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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Browse Select Wintergreen Cottages

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Recommended hotels in Wintergreen

Osceola Mill
Exterior

Osceola Mill

2.0 star property
10.0 out of 10, Exceptional, (4)
"Welcoming host in an interesting converted building. There’s not much in the immediate area we travelled out to Staunton to eat which was also a nice town."
The price is 4.969.188 ₫
5.729.474 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Osceola Mill
Quality Inn Waynesboro - Skyline Drive
Desk, laptop workspace, blackout curtains, iron/ironing board

Quality Inn Waynesboro - Skyline Drive

2.5 star property
7.0 out of 10, Good, (783)
"Rooms are spacious. Front office reception was above average. Kid loved the pool."
The price is 1.821.510 ₫
2.027.341 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Quality Inn Waynesboro - Skyline Drive
Barristers Row
Superior Suite, Accessible, Private Bathroom (Suite 6 ADA) | Exterior

Barristers Row

2.0 star property
7.0 out of 10, Good, (2)
"The room was very nice"
The price is 3.023.580 ₫
5.153.495 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Barristers Row
Blackwood Chalet
Cabin, Private Bathroom (Blackwood Chalet) | Exterior

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is 3.812.340 ₫
9.539.789 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Blackwood Chalet
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is 9.195.200 ₫
10.326.210 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Afton Mountain Vineyards
Waynesboro Home Near Wintergreen Charlottesville
House | 4 bedrooms

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is 4.231.610 ₫
15.228.677 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Waynesboro Home Near Wintergreen Charlottesville
Stoney Creek Cottage Off The VA 151 Wine Trail
Apartment | 4 bedrooms

Stoney Creek Cottage Off The VA 151 Wine Trail

2.0 star property
The price is 4.856.645 ₫
17.452.034 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Stoney Creek Cottage Off The VA 151 Wine Trail
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is 4.722.976 ₫
6.881.422 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Love Ridge Mountain Lodging
Secret Garden Studio
Apartment, Private Bathroom (Secret Garden Studio) | Exterior

Secret Garden Studio

2.0 star property
9.4 out of 10, Exceptional, (3)
"It was great to wake up to bird song instead of traffic noise, and almost everything I needed for my 4-day stay was there--even coffee and filters for the coffeemaker, which I didn't use because I brought my own, and dish detergent, a sponge, towels, etc. The shower control was very hard to pull out to increase water pressure, and the area rug in the front/bedroom seemed not to have been vacuumed in a while, as I discovered because I forgot my yoga mat. Other than that, everything was neat,...
The price is 2.103.360 ₫
4.327.663 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Secret Garden Studio
Holiday Inn Express & Suites Waynesboro East by IHG
Exterior

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 star property
9.0 out of 10, Wonderful, (405)
"Great place to stay"
The price is 2.970.996 ₫
3.306.745 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Holiday Inn Express & Suites Waynesboro East by IHG
The Urban Cowboy
Apartment, Private Bathroom (The Urban Cowboy) | Exterior

The Urban Cowboy

2.0 star property
8.0 out of 10, Very good, (5)
"Didn't stay there, couldn't get in Expensive"
The price is 2.366.280 ₫
4.227.754 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Urban Cowboy
The Crossroads Inn
Building design

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The Crossroads Inn
Iris Inn and Cabins
Exterior

Iris Inn and Cabins

4.0 star property
10.0 out of 10, Exceptional, (2)
"Every thing , extraordinary place ."
The price is 7.346.439 ₫
8.176.587 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Iris Inn and Cabins
Hotel 24 South
Exterior

Hotel 24 South

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Beautiful hotel"
The price is 2.992.381 ₫
3.351.467 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Hotel 24 South
Grey Pine Lodge
Exterior

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (105)
"Easy self check in. Close to the blue ridge parkway. Great place to stay after a day of riding. "
The price is 2.703.343 ₫
3.476.736 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Grey Pine Lodge
The Shenandoah Suite
Apartment, Private Bathroom (The Shenandoah Suite) | Balcony view

The Shenandoah Suite

2.0 star property
10.0 out of 10, Exceptional, (5)
"Not wanting a stuffy hotel we opted for an apartment type rental. Full kitchen, living room, bedroom and bathroom. Having a couch to feel at home to watch TV made our stay homey. Absolutely loved the decor with a theme throughout the place. I love the charm of the old homes and this one didn’t disappoint. If I get back to Staunton I will definitely stay here! "
The price is 2.339.988 ₫
4.198.307 ₫ total
includes taxes & fees
15 Sept - 16 Sept
The Shenandoah Suite
Motel 6 Staunton, VA
Front of property

Motel 6 Staunton, VA

2.0 star property
8.4 out of 10, Very good, (1005)
"Wanted to check in early, they were very accommodating. "
The price is 1.537.556 ₫
1.711.083 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Motel 6 Staunton, VA
Econo Lodge Waynesboro - Skyline Drive
Exterior

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
7.0 out of 10, Good, (92)
"Close to Skyline Drive. Nice city. "
The price is 1.481.291 ₫
1.648.678 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Econo Lodge Waynesboro - Skyline Drive
Royal Inn Motel
Property grounds

Royal Inn Motel

2.0 star property
6.2 out of 10, (70)
"The place was great for obe night stay "
The price is 2.233.120 ₫
2.485.464 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Royal Inn Motel
The Bohemian Suite
Apartment, Private Bathroom (The Bohemian Suite) | Miscellaneous

The Bohemian Suite

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is 2.339.988 ₫
4.198.307 ₫ total
includes taxes & fees
15 Sept - 16 Sept
The Bohemian Suite
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

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

10/10 Excellent
"nice place walkable to downtown"
David 2-night trip
Posted 23 hours ago
The Blackburn Inn and Conference Center

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What is there to do in Wintergreen near my cottage?
Once you've checked in to your hotel, venture out and discover the fantastic things Wintergreen has to offer. Wintergreen Resort is a top attraction to add to your travel itinerary.