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 in Waynesboro
+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
  • Includes a pool: Indoor Pool
  • Three Star Mountain hotel
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From$80
Average 3.0 /5 Hotel 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 available: Indoor Pool
  • 3 star Rural hotel
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From$65
Average 3.0 /5 Latest 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 in hotel: Indoor Saltwater Pool open 8 am - 10 pm
  • Three Star Mountain hotel
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From$74
Very Good 4.0 /5 Hotel 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 +1-800-805-5223 ~14.47 miles north of Wintergreen
  • Pool details: Seasonal Outdoor Pool
  • 2 star Downtown property
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From$42
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-965-1860

How should we direct your call?

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
  • Has swimming pool: Outdoor pool open Memorial Day through Labor Day weekends, 7am-8pm
  • Mid-scale Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Staunton Inn : 92 Rowe Rd.
+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
  • Pool available: Our Indoor pool is open from 10am-10pm everyday.
  • Low Cost Highway property
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From$30
Very Good 4.0 /5 Recent 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 +1-888-897-9207 ~19.87 miles northwest of Wintergreen
  • Pool details: Indoor pool open all year around
  • Three Star Mountain property
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From$74
Very Good 4.0 /5 Latest 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.
  • 2 star Highway hotel
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From$79
Very Good 4.0 /5 Read 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 available: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • Midscale Downtown property
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From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Staunton Conference Center An Ihg Hotel
+1-888-734-9421

How should we direct your call?

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 details: 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
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Monticello in Charlottesville
+1-888-841-5292

How should we direct your call?

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
  • Has swimming pool: Enjoy our outdoor pool open from Memorial Day to Labor day from 10am to 10pm..
  • Midscale Highway hotel
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From$80
Average 3.5 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Charlottesville Downtown : 401 Cherry Ave.
+1-888-455-5160

How should we direct your call?

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
  • Has swimming pool: Indoor pool Towels provided
  • Mid-scale Downtown hotel
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From$99
Average 3.0 /5 Latest Reviews 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
  • Includes a pool: 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)
  • Three Star Downtown property
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From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Omni Charlottesville Hotel
+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 hotel
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From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
English Inn of Charlottesville
+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
  • 3-star 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 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
  • We have a pool
  • Two star Downtown hotel
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From$89
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson, Charlottesville-UVA, VA : 1600 Emmet St. North
+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
  • Mid-scale Downtown hotel
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From$80
Very Good 4.0 /5 Recent 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
  • Has swimming pool: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Cheap Downtown property
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From$60
Average 3.0 /5 Reviews 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 available: Our outdoor pool opens at 9am and closes at 10am
  • Two-star 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
  • Includes a pool: Indoor heated pool open from 8:00 AM - 11:00 PM
  • 3-star Mountain property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn Monticello - Charlottesville
+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
  • Includes a pool: Outdoor pool - Open seasonally from 10:00AM to 10:00PM
  • Mid-scale 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
  • Pool available: Pool is indoor and heated, open daily from 10:00 a.m.- 10:00 p.m.
  • Midscale Rural hotel
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From$72
Very Good 4.0 /5 Hotel 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
  • Pool available: We have an indoor/outdoor pool
  • Cheap Mountain hotel
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From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn Virginia Horse Center
+1-888-897-9207

How should we direct your call?

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
  • Pool in hotel: Indoor pool 9am - 10pm
  • Low priced Highway property
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From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, VA - Lexington
+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
  • Has a pool!
  • Affordable Suburban hotel
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport : 3060 Laurel Park Ln
+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 details: Indoor Heated - 8am - 10pm
  • 3-star Airport hotel
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From$129
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport by IHG in Charlottesville
+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 ready for use
  • 3-star property
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From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Appomattox Inn and Suites : 447 Old Courthouse Rd.
+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.
  • Midscale 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. in Lynchburg
+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
  • Has swimming 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
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From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Charlottesville Ruckersville An I : 5920 Seminole Trail
+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
  • Pool available: Our pool is an outdoor heated seasonal pool. It is open from 9AM to 9PM between Memorial Day and Labor Day.
  • Mid-scale Airport property
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From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus 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
  • Pool in hotel: Heated indoor swimming pool open from 08:00AM to 11:00PM.
  • Midscale Highway hotel
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From$77
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham 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!!
  • 2-star Suburban hotel
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From$79
Very Good 4.0 /5 Recent Reviews 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 details: Indoor pool. Open year round.
  • Three Star Downtown property
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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
+1-888-389-4485

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
  • Has swimming pool: Indoor heated pool open 7 am and close 11 pm
  • 3-star Highway property
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott : 1946 Medical Ave.
+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 in hotel: 7am-11pm - Indoor
  • 3 star Suburban property
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Harrisonburg I 81 in Harrisonburg
+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
  • Pool details: Our pool is an outdoor pool that is open seasonally, usually May through October.
  • Mid-scale Downtown property
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From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Harrisonburg - 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
  • Pool details: 10:00 AM - 10:00 PM, Indoor Pool
  • Midscale Suburban hotel
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Pointe Harrisonburg in 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
  • Includes a pool: Seasonal heated outdoor pool. 9AM - 9PM
  • Economical Highway hotel
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From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Lynchburg Airport University Area
+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
  • Pool available: Seasonal outdoor pool with umbrella seating for up to 24 guests.
  • Low-priced 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
  • 3 star Highway hotel
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From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Madison & Shenandoah Valley Conference Center in Harrisonburg
+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
  • Includes a pool: Indoor Saltwater Pool
  • Midscale Mountain property
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Timberlake Motel
+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
  • Pool in hotel: 6AM TO 9PM 16X32 FT SWIM AREA OUTDOOR
  • 2 star Highway hotel
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From$50
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Bluegreen Shenandoah Crossing Ascend Resort Collection in Gordonsville
+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
  • Includes a swimming pool
  • 3-star Rural property
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From$104
Poor 2.0 /5 Read Reviews Call BookMore Details
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