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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Cottages in Wintergreen

Terrace/patio
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
10.0 out of 10, Exceptional, (22)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
United States
Claire B.
The price is AU$723
includes taxes & fees
21 Oct - 22 Oct
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Exterior
Brand new serene luxury cottage just off the Brew Ridge Trail
Brand new serene luxury cottage just off the Brew Ridge Trail
10.0 out of 10, Exceptional, (2)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is AU$245
includes taxes & fees
5 Nov - 6 Nov
Brand new serene luxury cottage just off the Brew Ridge Trail
Terrace/patio
Bluebird Cottage: Near 151 + Appalachian Trail
Bluebird Cottage: Near 151 + Appalachian Trail
2.0 star property
8.0 out of 10, Very good, (8)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is AU$452
includes taxes & fees
26 Oct - 27 Oct
Bluebird Cottage: Near 151 + Appalachian Trail
Outdoor dining
Mechum Hill Cottage: Central to Crozet & Cville
Mechum Hill Cottage: Central to Crozet & Cville
9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
United States
Steven
The price is AU$436
includes taxes & fees
4 Nov - 5 Nov
Mechum Hill Cottage: Central to Crozet & Cville
Exterior
Unique Cypress cottage, close to Charlottesville with mountain views.
Unique Cypress cottage, close to Charlottesville with mountain views.
10.0 out of 10, Exceptional, (41)
"The cabin was beautiful and a perfect place for us to relax. The location was phenomenal and closely located to Shenandoah and many amazing towns to explore."
United States
Derek S.
The price is AU$448
includes taxes & fees
17 Nov - 18 Nov
Unique Cypress cottage, close to Charlottesville with mountain views.
Outdoor dining
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
9.8 out of 10, Exceptional, (9)
"Very tranquil place. "
United States
Thomas K.
The price is AU$490
includes taxes & fees
28 Oct - 29 Oct
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Outdoor dining
The Cottage @ Afton Mountain- Close to Wineries!
The Cottage @ Afton Mountain- Close to Wineries!
10.0 out of 10, Exceptional, (16)
"Great place"
United States
Beverly
The price is AU$529
includes taxes & fees
21 Oct - 22 Oct
The Cottage @ Afton Mountain- Close to Wineries!
Terrace/patio
High Street | Walk to Everything Crozet | Pet-Friendly
High Street | Walk to Everything Crozet | Pet-Friendly
9.8 out of 10, Exceptional, (102)
"reaturants walking distance, just wish the water pressure was better"
United States
ann l.
The price is AU$522
includes taxes & fees
23 Oct - 24 Oct
High Street | Walk to Everything Crozet | Pet-Friendly
House (3 Bedrooms) | Interior
Modern Nellysford Getaway on 40 Private Acres!
Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
The price is AU$886
includes taxes & fees
27 Oct - 28 Oct
Modern Nellysford Getaway on 40 Private Acres!
Outdoor dining
Little Haven Cottage: Walk to Meade Tasting
Little Haven Cottage: Walk to Meade Tasting
The price is AU$685
includes taxes & fees
28 Oct - 29 Oct
Little Haven Cottage: Walk to Meade Tasting
Exterior
Isolated cottage with good view close to many winery and Brewers.
Isolated cottage with good view close to many winery and Brewers.
8.8 out of 10, Excellent, (24)
"The house suited us perfectly for our stay. I grew up in the area and know Greenwood pretty well, so felt like home :-) "
United States
Joseph K.
The price is AU$407
includes taxes & fees
21 Oct - 22 Oct
Isolated cottage with good view close to many winery and Brewers.
Property grounds
Mountain Mindset: Pup Friendly + Trail
Mountain Mindset: Pup Friendly + Trail
9.8 out of 10, Exceptional, (7)
"This home had everything we could have asked for!"
United States
Ana` C.
Mountain Mindset: Pup Friendly + Trail
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.
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Top Wintergreen Hotel Reviews

Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent
"Very clean large room, bright facility, very good breakfast."
Raymond 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Staunton by IHG

Find out more about Wintergreen

Wintergreen Cottages information

Number of reviews
234
Accommodation
93 Cottages
Lowest Price
AU$245
Highest Price
AU$886

Frequently asked questions

What is there to do in Wintergreen near my cottage?
The most useful travel accessory is a well-thought-out travel plan. Bold Rock Hard Cider Nellysford Cidery is a great place to kick-start your adventures in Wintergreen.