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.
Planning group travel? Get Wintergreen VA Group Hotel Rates

Wintergreen Hotels with Outdoor or Indoor Pools

Residence Inn : 44 Windigrove Dr.
+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 +1-888-389-4121 ~14.08 miles north of Wintergreen
  • Pool in hotel: Indoor Pool
  • Three Star Mountain property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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 +1-888-675-2083 ~14.12 miles north of Wintergreen
  • Has swimming pool: Indoor Pool
  • Midscale Rural property
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From$65
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Waynesboro Inn & Suites Conference Center : 109 Apple Tree Ln
+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 +1-800-716-8490 ~14.20 miles north of Wintergreen
  • Has swimming pool: Indoor Saltwater Pool open 8 am - 10 pm
  • 3-star Mountain hotel
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From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Waynesboro - Skyline Drive
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
640 West Broad St., Waynesboro, VA 22980 +1-800-805-5223 ~14.47 miles north of Wintergreen
  • Includes a pool: Seasonal Outdoor Pool
  • Low Cost Downtown hotel
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From$42
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 584 Oakland Cir
+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 +1-888-965-1860 ~19.16 miles west of Wintergreen
  • Pool details: Outdoor pool open Memorial Day through Labor Day weekends, 7am-8pm
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Staunton Inn - 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 +1-888-788-5576 ~19.85 miles north of Wintergreen
  • Includes a pool: Our Indoor pool is open from 10am-10pm everyday.
  • Low Cost Highway property
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From$30
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites - Staunton
+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 +1-888-897-9207 ~19.87 miles northwest of Wintergreen
  • Pool in hotel: Indoor pool open all year around
  • Three Star Mountain hotel
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From$74
Very Good 4.0 /5 Review Score 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 +1-888-311-4278 ~20.25 miles northwest of Wintergreen
  • Pool available: Outdoor pool closed until further notice due to COVID-19 outbreak. Outdoor pool will be open in 2021 season.
  • Cheap Highway hotel
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Staunton : 114 Crossing Way
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
114 Crossing Way, Staunton, VA 24401 +1-888-469-4795 ~20.25 miles north of Wintergreen
  • Pool in hotel: We have a beautiful indoor saltwater pool, ranging in depth from 3 feet to 5 feet.
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel 24 South & Conference Center in Staunton
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
24 South Market St., Staunton, VA 24401 +1-888-734-9421 ~22.12 miles northwest of Wintergreen
  • Pool details: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • 3 star Downtown property
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From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Staunton Conference Center An Ihg Hotel - Staunton
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
152 Fairway Lane, Staunton, VA 24401 +1-888-841-5292 ~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
  • Affordable Highway hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Boar's Head Resort
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
200 Ednam Dr., Charlottesville, VA 22903 +1-888-455-5160 ~23.03 miles northeast of Wintergreen
  • We have a pool
  • 4-star Resort property
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From$205
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Monticello - Charlottesville
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1200 5th St. Southwest, Charlottesville, VA 22902 +1-888-965-8297 ~23.46 miles east of Wintergreen
  • Has swimming pool: Enjoy our outdoor pool open from Memorial Day to Labor day from 10am to 10pm..
  • 3-star Highway property
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From$80
Average 3.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Charlottesville Downtown - Charlottesville
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
401 Cherry Ave., Charlottesville, VA 22903 +1-888-906-6358 ~24.82 miles east of Wintergreen
  • Has swimming pool: Indoor pool Towels provided
  • Three Star Downtown property
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From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Charlottesville Downtown
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
315 West Main St., Charlottesville, VA 22903 +1-888-749-6785 ~25.14 miles east of Wintergreen
  • Pool details: 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)
  • Midscale Downtown hotel
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From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Omni Charlottesville Hotel - Charlottesville
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
212 Ridge Mcintire Rd., Charlottesville, VA 22903 +1-888-878-9982 ~25.25 miles east of Wintergreen
  • Pool available: Indoor heated pool and outdoor pool (open seasonally) from 6am-11pm. Pools are not appropriately sized for lap swimming.
  • High end Downtown hotel
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From$119
Average 3.0 /5 Reviews Call BookMore Details
English Inn of Charlottesville : 2000 Morton Dr.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2000 Morton Dr., Charlottesville, VA 22903 +1-888-389-4485 ~25.57 miles northeast of Wintergreen
  • Pool available: Large Heated Indoor Pool open 7:00am until 10:00pm
  • Mid-scale Downtown property
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From$67
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Charlottesville / University Area
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1610 Emmet St. North, Charlottesville, VA 22901 +1-888-389-4121 ~25.69 miles northeast of Wintergreen
  • Has a pool!
  • Inexpensive Downtown property
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From$89
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Charlottesville Uva Va in Charlottesville
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1600 Emmet St. North, Charlottesville, VA 22901 +1-888-675-2083 ~25.73 miles northeast of Wintergreen
  • We have a pool
  • Affordable Downtown property
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Charlottesville
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1803 Emmett St. North, Charlottesville, VA 22901 +1-800-716-8490 ~25.76 miles northeast of Wintergreen
  • Has swimming pool: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Low priced Downtown hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Charlottesville : 2035 India Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2035 India Rd., Charlottesville, VA 22901 +1-800-805-5223 ~26.10 miles northeast of Wintergreen
  • Has swimming pool: Seasonal, Outdoor 8am to 10pm
  • Low Cost Highway property
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Lexington - Lexington
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2809 North Lee Highway, Lexington, VA 24450 +1-888-965-1860 ~26.14 miles west of Wintergreen
  • Pool in hotel: Our outdoor pool opens at 9am and closes at 10am
  • Economical Highway hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
870 Pantops Corner Way, Charlottesville, VA 22911 +1-888-788-5576 ~26.89 miles east of Wintergreen
  • Includes a pool: Indoor heated pool open from 8:00 AM - 11:00 PM
  • Affordable Mountain property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Monticello
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2097 Inn Dr., Charlottesville, VA 22911 +1-888-897-9207 ~27.68 miles east of Wintergreen
  • Includes a pool: Outdoor pool - Open seasonally from 10:00AM to 10:00PM
  • Three Star Highway property
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From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Wingate by Wyndham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1100 North Lee Highway, Lexington, VA 24450 +1-888-311-4278 ~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.
  • 3 star Rural hotel
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From$72
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Inn at Hunt Ridge
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
25 Willow Springs Rd., Lexington, VA 24450 +1-888-469-4795 ~28.70 miles west of Wintergreen
  • Has swimming pool: We have an indoor/outdoor pool
  • Cheap Mountain property
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Virginia Horse Center
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
62 Comfort Way, Lexington, VA 24450 +1-888-734-9421 ~28.90 miles west of Wintergreen
  • Pool in hotel: Indoor pool 9am - 10pm
  • Two-star Highway property
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From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, VA - Lexington
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
875 North Lee Highway, Lexington, VA 24450 +1-888-841-5292 ~29.01 miles west of Wintergreen
  • Includes a pool
  • 3 star Suburban hotel
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Lexington-Historic District - Lexington
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
401 East Nelson St., Lexington, VA 24450 +1-888-455-5160 ~30.21 miles west of Wintergreen
  • Pool in hotel: Outdoor. Memorial Day - Labor Day
  • Mid-scale Downtown hotel
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From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Staybridge Suites Charlottesville Airport - Charlottesville
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3060 Laurel Park Ln, Charlottesville, VA 22911 +1-888-965-8297 ~30.91 miles northeast of Wintergreen
  • Has swimming pool: Indoor Heated - 8am - 10pm
  • 3-star Airport hotel
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From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport by IHG
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3060 Laurel Park Lane, Charlottesville, VA 22936 +1-888-906-6358 ~30.92 miles northeast of Wintergreen
  • Has a pool!
  • Mid-scale property
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From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Appomattox Inn and Suites : 447 Old Courthouse Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
447 Old Courthouse Rd., Appomattox, VA 24522 +1-888-749-6785 ~34.22 miles south of Wintergreen
  • Has swimming pool: Outdoor pool open seasonally.
  • Affordable Suburban hotel
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From$65
Very Good 4.5 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lynchburg at Liberty Univ. : 3320 Candlers Mountain Rd.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3320 Candlers Mountain Rd., Lynchburg, VA 24502 +1-888-878-9982 ~37.26 miles southwest of Wintergreen
  • Pool details: 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.
  • Three Star Highway hotel
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From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Charlottesville Ruckersville An I - Ruckersville
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
5920 Seminole Trail, Ruckersville, VA 22968 +1-888-389-4485 ~37.47 miles northeast of Wintergreen
  • Pool details: Our pool is an outdoor heated seasonal pool. It is open from 9AM to 9PM between Memorial Day and Labor Day.
  • Midscale Airport hotel
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Harrisonburg in Harrisonburg
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
3325 South Main St., Harrisonburg, VA 22801 +1-888-389-4121 ~37.58 miles north of Wintergreen
  • Has swimming pool: Heated indoor swimming pool open from 08:00AM to 11:00PM.
  • Mid-scale Highway hotel
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From$77
Average 3.0 /5 Guest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Harrisonburg
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
85 Pleasant Valley Rd., Harrisonburg, VA 22801 +1-888-675-2083 ~37.61 miles north of Wintergreen
  • Pool available: Outdoor Seasonal Pool ONLY!!
  • Two-star Suburban property
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson, Harrisonburg, VA - Harrisonburg
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
27 Covenant Dr., Harrisonburg, VA 22801 +1-800-716-8490 ~37.63 miles north of Wintergreen
  • Pool in hotel: Indoor Swimming Pool and Hot Tub open 6am to Midnight daily.
  • Mid-scale Highway property
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From$89
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn Harrisonburg South : 43 Covenant Dr.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
43 Covenant Dr., Harrisonburg, VA 22801 +1-800-805-5223 ~37.64 miles north of Wintergreen
  • Pool available: Indoor pool. Open year round.
  • Mid-scale Downtown hotel
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Crossroads Inn & Suites in Zion Crossroads
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
135 Wood Ridge Ter, Zion Crossroads, VA 22942 +1-888-965-1860 ~37.96 miles east of Wintergreen
  • Pool in hotel: Indoor heated pool open 7 am and close 11 pm
  • Affordable Highway property
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott in Harrisonburg
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1946 Medical Ave., Harrisonburg, VA 22801 +1-888-788-5576 ~39.17 miles north of Wintergreen
  • Has swimming pool: 7am-11pm - Indoor
  • Affordable Suburban property
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Harrisonburg I 81
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1881 Evelyn Byrd Ave., Harrisonburg, VA 22801 +1-888-897-9207 ~39.45 miles north of Wintergreen
  • Includes a pool: Our pool is an outdoor pool that is open seasonally, usually May through October.
  • Affordable Downtown property
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From$84
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Harrisonburg : 1884 Evelyn Byrd Ave.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1884 Evelyn Byrd Ave., Harrisonburg, VA 22801 +1-888-311-4278 ~39.48 miles north of Wintergreen
  • Has swimming pool: 10:00 AM - 10:00 PM, Indoor Pool
  • 3-star Suburban hotel
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Lynchburg in Lynchburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3600 Liberty Mountain Dr., Lynchburg, VA 24502 +1-888-469-4795 ~39.80 miles southwest of Wintergreen
  • Has swimming pool: Indoor pool open from 8 am to 10 pm.
  • 3-star Airport hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Pointe Harrisonburg - Harrisonburg
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1440 East Market St., Harrisonburg, VA 22801 +1-888-734-9421 ~39.81 miles north of Wintergreen
  • Pool details: Seasonal heated outdoor pool. 9AM - 9PM
  • Two star Highway hotel
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From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Lynchburg Airport University Area
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
15001 Wards Rd., Lynchburg, VA 24502 +1-888-841-5292 ~39.87 miles southwest of Wintergreen
  • Pool available: Seasonal outdoor pool with umbrella seating for up to 24 guests.
  • Economy Suburban hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Harrisonburg
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1400 East Market St., Harrisonburg, VA 22801 +1-888-455-5160 ~39.87 miles north of Wintergreen
  • Includes a pool: Beautiful Heated, Indoor, Saltwater Pool located in the Blue Ridge Atrium. Pool Hours 6:00 AM - 10:00 PM
  • Mid-scale Highway property
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Madison & Shenandoah Valley Conference Center - Harrisonburg
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
710 South Main St., Harrisonburg, VA 22801 +1-888-965-8297 ~40.15 miles north of Wintergreen
  • Includes a pool: Indoor Saltwater Pool
  • Affordable Mountain property
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Timberlake Motel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
19980 Lynchburg Highway, Lynchburg, VA 24502 +1-888-906-6358 ~43.42 miles southwest of Wintergreen
  • Pool details: 6AM TO 9PM 16X32 FT SWIM AREA OUTDOOR
  • Two star Highway hotel
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From$50
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Bluegreen Shenandoah Crossing Ascend Resort Collection : 174 Horseshoe Circle
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
174 Horseshoe Circle, Gordonsville, VA 22942 +1-888-749-6785 ~43.59 miles east of Wintergreen
  • Includes a pool
  • Mid-scale Rural hotel
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From$104
Poor 2.0 /5 Review Score Call BookMore Details
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