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Wintergreen

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Wintergreen Flights as Low as $229

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Jul 15 - Tue, Jul 29
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$229 Roundtrip, found 2 hours ago
$229
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jul 15 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, Jul 29, priced at $229 found 2 hours ago
Delta
Sun, Jul 13 - Fri, Aug 1
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jul 13 from Hancock Intl. to Charlottesville-Albemarle, returning Fri, Aug 1, priced at $233 found 1 day ago
Delta
Fri, Jul 4 - Sat, Jul 5
CHS
Charleston Intl.
CHO
Charlottesville-Albemarle
$234 Roundtrip, found 3 hours ago
$234
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Jul 4 from Charleston Intl. to Charlottesville-Albemarle, returning Sat, Jul 5, priced at $234 found 3 hours ago
Delta
Tue, Jul 15 - Sun, Jul 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$254 Roundtrip, found 2 hours ago
$254
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jul 15 from Hancock Intl. to Charlottesville-Albemarle, returning Sun, Jul 27, priced at $254 found 2 hours ago
Delta
Fri, Jul 4 - Sat, Jul 5
CHS
Charleston Intl.
CHO
Charlottesville-Albemarle
$254 Roundtrip, found 3 hours ago
$254
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Jul 4 from Charleston Intl. to Charlottesville-Albemarle, returning Sat, Jul 5, priced at $254 found 3 hours ago
Delta
Sat, Jun 7 - Tue, Jun 17
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 7 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, Jun 17, priced at $257 found 5 days ago
American Airlines
Wed, Sep 24 - Sat, Sep 27
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$259 Roundtrip, found 3 hours ago
$259
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Sep 24 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Sat, Sep 27, priced at $259 found 3 hours ago
Delta
Tue, Sep 23 - Tue, Sep 30
DAL
Love Field
CHO
Charlottesville-Albemarle
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 23 from Love Field to Charlottesville-Albemarle, returning Tue, Sep 30, priced at $259 found 1 day ago
Delta
Sun, Jul 13 - Sun, Jul 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$259 Roundtrip, found 2 hours ago
$259
Roundtrip
found 2 hours ago
Select Delta flight, departing Sun, Jul 13 from Hancock Intl. to Charlottesville-Albemarle, returning Sun, Jul 27, priced at $259 found 2 hours ago
Delta
Tue, Jul 15 - Tue, Jul 29
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 15 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, Jul 29, priced at $263 found 1 day ago
Delta
Fri, Jun 6 - Mon, Jun 23
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$264 Roundtrip, found 3 hours ago
$264
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Jun 6 from Hancock Intl. to Charlottesville-Albemarle, returning Mon, Jun 23, priced at $264 found 3 hours ago
American Airlines
Tue, Aug 19 - Tue, Aug 26
DEN
Denver Intl.
CHO
Charlottesville-Albemarle
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 19 from Denver Intl. to Charlottesville-Albemarle, returning Tue, Aug 26, priced at $265 found 1 day ago
United
Tue, Aug 19 - Tue, Aug 26
DEN
Denver Intl.
CHO
Charlottesville-Albemarle
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 19 from Denver Intl. to Charlottesville-Albemarle, returning Tue, Aug 26, priced at $265 found 1 day ago
Delta
Sun, Jun 8 - Mon, Jun 23
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$266 Roundtrip, found 3 hours ago
$266
Roundtrip
found 3 hours ago
Select Delta flight, departing Sun, Jun 8 from Hancock Intl. to Charlottesville-Albemarle, returning Mon, Jun 23, priced at $266 found 3 hours ago
Delta
Tue, Sep 16 - Tue, Sep 23
COS
Colorado Springs
CHO
Charlottesville-Albemarle
$269 Roundtrip, found 5 days ago
$269
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 16 from Colorado Springs to Charlottesville-Albemarle, returning Tue, Sep 23, priced at $269 found 5 days ago
American Airlines
Fri, Aug 15 - Sun, Aug 17
CLD
McClellan-Palomar
CHO
Charlottesville-Albemarle
$319 Roundtrip, found 3 hours ago
$319
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Aug 15 from McClellan-Palomar to Charlottesville-Albemarle, returning Sun, Aug 17, priced at $319 found 3 hours ago

Cheap Flights to Wintergreen

Fall in love at first flight with your vacation to Wintergreen by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Wintergreen on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Wintergreen, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Wintergreen

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Wintergreen with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHO airport.

What is the cheapest month to fly to Wintergreen?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Wintergreen are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wintergreen?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Wintergreen.

What airport is best to fly into Wintergreen?

When you’re planning your trip to Wintergreen, convenience is the name of the game. Luckily, Wintergreen Shenandoah Valley Regional Airport is nearby so you can deplane and get going on checking off everything on your Wintergreen must-do list.

How much are flights to Wintergreen?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wintergreen on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $229, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Wintergreen?

The trick to saving a stack of cash on your flight to Wintergreen? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $229 right now, why wait?

Wintergreen Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$228

Last Minute Hotel Deals in Wintergreen

Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,149 reviews)
Great bang for you buck..
"Great happy helping staff, a big plus these days! Rooms were clean, hotel in good repair. Breakfast was awesome. Coffee always available to guests. And Hometown Grill across street was great, gave us 10% off for staying at this hotel. Everything you need close by."

Reviewed on Jun 4, 2025

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Sleep Inn Staunton
Hotel 24 South
Hotel 24 South
3 out of 5
24 South Market Street, Staunton, VA
Stay at this 3-star historic hotel in Staunton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient ...
9.4/10 Exceptional! (1,000 reviews)
"It is a wonderful place to stay; clean, updated, friendly staff. The experience could not have been better."

Reviewed on Jun 1, 2025

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Hotel 24 South
Holiday Inn Express And Suites Waynesboro East by IHG
Holiday Inn Express And Suites Waynesboro East by IHG
2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Stay at this hotel in Waynesboro. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (340 reviews)
Relaxing stay at Holiday Inn Express
"Keurig in room is way above the drip coffee makers at Comfort Inn and Courtyard by Marriott. None have real half and half in room. Bed was very comfortable. AC was quiet. Soundproofing from hall noise was excellent."

Reviewed on Jun 3, 2025

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Holiday Inn Express And Suites Waynesboro East by IHG
Howard Johnson by Wyndham Staunton
Howard Johnson by Wyndham Staunton
2 out of 5
268 N Central Ave, Staunton, VA
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,002 reviews)
"Staff was excellent and friendly would highly recommend."

Reviewed on Jun 3, 2025

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Howard Johnson by Wyndham Staunton
Motel 6 Staunton, VA
Motel 6 Staunton, VA
2 out of 5
96 Baker Lane, Staunton, VA
Stay at this motel in Staunton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,004 reviews)
"Clean, Quiet and very easy access on/off highway. Very reasonable price!"

Reviewed on Jun 5, 2025

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Motel 6 Staunton, VA
The Blackburn Inn and Conference Center
The Blackburn Inn and Conference Center
3.5 out of 5
301 Greenville Avenue, Staunton, VA
Stay at this 3.5-star hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (976 reviews)
"Our 2nd visit and we love it!! Clean and modern within walking distance of great dining!!"

Reviewed on Jun 1, 2025

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The Blackburn Inn and Conference Center
Holiday Inn Staunton Conference Center by IHG
Holiday Inn Staunton Conference Center by IHG
3 out of 5
152 Fairway Lane, Staunton, VA
Stay at this 3-star golf hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (960 reviews)
"The hotel sits right next-door to a golf club that is available to the public. The hotel is easily accessible off the highway and the rooms were nice and fresh and clean. The breakfast selection and quality of foodwas really quite good."

Reviewed on May 23, 2025

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Holiday Inn Staunton Conference Center by IHG
Holiday Inn Express And Suites Staunton by IHG
Holiday Inn Express And Suites Staunton by IHG
2.5 out of 5
47 Rolling Thunder Lane, Staunton, VA
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (745 reviews)
"The staff were friendly and the continental breakfast had a nice selection. The room was clean and comfortable for our family of six."

Reviewed on May 29, 2025

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Holiday Inn Express And Suites Staunton by IHG
See all 1,192 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.