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.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
per person
Aug 12 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Charlottesville (CHO)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and valet parking. Enjoy the gym and perks like free self parking.
Super 8 by Wyndham Charlottesville

Super 8 by Wyndham Charlottesville

2 out of 5
Hydraulic
per person
Aug 12 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Charlottesville (CHO)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

2 out of 5
The Meadows
per person
Aug 12 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Charlottesville (CHO)
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Luggage storage, laundry facilities, and free newspapers are also on offer.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
per person
Aug 12 - Aug 18
found 8 hours ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Charlottesville (CHO)
This hotel features a restaurant, free WiFi in public areas, and a picnic area. 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. Express check-in and express check-out are also provided.

Top Wintergreen hotels deals

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

$342 nightly
The price is $384 total per night
$384 total
Jul 14 - Jul 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!

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Get rates
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!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

$411 nightly
The price is $462 total per night
$462 total
Jul 15 - Jul 16
Total includes taxes and fees
A hot tub is featured at this cottage, along with laundry facilities.
Hot Tub
Kitchen
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Get rates
Ski-in/ski-out access and a hot tub are featured at this smoke-free vacation home. There's a gym on site, and laundry facilities and barbecue grills are also offered.
Hot Tub
Kitchen
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
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

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Jul 24 - Jul 25
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
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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

Everything is frozen over at Wintergreen Resort.

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.

Wintergreen Resort
Day off 🍺

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.

Bold Rock Hard Cider Nellysford Cidery

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.

Stoney Creek Golf Course

Frequently asked questions

How much are vacation packages to Wintergreen?
With a Travelocity vacation package, you could be living it up in Wintergreen for a mere $528. Flights, tours and hotels --- we've got you. You'll save a bunch just by bundling together your bookings. With everything taken care of before you leave, you can sit back, relax and enjoy the adventure.
How long should my Wintergreen vacation be?
Many travelers pack their bags and vacation in Wintergreen for around 3 nights. That gives you a rough guide, but don't let it restrict you. Whether you stay for a day or two to see the big attractions or hang around to experience this place like a local, an unforgettable adventure awaits.
Where can I get the best vacation package deals for Wintergreen?
Travelocity can help you snag a terrific Wintergreen package deal. With no less than 400 airlines and 1,000,000 properties across the world, you're sure to find the perfect mix.
Why should I book my Wintergreen vacation bundle with Travelocity?
Because you'll never roam alone if you book through us, and we offer 24/7 customer support and first-rate service to boot. Add to that our Price Match Guarantee and countless experiences and destinations to select from. We're here to help you have the trip of a lifetime.
Can I save on my Wintergreen car rental if I bundle it with a hotel or flight?
Combining your hotel, flight and car into a Wintergreen vacation package is the easiest way to land the best deal. Plus, having your own rental car gives you absolute freedom to get to all those big-name sights you want to check out. Situated 120 mi from Wintergreen, White House is one place that should feature on your itinerary. Load up the car and make a day trip of it.
Which airport is best for Wintergreen?
Charlottesville-Albemarle Airport (CHO) (30 mi away from the city center), Lynchburg Regional Airport (LYH) (40 mi away from central Wintergreen) and Shenandoah Valley Regional Airport (SHD) (25 mi away from central Wintergreen) are the best options for Wintergreen.
Where should I stay when visiting Wintergreen?
If you're searching for somewhere to lay your head, consider the Mountain Inn Lodge 70 with Wintergreen Advantage. It's the top pick for many visitors.

Photos of local treasures

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Photo by Rebecca Brent
Photo by Rebecca Brent
Photo by Rebecca Brent
Photo by Rebecca Brent
Photo by Melissa Smestad
Photo by Melissa Smestad