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
  • Includes a pool: Indoor Pool
  • Midscale Mountain hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Wingate by Wyndham Waynesboro / Route 340 in Waynesboro
+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 details: Indoor Pool
  • 3 star Rural hotel
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From$65
Average 3.0 /5 Hotel 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
  • Pool details: Indoor Saltwater Pool open 8 am - 10 pm
  • Three Star Mountain hotel
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From$74
Very Good 4.0 /5 Review Score 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
  • Has swimming pool: Seasonal Outdoor Pool
  • Cheap Downtown property
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From$42
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites
+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 in hotel: Outdoor pool open Memorial Day through Labor Day weekends, 7am-8pm
  • 3-star Highway property
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From$80
Average 3.0 /5 Reviews 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 details: Our Indoor pool is open from 10am-10pm everyday.
  • Two-star Highway property
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From$30
Very Good 4.0 /5 Guest 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 property
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From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites
+1-888-311-4278

How should we direct your call?

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
  • Has swimming pool: Outdoor pool closed until further notice due to COVID-19 outbreak. Outdoor pool will be open in 2021 season.
  • Economical Highway hotel
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Staunton - Staunton
+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 details: We have a beautiful indoor saltwater pool, ranging in depth from 3 feet to 5 feet.
  • Three Star Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hotel 24 South & Conference Center : 24 South Market St.
+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.
  • Affordable Downtown hotel
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From$94
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Staunton Conference Center An Ihg Hotel : 152 Fairway Lane
+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
  • Includes a 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
  • 3 star Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Boar's Head Resort - Charlottesville
+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
  • Has a pool!
  • Four-star Resort hotel
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From$205
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Monticello in 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
  • Pool available: Enjoy our outdoor pool open from Memorial Day to Labor day from 10am to 10pm..
  • 3 star Highway hotel
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From$80
Average 3.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Charlottesville Downtown
+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
  • Pool available: Indoor pool Towels provided
  • 3 star Downtown property
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From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Charlottesville Downtown - Charlottesville
+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 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)
  • Midscale Downtown hotel
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From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Omni Charlottesville Hotel
+1-888-878-9982

How should we direct your call?

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 in hotel: 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 Review Score Call BookMore Details
English Inn of Charlottesville
+1-888-389-4485

How should we direct your call?

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 details: Large Heated Indoor Pool open 7:00am until 10:00pm
  • Three Star Downtown property
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From$67
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Charlottesville / University Area : 1610 Emmet St. North
+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
  • We have a pool
  • 2-star Downtown hotel
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Charlottesville Uva Va
+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
  • Pool in hotel
  • Midscale Downtown property
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Pointe Charlottesville - 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
  • We have a pool
  • 2 star Downtown hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Lexington - Lexington
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2809 North Lee Highway, Lexington, VA 24450 +1-800-805-5223 ~26.14 miles west of Wintergreen
  • Pool in hotel: Our outdoor pool opens at 9am and closes at 10am
  • Cheap Highway hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites in Charlottesville
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
870 Pantops Corner Way, Charlottesville, VA 22911 +1-888-965-1860 ~26.89 miles east of Wintergreen
  • Pool details: Indoor heated pool open from 8:00 AM - 11:00 PM
  • Midscale Mountain property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Charlottesville in Charlottesville
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
638 Hillsdale Dr., Charlottesville, VA 22901 +1-888-788-5576 ~27.03 miles northeast of Wintergreen
  • Includes a swimming pool
  • Three Star Airport property
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From$94
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Charlottesville
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1793 Richmond Rd., Charlottesville, VA 22911 +1-888-897-9207 ~27.26 miles east of Wintergreen
  • Pool available: Indoor pool and whirlpool spa 6am to 10pm
  • Mid-scale Suburban property
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From$94
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn Monticello in Charlottesville
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2097 Inn Dr., Charlottesville, VA 22911 +1-888-311-4278 ~27.68 miles east of Wintergreen
  • Includes a pool: Outdoor pool - Open seasonally from 10:00AM to 10:00PM
  • Midscale Highway property
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From$69
Average 3.0 /5 Reviews Call BookMore Details
Wingate by Wyndham
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1100 North Lee Highway, Lexington, VA 24450 +1-888-469-4795 ~28.49 miles west of Wintergreen
  • Pool in hotel: Pool is indoor and heated, open daily from 10:00 a.m.- 10:00 p.m.
  • Midscale Rural property
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From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Hotel Charlottesville : 990 Hilton Heights Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
990 Hilton Heights Rd., Charlottesville, VA 22901 +1-888-734-9421 ~28.70 miles northeast of Wintergreen
  • Pool in hotel: Indoor heated pool open 24 hours
  • 3 star Airport hotel
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Inn at Hunt Ridge
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
25 Willow Springs Rd., Lexington, VA 24450 +1-888-841-5292 ~28.70 miles west of Wintergreen
  • Includes a pool: We have an indoor/outdoor pool
  • Inexpensive Mountain property
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Virginia Horse Center
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
62 Comfort Way, Lexington, VA 24450 Website +1-888-455-5160 ~28.90 miles west of Wintergreen
  • Has swimming pool: Indoor pool 9am - 10pm
  • Low priced Highway property
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From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, VA - Lexington
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
875 North Lee Highway, Lexington, VA 24450 +1-888-965-8297 ~29.01 miles west of Wintergreen
  • Includes a pool
  • Affordable Suburban hotel
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Lexington-Historic District in Lexington
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
401 East Nelson St., Lexington, VA 24450 +1-888-906-6358 ~30.21 miles west of Wintergreen
  • Pool available: Outdoor. Memorial Day - Labor Day
  • Three Star Downtown hotel
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From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport : 3060 Laurel Park Ln
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3060 Laurel Park Ln, Charlottesville, VA 22911 +1-888-749-6785 ~30.91 miles northeast of Wintergreen
  • Pool available: Indoor Heated - 8am - 10pm
  • 3-star Airport hotel
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From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport, an IHG Hotel
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3060 Laurel Park Lane, Charlottesville, VA 22936 +1-888-878-9982 ~30.92 miles northeast of Wintergreen
  • Pool in hotel
  • Three Star hotel
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From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Appomattox Inn and Suites : 447 Old Courthouse Rd.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
447 Old Courthouse Rd., Appomattox, VA 24522 +1-888-389-4485 ~34.22 miles south of Wintergreen
  • Pool details: Outdoor pool open seasonally.
  • 3 star 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. - Lynchburg
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
3320 Candlers Mountain Rd., Lynchburg, VA 24502 +1-888-389-4121 ~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.
  • Affordable Highway hotel
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From$72
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Charlottesville Ruckersville An I in Ruckersville
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
5920 Seminole Trail, Ruckersville, VA 22968 +1-888-675-2083 ~37.47 miles northeast of Wintergreen
  • Pool in hotel: Our pool is an outdoor heated seasonal pool. It is open from 9AM to 9PM between Memorial Day and Labor Day.
  • 3 star Airport property
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Harrisonburg - Harrisonburg
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
3325 South Main St., Harrisonburg, VA 22801 +1-800-716-8490 ~37.58 miles north of Wintergreen
  • Has swimming pool: Heated indoor swimming pool open from 08:00AM to 11:00PM.
  • Mid-scale Highway property
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From$77
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Harrisonburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
85 Pleasant Valley Rd., Harrisonburg, VA 22801 +1-800-805-5223 ~37.61 miles north of Wintergreen
  • Has swimming pool: Outdoor Seasonal Pool ONLY!!
  • Two-star Suburban property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson, Harrisonburg, VA : 27 Covenant Dr.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
27 Covenant Dr., Harrisonburg, VA 22801 +1-888-965-1860 ~37.63 miles north of Wintergreen
  • Includes a pool: 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
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
43 Covenant Dr., Harrisonburg, VA 22801 +1-888-788-5576 ~37.64 miles north of Wintergreen
  • Has swimming pool: Indoor pool. Open year round.
  • 3-star Downtown property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Harrisonburg - Harrisonburg
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
91 Pleasant Valley Rd., Harrisonburg, VA 22801 +1-888-897-9207 ~37.70 miles north of Wintergreen
  • Pool in hotel: Out door seasonal pool. Open from 10am to 9pm during season.
  • Low priced Suburban property
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From$62
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Crossroads Inn & Suites : 135 Wood Ridge Ter
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
135 Wood Ridge Ter, Zion Crossroads, VA 22942 +1-888-311-4278 ~37.96 miles east of Wintergreen
  • Pool available: Indoor heated pool and hot tub, 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 in Harrisonburg
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1946 Medical Ave., Harrisonburg, VA 22801 +1-888-469-4795 ~39.17 miles north of Wintergreen
  • Pool available: 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
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1881 Evelyn Byrd Ave., Harrisonburg, VA 22801 +1-888-734-9421 ~39.45 miles north of Wintergreen
  • Pool in hotel: 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
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1884 Evelyn Byrd Ave., Harrisonburg, VA 22801 +1-888-841-5292 ~39.48 miles north of Wintergreen
  • Includes a pool: 10:00 AM - 10:00 PM, Indoor Pool
  • Affordable Suburban hotel
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Lynchburg - Lynchburg
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3600 Liberty Mountain Dr., Lynchburg, VA 24502 +1-888-455-5160 ~39.80 miles southwest of Wintergreen
  • Has swimming pool: Indoor pool open from 8 am to 10 pm.
  • Mid-scale Airport hotel
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Pointe Harrisonburg
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1440 East Market St., Harrisonburg, VA 22801 +1-888-965-8297 ~39.81 miles north of Wintergreen
  • Has swimming pool: Seasonal heated outdoor pool. 9AM - 9PM
  • Inexpensive Highway property
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From$69
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Lynchburg Airport University Area - Lynchburg
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
15001 Wards Rd., Lynchburg, VA 24502 +1-888-906-6358 ~39.87 miles southwest of Wintergreen
  • Pool in hotel: Seasonal outdoor pool with umbrella seating for up to 24 guests.
  • Cheap Suburban hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Madison & Shenandoah Valley Conference Center : 710 South Main St.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
710 South Main St., Harrisonburg, VA 22801 +1-888-749-6785 ~40.15 miles north of Wintergreen
  • Includes a pool: Indoor Pool
  • 3 star Mountain hotel
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Timberlake Motel in Lynchburg
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
19980 Lynchburg Highway, Lynchburg, VA 24502 +1-888-878-9982 ~43.42 miles southwest of Wintergreen
  • Pool details: 6AM TO 9PM 16X32 FT SWIM AREA OUTDOOR
  • Low-priced Highway property
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From$50
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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