
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.

Little Mod Hotel at the University
Venable
Price was $1,092, price is now $908 per person
$908
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

The Doyle Hotel
Starr Hill
Price was $1,454, price is now $1,134 per person
$1,134
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, a terrace, and a picnic area are also on offer.

Kimpton The Forum Hotel by IHG
UVA
Price was $1,312, price is now $1,086 per person
$1,086
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms on site, along with the valet parking and WiFi in public areas. A garden, a communal living room, and luggage storage are also on offer.

Oasis Near Charlottesville With Pool Grill
Save 100% on your flight
Price was $4,586, price is now $3,836 per person
$3,836
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
This vacation home features free WiFi in public areas, a garden, and barbecue grills.

Oakhurst Inn at the University
Jefferson Park Avenue
Price was $1,174, price is now $998 per person
$998
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Self parking, a coffee shop, and a terrace are also offered.
Top Wintergreen hotels deals

NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Washer

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
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

The Modern Mountain Condo
$213 nightly
The price is $239 total per night
$239 total
Sep 24 - Sep 25
Total with taxes and fees
This condo features laundry facilities.
Pool
Kitchen

The Distinguished Squirrel Chalet walking distance
$361 nightly
The price is $406 total per night
$406 total
Sep 24 - Sep 25
Total with taxes and fees
This vacation home features ski-in/ski-out access, laundry facilities, and barbecue grills.
Kitchen
Washer

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Hot Tub
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
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
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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