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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

B&B in Wintergreen

Property entrance
The Crossroads Inn
The Crossroads Inn
5.0 star property
10.0 out of 10, Exceptional, (36)
"Wonderful stay! "
United States
Lamont
The Crossroads Inn
Patrick-27 | Iron/ironing board, free WiFi, bed sheets
Frederick House
Frederick House
3.5 star property
9.6 out of 10, Exceptional, (417)
"Nice place to stay"
United States
evgeniy
The price is AED 518
AED 580 total
includes taxes & fees
16 Nov - 17 Nov
Frederick House
Fishing
Steeles Tavern Manor
Steeles Tavern Manor
4.0 star property
9.6 out of 10, Exceptional, (139)
"Sandra made sure we know the code for the door if we got oj late but was there to meet us when we got in. She’s so accommodating and the inn is lovely!"
United States
Will
The price is AED 973
AED 1,122 total
includes taxes & fees
2 Nov - 3 Nov
Steeles Tavern Manor
Terrace/patio
Osceola Mill
Osceola Mill
2.0 star property
10.0 out of 10, Exceptional, (5)
"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."
United Kingdom
Adrian
The price is AED 587
AED 676 total
includes taxes & fees
26 Oct - 27 Oct
Osceola Mill
Exterior
The Farmhouse at Veritas
The Farmhouse at Veritas
4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
The price is AED 1,194
AED 1,341 total
includes taxes & fees
17 Nov - 18 Nov
The Farmhouse at Veritas
Room, Private Bathroom (Tye River) | Premium bedding, pillowtop beds, individually decorated
Sugar Tree Inn
Sugar Tree Inn
3.5 star property
9.6 out of 10, Exceptional, (105)
"Beautiful b & b and so secluded. Crabtree Falls room so atmospheric with log burning stove. Comfortable bed and big room. Bathroom needs updating but all clean. Tasty, simple breakfast. Brenda prepared us a charcuterie board which was very tasty. Honesty bar. Games abound. Outdoor terrace. A beautiful secluded stop off. Would stay again. "
United Kingdom
Anne
The price is AED 737
AED 850 total
includes taxes & fees
16 Nov - 17 Nov
Sugar Tree Inn
Front of property
Harmony Haill Bed and Breakfast
Harmony Haill Bed and Breakfast
2.0 star property
The price is AED 713
AED 800 total
includes taxes & fees
31 Oct - 1 Nov
Harmony Haill Bed and Breakfast
Seasonal outdoor pool
Woodville Bed and Breakfast
Woodville Bed and Breakfast
4.0 star property
10.0 out of 10, Exceptional, (54)
"Great breakfast in a beautifully restored home. Lovely quiet room with nice bedding. Owners were delightful. Vineyard on premises."
United States
Anne
The price is AED 823
AED 941 total
includes taxes & fees
26 Oct - 27 Oct
Woodville Bed and Breakfast
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"excellent location nice place classy"
Rani 1-night trip
Posted 2 days ago
Hotel 24 South

Frequently asked questions

Searching for B&Bs in Wintergreen?
If you want to find an accommodation with a small number of rooms and a more personalized environment, a bed and breakfast may be the perfect thing for your vacation to Wintergreen. If you're looking to hit the slopes on your trip to Wintergreen, Wintergreen Resort is worth a visit.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs offer a one-of-a-kind setting.
What are the top B&Bs in Wintergreen?
Here are some B&Bs in the surrounding area: The Crossroads Inn: 6 rooms. 14 mi (22.5 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. The Farmhouse at Veritas: 8 rooms. Situated 9.5 mi (15.4 km) from the heart of Wintergreen. Enjoy the free full breakfast and massage services. Steeles Tavern Manor: 5 rooms. 16.8 mi (27 km) from the heart of downtown. Enjoy the free full breakfast and in-room pools. Harmony Haill Bed and Breakfast: 6 rooms. Located 14.1 mi (22.7 km) from the core of Wintergreen. Enjoy the local cuisine breakfast and hot tubs.
What's the best time of year to book my B&B in Wintergreen?
When you're dreaming of a escape to Wintergreen, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
What is there to do in Wintergreen?
When you want to check out some attractions in town, you might consider a visit to Wintergreen Resort and George Washington National Forest. Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course are also some sites to visit if you want to see more of the area.
How can I get to and around Wintergreen?
Mapping out your trip in and around Wintergreen is easy with these transportation options. Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) away from the city center. You can also search for flights into Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.