Deals on vacations and trips to Wintergreen
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Wintergreen flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Bluegreen Shenandoah Crossing, Ascend Resort Collection
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
2 outdoor pools, a hot tub, and a gym are all featured at this hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
Mayhurst Inn
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A restaurant, laundry facilities, and concierge services are also provided.
Inn and Tavern at Meander
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
A restaurant, free self parking, and a terrace are among this bed & breakfast's amenities. WiFi in public areas is free. A garden, a snack bar/deli, and a lobby fireplace are also on offer.
English Inn of Charlottesville
The Meadows
per person
Aug 28 - Sep 1
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Lafayette Inn
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, concierge services, and wedding services are also on offer.
Top Wintergreen hotels deals
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
$375 nightly
The price is $421 total per night
$421 total
Aug 14 - Aug 15
Total includes taxes and fees
This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
This condo features an outdoor pool and an indoor pool. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
$413 nightly
The price is $464 total per night
$464 total
Jul 22 - Jul 23
Total includes taxes and fees
A hot tub is featured at this cottage, along with laundry facilities.
Hot Tub
Kitchen
Sleep Inn Staunton
222 Jefferson Hwy, Staunton, VA
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $104 total per night
$104 total
Aug 3 - Aug 4
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage and a safe deposit box are also provided.
Breakfast included
Pet friendly
Hotel 24 South
24 South Market Street, Staunton, VA
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $126 total per night
$126 total
Aug 21 - Aug 22
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
Pool
Pet friendly
Howard Johnson by Wyndham Staunton
268 N Central Ave, Staunton, VA
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $79 total per night
$79 total
Jul 24 - Jul 25
Total includes taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. The front desk is staffed around-the-clock and free newspapers are on offer.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Wintergreen Resort
4.5/5(79 reviews)
Hit the slopes in Nellysford with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.
Bold Rock Hard Cider Nellysford Cidery
4.5/5(6 reviews)
You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Nellysford. Discover the mountain views in this family-friendly area.
Stoney Creek Golf Course
Enjoy a round of golf in Nellysford at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.
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