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Search B&B in Wintergreen

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Compare 21 B&B in Wintergreen with updated reviews, rates, and availability.

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (384)
"Lovely place - stayed in Bowers 21 - large room, very nicely appointed, comfortable bed. Shower was tiny, but great water pressure, plenty of hot water. Included breakfast was very good. "
The price is AED 474
AED 531 total
includes taxes & fees
5 Jan - 6 Jan
Frederick House

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (18)
"Great staff, accommodations, and breakfast!"
The price is AED 679
AED 776 total
includes taxes & fees
12 Jan - 13 Jan
The Crossroads Inn

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (28)
"An amazing experience, would definitely recommend."
The price is AED 808
AED 907 total
includes taxes & fees
6 Jan - 7 Jan
The Farmhouse at Veritas

Red Hill Bed and Breakfast

3.0 star property
8.2 out of 10, Very Good, (21)
"Wonderful stay! "
Red Hill Bed and Breakfast

Osceola Mill

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 515
AED 594 total
includes taxes & fees
9 Jan - 10 Jan
Osceola Mill

Sugar Tree Inn

3.5 star property
9.6 out of 10, Exceptional, (95)
"The property is really unique. We liked it and highly recommend."
The price is AED 691
AED 796 total
includes taxes & fees
4 Jan - 5 Jan
Sugar Tree Inn

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (50)
"Excellent stay. Typical Virginia style but modern amenities. Awesome host. The best breakfast. "
The price is AED 915
AED 1,045 total
includes taxes & fees
2 Feb - 3 Feb
Woodville Bed and Breakfast

Steeles Tavern Manor

4.0 star property
9.6 out of 10, Exceptional, (137)
"Wonderful visit. Beautiful, clean room, delicious breakfast, friendly and accommodating hosts. Lovely property to explore!"
Steeles Tavern Manor

Harmony Hill B&B

3.5 star property
9.4 out of 10, Exceptional, (257)
"Harmony Hill is in a very quiet, beautiful setting. It was convenient to our event nearby and the owners were very kind, accommodating, and hospitable. Everything was very clean and comfortable and the communication was excellent. We really enjoyed our stay. "
Harmony Hill B&B

Orchard House B&B

3.5 star property
9.2 out of 10, Wonderful, (261)
"Friendly staff and the breakfasts were exceptional. "
Orchard House B&B

Osceola Mill - Reopening!

10.0 out of 10, Exceptional, (1)
"My husband and I decided to take a short road trip to Natural Bridge for Thanksgiving, and boy there were no regrets! Linda and her family are absolutely lovely and personable. This cabin is a 1800 flour mill which was converted into a B&B. The architecture was preserved and the wood beans and accents are beautiful. Linda and her husband have done a great job preserving the history of this mill. Breakfast every morning was so delicious. I had the best homemade cinnamon rolls I’ve ever had in my...
The price is AED 545
AED 702 total
includes taxes & fees
9 Jan - 10 Jan
Osceola Mill - Reopening!

Fenton Inn

3.5 star property
9.8 out of 10, Exceptional, (82)
"Fenton Inn is a cute little bed and breakfast. The service and food were both great. Our room was comfortable and exactly as described. I would highly recommend it for anyone who wants to get away for a weekend."
Fenton Inn

The Mark Addy Bed & Breakfast

3.5 star property
7.2 out of 10, Good, (148)
"Great but had trouble finding house. Gps sent us to wrong house"
The Mark Addy Bed & Breakfast

Osceola Mill Dining & Lodging

3.5 star property
10.0 out of 10, Exceptional, (1)
"We had a great time! The cabin was so cozy and perfect for a weekend getaway in the mountains! The food was delicious!! We had both dinner and breakfast there! "
Osceola Mill Dining & Lodging

Lexington-Raphine Bed And Bagel

2.0 star property
10.0 out of 10, Exceptional, (2)
"I stayed at this place because it was one of the few places still available in the area. I completely lucked out and had the most amazing experience. Not only was everything cozy and clean but we had almost hte entire upstairs to ourself. We had a spacious bathroom with a tub to definitely write home about, a kitchenette area, a common room, and the bedroom. I definitely got my money's worth and more!"
Lexington-Raphine Bed And Bagel

Frederick House

2.0 star property
9.8 out of 10, Exceptional, (6)
"Our room was roomy and comfy, I would love to return, the city is perfect. "
Frederick House

Osceola Mill Bed & Breakfast Inn and Cabin

The price is AED 788
AED 1,015 total
includes taxes & fees
9 Jan - 10 Jan
Osceola Mill Bed & Breakfast Inn and Cabin

Osceola Mill Bed & Breakfast Inn & Cabin

The price is AED 1,151
AED 1,486 total
includes taxes & fees
1 Feb - 2 Feb
Osceola Mill Bed & Breakfast Inn & Cabin

"Mizpah" B&B Historic Farmhouse in the Blue Ridge Mountains of Nelson County, VA

The price is AED 2,174
AED 4,438 total
includes taxes & fees
4 Jan - 5 Jan
"Mizpah" B&B Historic Farmhouse in the Blue Ridge Mountains of Nelson County, VA

Osceola Mill Bed & Breakfast Inn & Cabin

The price is AED 545
AED 702 total
includes taxes & fees
9 Jan - 10 Jan
Osceola Mill Bed & Breakfast Inn & Cabin
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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Other property types in Wintergreen

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (286)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is AED 547
AED 1,411 total
includes taxes & fees
15 Jan - 16 Jan
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (171)
"Amazing views along the blue ridge trail in wintergreen. Host was communicative and check in was easy! Plentry of room for our stay and guests. We thouroughly enjoyed our stay!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (300)
"This house was so beautiful! It was the best stocked vrbo we've stayed in with everything for the kitchen, bath, games and even a few dog toys! The hosts have thought of every little detail. Highly recommend. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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.

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 winery. 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. Sugar Tree Inn: 11 rooms. 14.4 mi (23.2 km) from the heart of downtown. Enjoy the free full breakfast and deli. Fenton Inn: 5 rooms. Located 4.2 mi (6.8 km) from the core of Wintergreen. Enjoy the free buffet breakfast and fitness center.
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.