Wintergreen Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

Photo by Rebecca Brent
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    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Wintergreen

Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is ฿3,028 per night from 13 Jul to 14 Jul
฿3,028
฿3,370 total
13 Jul - 14 Jul
includes taxes & fees
9.2/10 Wonderful! (1,190 reviews)
"Stayed one night. The Sleep Inn was clean and convenient. The staff was very friendly. Would definitely stay again if in the area."

Reviewed on 2 Jul 2025

Sleep Inn Staunton
Hotel 24 South
Hotel 24 South
3 out of 5
24 South Market Street, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is ฿3,612 per night from 13 Jul to 14 Jul
฿3,612
฿4,046 total
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"This was an interesting location to visit. The building seems historic but with nice modern updates. I appreciated being able to bring my dog for an added fee. The room was clean and well equipped."

Reviewed on 3 Jul 2025

Hotel 24 South
Motel 6 Staunton, VA
Motel 6 Staunton, VA
2 out of 5
96 Baker Lane, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is ฿2,305 per night from 19 Jul to 20 Jul
฿2,305
฿2,565 total
19 Jul - 20 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Convenient location"

Reviewed on 29 Jun 2025

Motel 6 Staunton, VA
See all 1,193 properties in Wintergreen
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.

What to do in Wintergreen

Blue Ridge Parkway Tour: Self-Guided Drive

Blue Ridge Parkway Tour: Self-Guided Drive

฿694
per traveller
94% of travellers recommend
Blue Ridge Parkway Tour: Self-Guided Drive
Shenandoah National Park Self-Driving Audio Tour

Shenandoah Tour: Self-Guided Drive

฿472
per traveller
96% of travellers recommend
Shenandoah Tour: Self-Guided Drive
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

฿555
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
See all activities in Wintergreen

Frequently asked questions

How much does a Wintergreen holiday package cost?
You'll find cheap prices on Expedia for your Wintergreen break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Wintergreen costs.
What are the cheapest months to go to Wintergreen?
If you'd like to score a cheap Wintergreen holiday package, consider travelling in March, April and August. You'll generally find better rates on flights and hotels during these months --- ideal for budget-conscious travellers.
How many days is enough for Wintergreen?
The ideal duration of your Wintergreen holiday depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the top sights and explore some hidden gems along the way.
How to find the best Wintergreen package deals?
Begin your search for a Wintergreen package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Wintergreen package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wintergreen adventure off to a flying start.
Is it cheaper to book a Wintergreen holiday as a package?
You can enjoy significant savings on your next Wintergreen break by booking a customised holiday package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Wintergreen?
If you've got your Wintergreen travel dates locked in, book early to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Wintergreen?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Wintergreen.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Wintergreen.
  3. Decide how long to go for: Now that you're more familiar with Wintergreen, you can figure out the ideal length of your holiday. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Wintergreen holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.