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

Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

Wintergreen Hotels with Outdoor or Indoor Pools

Residence Inn
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
44 Windigrove Dr., Waynesboro, VA 22980 ~14.08 miles north of Wintergreen
  • Includes a pool: Indoor Pool
  • Affordable Mountain hotel
More Photos Pool image of Residence Inn
From$80
Average 3.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Wintergreen" Get Alexa Skill →
Wingate by Wyndham Waynesboro / Route 340 : 20 Windigrove Dr.
+1-888-675-2083

How should we direct your call?

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 in hotel: Indoor Pool
  • Affordable Rural hotel
More Photos Swimming pool at Wingate by Wyndham Waynesboro / Route 340
From$65
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Waynesboro Inn & Suites Conference Center in Waynesboro
+1-800-716-8490

How should we direct your call?

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
  • Has swimming pool: Indoor Saltwater Pool open 8 am - 10 pm
  • Mid-scale Mountain property
More Photos Pool image of Best Western Plus Waynesboro Inn & Suites Conference Center
From$74
Very good 4.0 /5 Hotel 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 ~14.47 miles north of Wintergreen
  • Has swimming pool: Seasonal Outdoor Pool
  • Two-star Downtown hotel
More Photos Pool image of Quality Inn Waynesboro - Skyline Drive
From$42
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites - Raphine
+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 ~19.16 miles west of Wintergreen
  • Includes a pool: 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 Hotel Reviews Call BookMore Details
Best Western Staunton Inn
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
92 Rowe Rd., Staunton, VA 24401 ~19.85 miles north of Wintergreen
  • Has swimming pool: Our Indoor pool is open from 10am-10pm everyday.
  • Inexpensive Highway hotel
More Photos Swimming pool at Best Western Staunton Inn
From$30
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites : 47 Rolling Thunder Lane
+1-888-897-9207

How should we direct your call?

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
  • Pool available: Indoor pool open all year around
  • Affordable Mountain property
More Photos Photo of Holiday Inn Express & Suites Pool
From$74
Very good 4.0 /5 Guest Reviews 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 ~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.
  • Inexpensive Highway hotel
More Photos Photo of Comfort Inn & Suites Pool
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hotel 24 South & Conference Center - Staunton
+1-888-469-4795

How should we direct your call?

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 details: Indoor Pool with Whirl Pool open from 7:00am-11:00pm each day.
  • 3 star Downtown property
More Photos Swimming pool at Hotel 24 South & Conference Center
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 ~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
  • Midscale Highway property
More Photos Swimming pool at Holiday Inn Staunton Conference Center An Ihg Hotel
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 ~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
More Photos Photo of Holiday Inn Monticello Pool
From$80
Average 3.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Charlottesville Downtown
+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 ~24.82 miles east of Wintergreen
  • Pool in hotel: Indoor pool Towels provided
  • Midscale Downtown hotel
More Photos Photo of Fairfield Inn & Suites Charlottesville Downtown Pool
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Charlottesville Downtown in Charlottesville
+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 ~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)
  • 3-star Downtown hotel
More Photos Photo of Residence Inn by Marriott Charlottesville Downtown Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +44 8081694373

Booking for Homes and Apartments
Go to BookingGo to Booking
Omni Charlottesville Hotel - Charlottesville
+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 ~25.25 miles east of Wintergreen
  • Pool details: Indoor heated pool and outdoor pool (open seasonally) from 6am-11pm. Pools are not appropriately sized for lap swimming.
  • High-end Downtown hotel
More Photos Pool image of Omni Charlottesville Hotel
From$119
Average 3.0 /5 Hotel 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 ~25.57 miles northeast of Wintergreen
  • Has swimming pool: Large Heated Indoor Pool open 7:00am until 10:00pm
  • 3-star Downtown hotel
More Photos Swimming pool at English Inn of Charlottesville
From$67
Very good 4.0 /5 Review Score Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Wintergreen" Get Alexa Skill →
Days Inn by Wyndham Charlottesville / University Area
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1610 Emmet St. North, Charlottesville, VA 22901 ~25.69 miles northeast of Wintergreen
  • We have a pool
  • Low-priced Downtown hotel
More Photos Photo of Days Inn by Wyndham Charlottesville / University Area Pool
From$89
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
+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 ~25.73 miles northeast of Wintergreen
  • Pool in hotel
  • Affordable Downtown property
More Photos Pool image of Country Inn & Suites by Radisson, Charlottesville-UVA, VA
From$80
Very good 4.0 /5 Reviews Call BookMore Details
Clarion Pointe Charlottesville - 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 ~25.76 miles northeast of Wintergreen
  • Includes a pool: Seasonal Outdoor Pool open Memorial Day through Labor Day 10AM-10PM.
  • Cheap Downtown property
More Photos Pool image of Clarion Pointe Charlottesville
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Lexington - 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 ~26.14 miles west of Wintergreen
  • Pool available: Our outdoor pool opens at 9am and closes at 10am
  • Low priced Highway property
More Photos Swimming pool at Quality Inn Lexington
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites
+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 ~26.89 miles east of Wintergreen
  • Pool details: Indoor heated pool open from 8:00 AM - 11:00 PM
  • 3-star Mountain property
More Photos Swimming pool at Holiday Inn Express & Suites
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Monticello : 2097 Inn Dr.
+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 ~27.68 miles east of Wintergreen
  • Pool details: Outdoor pool - Open seasonally from 10:00AM to 10:00PM
  • 3 star Highway property
More Photos Swimming pool at Comfort Inn Monticello
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Wingate by Wyndham
+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 ~28.49 miles west of Wintergreen
  • Pool available: Pool is indoor and heated, open daily from 10:00 a.m.- 10:00 p.m.
  • 3 star Rural hotel
More Photos Photo of Wingate by Wyndham Pool
From$72
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Inn at Hunt Ridge : 25 Willow Springs Rd.
+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 ~28.70 miles west of Wintergreen
  • Has swimming pool: We have an indoor/outdoor pool
  • Two-star Mountain property
More Photos Swimming pool at Best Western Plus Inn at Hunt Ridge
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Virginia Horse Center - Lexington
+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 ~28.90 miles west of Wintergreen
  • Includes a pool: Indoor pool 9am - 10pm
  • Two star Highway hotel
More Photos Swimming pool at Comfort Inn Virginia Horse Center
From$84
Very good 4.0 /5 Hotel 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 ~29.01 miles west of Wintergreen
  • We have a pool ready for use
  • Mid-scale Suburban hotel
More Photos Pool image of Country Inn & Suites by Radisson, Lexington, VA
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Charlottesville Airport in Charlottesville
+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 ~30.91 miles northeast of Wintergreen
  • Has swimming pool: Indoor Heated - 8am - 10pm
  • Midscale Airport property
More Photos Photo of Staybridge Suites Charlottesville Airport Pool
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Appomattox Inn and Suites - Appomattox
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
447 Old Courthouse Rd., Appomattox, VA 24522 ~34.22 miles south of Wintergreen
  • Includes a 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 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lynchburg at Liberty Univ. : 3320 Candlers Mountain Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3320 Candlers Mountain Rd., Lynchburg, VA 24502 ~37.26 miles southwest of Wintergreen
  • Pool in hotel: 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 Pool image of La Quinta Inn & Suites by Wyndham Lynchburg at Liberty Univ.
From$72
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Charlottesville Ruckersville An I
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
5920 Seminole Trail, Ruckersville, VA 22968 ~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
More Photos Pool image of Holiday Inn Express & Suites Charlottesville Ruckersville An I
From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Harrisonburg : 3325 South Main St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3325 South Main St., Harrisonburg, VA 22801 ~37.58 miles north of Wintergreen
  • Pool details: Heated indoor swimming pool open from 08:00AM to 11:00PM.
  • 3-star Highway property
More Photos Photo of Best Western Plus Harrisonburg Pool
From$77
Average 3.0 /5 Hotel Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Harrisonburg
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
85 Pleasant Valley Rd., Harrisonburg, VA 22801 ~37.61 miles north of Wintergreen
  • Pool available: Outdoor Seasonal Pool ONLY!!
  • Two-star Suburban property
More Photos Pool image of Microtel Inn & Suites by Wyndham Harrisonburg
From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Harrisonburg South
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
43 Covenant Dr., Harrisonburg, VA 22801 ~37.64 miles north of Wintergreen
  • Pool in hotel: Indoor pool. Open year round.
  • Mid-scale Downtown hotel
More Photos Swimming pool at Hampton Inn Harrisonburg South
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Crossroads Inn & Suites : 135 Wood Ridge Ter
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 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
  • Midscale Highway property
More Photos Photo of Best Western Plus Crossroads Inn & Suites Pool
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott - Harrisonburg
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1946 Medical Ave., Harrisonburg, VA 22801 ~39.17 miles north of Wintergreen
  • Has swimming pool: 7am-11pm - Indoor
  • Three Star Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Harrisonburg I 81 - Harrisonburg
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1881 Evelyn Byrd Ave., Harrisonburg, VA 22801 ~39.44 miles north of Wintergreen
  • Pool available: Our pool is an outdoor pool that is open seasonally, usually May through October.
  • 3-star Downtown property
More Photos Photo of Quality Inn Harrisonburg I 81 Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Harrisonburg
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 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
  • Midscale Suburban hotel
More Photos Photo of Hyatt Place Harrisonburg Pool
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Pointe Harrisonburg
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1440 East Market St., Harrisonburg, VA 22801 ~39.81 miles north of Wintergreen
  • Pool available: Seasonal heated outdoor pool. 9AM - 9PM
  • Economy Highway hotel
More Photos Photo of Clarion Pointe Harrisonburg Pool
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Lynchburg Airport University Area in Lynchburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
15001 Wards Rd., Lynchburg, VA 24502 ~39.87 miles southwest of Wintergreen
  • Pool available: Seasonal outdoor pool with umbrella seating for up to 24 guests.
  • Two-star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Lynchburg Airport University Area
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Harrisonburg
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1400 East Market St., Harrisonburg, VA 22801 ~39.87 miles north of Wintergreen
  • Pool in hotel: Beautiful Heated, Indoor, Saltwater Pool located in the Blue Ridge Atrium. Pool Hours 6:00 AM - 10:00 PM
  • Affordable Highway hotel
More Photos Pool image of Doubletree by Hilton Harrisonburg
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Hotel Madison & Shenandoah Valley Conference Center
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
710 South Main St., Harrisonburg, VA 22801 ~40.15 miles north of Wintergreen
  • Pool available: Indoor Saltwater Pool
  • Three Star Mountain property
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
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
19980 Lynchburg Highway, Lynchburg, VA 24502 ~43.42 miles southwest of Wintergreen
  • Includes a pool: 6AM TO 9PM 16X32 FT SWIM AREA OUTDOOR
  • Low priced Highway hotel
More Photos Swimming pool at Timberlake Motel
From$50
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Bluegreen Shenandoah Crossing Ascend Resort Collection - Gordonsville
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
174 Horseshoe Circle, Gordonsville, VA 22942 ~43.59 miles east of Wintergreen
  • Our hotel comes with a pool
  • 3-star Rural hotel
More Photos Photo of Bluegreen Shenandoah Crossing Ascend Resort Collection Pool
From$104
Poor 2.0 /5 Recent Reviews Call BookMore Details

Next: Show All Available Wintergreen Hotels with Pricing
Back to Top