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Search B&B in Wintergreen

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Compare 14 B&B in Wintergreen with updated reviews, rates, and availability.

Frederick House
Terrace/patio

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (383)
"Neat old property. Walking distance to most places we wanted to go"
The price is SAR 507
SAR 568 total
includes taxes & fees
27 Nov - 28 Nov
Frederick House
The Crossroads Inn
Front of property

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (16)
"We loved it !! Enjoyed the character of an older historical Inn feeling what it may have been like in the 1800’s when travelers stopped to stay and eat and refresh themselves. We delighted in having a hearty breakfast served daily to us in the basement with brick floors that went out to a lovely patio. This prepared us for wonderful days of viewing the fall foliage and visiting some of the many wineries nearby."
The price is SAR 694
SAR 793 total
includes taxes & fees
3 Dec - 4 Dec
The Crossroads Inn
The Farmhouse at Veritas
Porch

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (28)
"An amazing experience, would definitely recommend."
The price is SAR 1,126
SAR 1,265 total
includes taxes & fees
3 Dec - 4 Dec
The Farmhouse at Veritas
Woodville Bed and Breakfast
Front of property

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (49)
"A truly great place!"
The price is SAR 935
SAR 1,069 total
includes taxes & fees
1 Dec - 2 Dec
Woodville Bed and Breakfast
Osceola Mill
Front of property

Osceola Mill

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 554
SAR 639 total
includes taxes & fees
27 Nov - 28 Nov
Osceola Mill
Sugar Tree Inn
Exterior

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 SAR 706
SAR 814 total
includes taxes & fees
1 Dec - 2 Dec
Sugar Tree Inn
Steeles Tavern Manor
Front of property

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
Red Hill Bed and Breakfast
Exterior

Red Hill Bed and Breakfast

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

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
Front of property - evening/night

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
Fenton Inn
Exterior

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
Front of property

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
Front of property

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
Exterior

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
Exterior

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
"Mizpah" B&B Historic Farmhouse in the Blue Ridge Mountains of Nelson County, VA
A moonlit dinner party on the western veranda

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

The price is SAR 2,223
SAR 4,538 total
includes taxes & fees
28 Nov - 29 Nov
"Mizpah" B&B Historic Farmhouse in the Blue Ridge Mountains of Nelson County, VA
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.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views

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

9.6 out of 10, Exceptional, (283)
"We came to stay in this area to attend my best friend's wedding. There were around 100 guests at the wedding and everyone had rented a home in the area. Our location was perfect! We were near other guests, the venue, and several breweries. There were several activities planed at the resort as well. We were able to spend one day in Charlottesville as well but it was around a 50 minute drive. We really enjoyed the view and trails around the home. There are several balconies to relax on but we...
The price is SAR 559
SAR 1,442 total
includes taxes & fees
1 Dec - 2 Dec
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!
Good morning! Spectacular sunrise from the living room and deck!

Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!

10.0 out of 10, Exceptional, (226)
"Our annual girls weekends are our favorite time of year staying here. The coziness, the stunning views, and amazing host are unbeatable! "
Best views on Mountain! Breathtaking 5 Star. Available Ski Season! BOOK NOW!
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
Living area

Travelers' Rest--Your Wintergreen Retreat in the Center of it All!

9.8 out of 10, Exceptional, (16)
"Our weekend was easily a 9;8 (a number we saw posted in the info you provided)...and we look forward to returning to this exact location...We loved the quality, uniqueness, and location of Traveler's Rest.....The weekend was as near perfect as it gets with the Condo, the food at The Echo, and the weather...The food and service at The Echo was excellent and deserves a higher rating than we saw...Denise and I had a really special experience, one that we won't forget...."
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
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. Woodville Bed and Breakfast: 5 rooms. Located 16.9 mi (27.2 km) from the core of Wintergreen. Enjoy the free cooked breakfast and winery.
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.