Good 4.5 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lynchburg at Liberty Univ.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3320 Candlers Mountain Rd., Lynchburg, VA 24502 ~37.26 miles southwest of Wintergreen
  • Includes a pool: Outdoor pool, open 8 am to 10pm during season pending weather. Propane fire pit lounge area and open air patio off of breakfast room/lobby.
  • 3 star Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lynchburg at Liberty Univ.
From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Charlottesville Ruckersville An I - Ruckersville
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5920 Seminole Trail, Ruckersville, VA 22968 ~37.47 miles northeast of Wintergreen
  • Includes a pool: Our pool is an outdoor heated seasonal pool. It is open from 9AM to 9PM between Memorial Day and Labor Day.
  • Three Star Airport hotel
More Photos Photo of Holiday Inn Express & Suites Charlottesville Ruckersville An I Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Harrisonburg : 3325 South Main St.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3325 South Main St., Harrisonburg, VA 22801 ~37.58 miles north of Wintergreen
  • Pool available: Heated indoor swimming pool open from 08:00AM to 11:00PM.
  • 3 star Highway property
More Photos Swimming pool at Best Western Plus Harrisonburg
From$77
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Harrisonburg : 85 Pleasant Valley Rd.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
85 Pleasant Valley Rd., Harrisonburg, VA 22801 ~37.61 miles north of Wintergreen
  • Pool in hotel: Outdoor Seasonal Pool ONLY!!
  • 2 star Suburban property
More Photos Photo of Microtel Inn & Suites by Wyndham Harrisonburg Pool
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson, Harrisonburg, VA in Harrisonburg
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
27 Covenant Dr., Harrisonburg, VA 22801 ~37.63 miles north of Wintergreen
  • Includes a pool: Indoor Swimming Pool and Hot Tub open 6am to Midnight daily.
  • Three Star Highway property
More Photos Swimming pool at Country Inn & Suites by Radisson, Harrisonburg, VA
From$89
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn Harrisonburg South in Harrisonburg
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
43 Covenant Dr., Harrisonburg, VA 22801 ~37.64 miles north of Wintergreen
  • Has swimming pool: Indoor pool. Open year round.
  • 3-star Downtown hotel
More Photos Swimming pool at Hampton Inn Harrisonburg South
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Crossroads Inn & Suites : 135 Wood Ridge Ter
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
135 Wood Ridge Ter, Zion Crossroads, VA 22942 ~37.96 miles east of Wintergreen
  • Pool available: Indoor heated pool open 7 am and close 11 pm
  • 3-star Highway hotel
More Photos Photo of Best Western Plus Crossroads Inn & Suites Pool
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott - Harrisonburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1946 Medical Ave., Harrisonburg, VA 22801 ~39.17 miles north of Wintergreen
  • Pool in hotel: 7am-11pm - Indoor
  • Mid-scale Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Harrisonburg I 81 in Harrisonburg
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1881 Evelyn Byrd Ave., Harrisonburg, VA 22801 ~39.45 miles north of Wintergreen
  • Includes a pool: Our pool is an outdoor pool that is open seasonally, usually May through October.
  • 3 star Downtown property
More Photos Swimming pool at Quality Inn Harrisonburg I 81
From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Harrisonburg
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1884 Evelyn Byrd Ave., Harrisonburg, VA 22801 ~39.48 miles north of Wintergreen
  • Pool available: 10:00 AM - 10:00 PM, Indoor Pool
  • 3-star Suburban property
More Photos Swimming pool at Hyatt Place Harrisonburg
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Pointe Harrisonburg : 1440 East Market St.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1440 East Market St., Harrisonburg, VA 22801 ~39.81 miles north of Wintergreen
  • Pool in hotel: Seasonal heated outdoor pool. 9AM - 9PM
  • Low-priced Highway property
More Photos Photo of Clarion Pointe Harrisonburg Pool
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Lynchburg Airport University Area in Lynchburg
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
15001 Wards Rd., Lynchburg, VA 24502 ~39.87 miles southwest of Wintergreen
  • Has swimming pool: Seasonal outdoor pool with umbrella seating for up to 24 guests.
  • Low priced Suburban hotel
More Photos Photo of Comfort Inn & Suites Lynchburg Airport University Area Pool
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Harrisonburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1400 East Market St., Harrisonburg, VA 22801 ~39.87 miles north of Wintergreen
  • Has swimming pool: Beautiful Heated, Indoor, Saltwater Pool located in the Blue Ridge Atrium. Pool Hours 6:00 AM - 10:00 PM
  • 3-star Highway hotel
More Photos Pool image of Doubletree by Hilton Harrisonburg
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Madison & Shenandoah Valley Conference Center
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
710 South Main St., Harrisonburg, VA 22801 ~40.15 miles north of Wintergreen
  • Pool details: Indoor Saltwater Pool
  • Affordable Mountain hotel
More Photos Swimming pool at Hotel Madison & Shenandoah Valley Conference Center
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Timberlake Motel
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
19980 Lynchburg Highway, Lynchburg, VA 24502 ~43.42 miles southwest of Wintergreen
  • Pool in hotel: 6AM TO 9PM 16X32 FT SWIM AREA OUTDOOR
  • 2 star Highway property
More Photos Pool image of Timberlake Motel
From$50
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Bluegreen Shenandoah Crossing Ascend Resort Collection
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
174 Horseshoe Circle, Gordonsville, VA 22942 ~43.59 miles east of Wintergreen
  • We have a pool ready for use
  • Midscale Rural hotel
More Photos Swimming pool at Bluegreen Shenandoah Crossing Ascend Resort Collection
From$104
Poor 2.0 /5 Recent Reviews Call BookMore Details

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