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
+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 available: Indoor Pool
  • 3 star Mountain property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Wingate by Wyndham Waynesboro / Route 340
+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
  • Pool in hotel: Indoor Pool
  • Affordable Rural hotel
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From$65
Average 3.0 /5 Read 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 +1-800-716-8490 ~14.20 miles north of Wintergreen
  • Pool available: Indoor Saltwater Pool open 8 am - 10 pm
  • 3-star Mountain property
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From$74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Waynesboro - Skyline Drive
+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 +1-800-805-5223 ~14.47 miles north of Wintergreen
  • Includes a pool: Seasonal Outdoor Pool
  • 2 star Downtown hotel
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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 +1-888-965-1860 ~19.16 miles west of Wintergreen
  • Pool details: Outdoor pool open Memorial Day through Labor Day weekends, 7am-8pm
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Read 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.
  • Economical Highway property
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From$30
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites : 47 Rolling Thunder Lane
+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 available: Indoor pool open all year around
  • 3 star Mountain hotel
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From$74
Very good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites
+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 in hotel: Outdoor pool closed until further notice due to COVID-19 outbreak. Outdoor pool will be open in 2021 season.
  • Cheap Highway property
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From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hotel 24 South & Conference Center
+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 +1-888-469-4795 ~22.12 miles northwest of Wintergreen
  • Pool details: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • Mid-scale Downtown hotel
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From$94
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Staunton Conference Center An Ihg Hotel in Staunton
+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 +1-888-734-9421 ~22.19 miles north of Wintergreen
  • Pool available: 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
Holiday Inn Monticello in Charlottesville
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1200 5th St. Southwest, Charlottesville, VA 22902 +1-888-841-5292 ~23.46 miles east of Wintergreen
  • Pool details: 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 Reviews Call BookMore Details
Fairfield Inn & Suites Charlottesville Downtown : 401 Cherry Ave.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
401 Cherry Ave., Charlottesville, VA 22903 +1-888-455-5160 ~24.82 miles east of Wintergreen
  • Includes a pool: Indoor pool Towels provided
  • Mid-scale Downtown property
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From$99
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Charlottesville Downtown
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
315 West Main St., Charlottesville, VA 22903 +1-888-965-8297 ~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)
  • Mid-scale Downtown property
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From$129
Very good 4.0 /5 Latest Reviews Call BookMore Details
Omni Charlottesville Hotel : 212 Ridge Mcintire Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
212 Ridge Mcintire Rd., Charlottesville, VA 22903 +1-888-906-6358 ~25.25 miles east of Wintergreen
  • Has swimming pool: Indoor heated pool and outdoor pool (open seasonally) from 6am-11pm. Pools are not appropriately sized for lap swimming.
  • Four-star Downtown property
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From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
English Inn of Charlottesville : 2000 Morton Dr.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2000 Morton Dr., Charlottesville, VA 22903 +1-888-749-6785 ~25.57 miles northeast of Wintergreen
  • Includes a pool: 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 Read Reviews Call BookMore Details
Days Inn by Wyndham Charlottesville / University Area in Charlottesville
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1610 Emmet St. North, Charlottesville, VA 22901 +1-888-878-9982 ~25.69 miles northeast of Wintergreen
  • Our hotel comes with a pool
  • Two star Downtown property
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From$89
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson, Charlottesville-UVA, VA in Charlottesville
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1600 Emmet St. North, Charlottesville, VA 22901 +1-888-389-4485 ~25.73 miles northeast of Wintergreen
  • Includes a pool
  • Affordable Downtown property
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From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Charlottesville
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1803 Emmett St. North, Charlottesville, VA 22901 +1-888-389-4121 ~25.76 miles northeast of Wintergreen
  • Includes a pool: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Two-star Downtown hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Lexington
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2809 North Lee Highway, Lexington, VA 24450 +1-888-675-2083 ~26.14 miles west of Wintergreen
  • Pool details: Our outdoor pool opens at 9am and closes at 10am
  • Economical Highway property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites - Charlottesville
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
870 Pantops Corner Way, Charlottesville, VA 22911 +1-800-716-8490 ~26.89 miles east of Wintergreen
  • Pool in hotel: Indoor heated pool open from 8:00 AM - 11:00 PM
  • Affordable Mountain hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Monticello
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2097 Inn Dr., Charlottesville, VA 22911 +1-800-805-5223 ~27.68 miles east of Wintergreen
  • Pool in hotel: Outdoor pool - Open seasonally from 10:00AM to 10:00PM
  • Three Star Highway property
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From$69
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham - Lexington
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1100 North Lee Highway, Lexington, VA 24450 +1-888-965-1860 ~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.
  • Affordable Rural hotel
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From$72
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Plus Inn at Hunt Ridge - Lexington
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
25 Willow Springs Rd., Lexington, VA 24450 +1-888-788-5576 ~28.70 miles west of Wintergreen
  • Includes a pool: We have an indoor/outdoor pool
  • Economical Mountain property
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From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Virginia Horse Center
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
62 Comfort Way, Lexington, VA 24450 +1-888-897-9207 ~28.90 miles west of Wintergreen
  • Has swimming pool: Indoor pool 9am - 10pm
  • Two-star Highway hotel
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From$84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, VA
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
875 North Lee Highway, Lexington, VA 24450 +1-888-311-4278 ~29.01 miles west of Wintergreen
  • Pool in hotel
  • Three Star Suburban hotel
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From$79
Very good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3060 Laurel Park Ln, Charlottesville, VA 22911 +1-888-469-4795 ~30.91 miles northeast of Wintergreen
  • Pool available: Indoor Heated - 8am - 10pm
  • Three Star Airport hotel
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From$129
Average 3.0 /5 Read Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport by IHG
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3060 Laurel Park Lane, Charlottesville, VA 22936 +1-888-734-9421 ~30.92 miles northeast of Wintergreen
  • We have a pool
  • 3-star hotel
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From$89
Average 3.0 /5 Review Score Call BookMore Details
Appomattox Inn and Suites
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
447 Old Courthouse Rd., Appomattox, VA 24522 +1-888-841-5292 ~34.22 miles south of Wintergreen
  • Pool available: Outdoor pool open seasonally.
  • 3 star Suburban property
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From$65
Very good 4.5 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lynchburg at Liberty Univ. : 3320 Candlers Mountain Rd.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3320 Candlers Mountain Rd., Lynchburg, VA 24502 +1-888-455-5160 ~37.26 miles southwest of Wintergreen
  • Pool available: 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
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From$72
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Charlottesville Ruckersville An I
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
5920 Seminole Trail, Ruckersville, VA 22968 +1-888-965-8297 ~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.
  • Midscale Airport property
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From$75
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Harrisonburg in Harrisonburg
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3325 South Main St., Harrisonburg, VA 22801 +1-888-906-6358 ~37.58 miles north of Wintergreen
  • Has swimming pool: Heated indoor swimming pool open from 08:00AM to 11:00PM.
  • Affordable Highway property
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From$77
Average 3.0 /5 Review Score Call BookMore Details
Microtel Inn & Suites by Wyndham Harrisonburg in Harrisonburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
85 Pleasant Valley Rd., Harrisonburg, VA 22801 +1-888-749-6785 ~37.61 miles north of Wintergreen
  • Pool in hotel: Outdoor Seasonal Pool ONLY!!
  • Two star Suburban hotel
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Harrisonburg South in Harrisonburg
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
43 Covenant Dr., Harrisonburg, VA 22801 +1-888-878-9982 ~37.64 miles north of Wintergreen
  • Pool available: Indoor pool. Open year round.
  • Midscale Downtown property
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Crossroads Inn & Suites
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
135 Wood Ridge Ter, Zion Crossroads, VA 22942 +1-888-389-4485 ~37.96 miles east of Wintergreen
  • Pool in hotel: Indoor heated pool open 7 am and close 11 pm
  • 3 star Highway hotel
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From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott - Harrisonburg
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1946 Medical Ave., Harrisonburg, VA 22801 +1-888-389-4121 ~39.17 miles north of Wintergreen
  • Pool available: 7am-11pm - Indoor
  • 3-star Suburban hotel
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Harrisonburg I 81
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1881 Evelyn Byrd Ave., Harrisonburg, VA 22801 +1-888-675-2083 ~39.45 miles north of Wintergreen
  • Includes a pool: Our pool is an outdoor pool that is open seasonally, usually May through October.
  • Three Star Downtown hotel
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From$84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Harrisonburg
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1884 Evelyn Byrd Ave., Harrisonburg, VA 22801 +1-800-716-8490 ~39.48 miles north of Wintergreen
  • Has swimming pool: 10:00 AM - 10:00 PM, Indoor Pool
  • Three Star Suburban property
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Pointe Harrisonburg - Harrisonburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1440 East Market St., Harrisonburg, VA 22801 +1-800-805-5223 ~39.81 miles north of Wintergreen
  • Pool in hotel: Seasonal heated outdoor pool. 9AM - 9PM
  • Inexpensive Highway hotel
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From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Lynchburg Airport University Area in Lynchburg
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
15001 Wards Rd., Lynchburg, VA 24502 +1-888-965-1860 ~39.87 miles southwest of Wintergreen
  • Has swimming pool: Seasonal outdoor pool with umbrella seating for up to 24 guests.
  • 2 star Suburban hotel
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Harrisonburg in Harrisonburg
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1400 East Market St., Harrisonburg, VA 22801 +1-888-788-5576 ~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 Latest Reviews Call BookMore Details
Hotel Madison & Shenandoah Valley Conference Center : 710 South Main St.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
710 South Main St., Harrisonburg, VA 22801 +1-888-897-9207 ~40.15 miles north of Wintergreen
  • Pool available: Indoor Saltwater Pool
  • Affordable Mountain property
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Timberlake Motel in Lynchburg
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
19980 Lynchburg Highway, Lynchburg, VA 24502 +1-888-311-4278 ~43.42 miles southwest of Wintergreen
  • Includes a pool: 6AM TO 9PM 16X32 FT SWIM AREA OUTDOOR
  • 2-star Highway hotel
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From$50
Very good 4.0 /5 Review Score Call BookMore Details
Bluegreen Shenandoah Crossing Ascend Resort Collection
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
174 Horseshoe Circle, Gordonsville, VA 22942 +1-888-469-4795 ~43.59 miles east of Wintergreen
  • We have a pool
  • Three Star Rural hotel
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From$104
Poor 2.0 /5 Hotel Reviews Call BookMore Details
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