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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 19 B&B in Wintergreen with updated reviews, rates, and availability.

Frederick House
Patrick-27 | Iron/ironing board, free WiFi, bed sheets

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (387)
"Beautiful and charming old home with large rooms and nice decor. Clean and well kept. Breakfast was tasty with several interesting choices and a side of fresh fruit. Perfectly located to enjoy and explore Staunton's fun downtown. "
The price is SAR 652
SAR 730 total
includes taxes & fees
30 Mar - 31 Mar
Frederick House
The Crossroads Inn
Winery

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (22)
"Our stay was wonderful! Accommodations were beautiful and the breakfast spread was delicious. We usually are not motivated to return to a bed and breakfast, but this one would be worth repeating. "
The price is SAR 616
SAR 704 total
includes taxes & fees
24 Mar - 25 Mar
The Crossroads Inn
The Farmhouse at Veritas
Exterior

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (29)
"An amazing experience, would definitely recommend."
The price is SAR 1,219
SAR 1,369 total
includes taxes & fees
25 Mar - 26 Mar
The Farmhouse at Veritas
Woodville Bed and Breakfast
Seasonal outdoor pool

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 SAR 934
SAR 1,067 total
includes taxes & fees
30 Mar - 31 Mar
Woodville Bed and Breakfast
Red Hill Bed and Breakfast
Interior

Red Hill Bed and Breakfast

3.0 star property
8.2 out of 10, Very Good, (21)
"Wonderful stay! "
The price is SAR 1,125
SAR 1,264 total
includes taxes & fees
22 Mar - 23 Mar
Red Hill Bed and Breakfast
Osceola Mill
Exterior

Osceola Mill

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 534
SAR 616 total
includes taxes & fees
31 Mar - 1 Apr
Osceola Mill
Sugar Tree Inn
Room, Private Bathroom (Tye River) | Premium bedding, pillowtop beds, individually decorated

Sugar Tree Inn

3.5 star property
9.4 out of 10, Exceptional, (96)
"The property is really unique. We liked it and highly recommend."
The price is SAR 635
SAR 732 total
includes taxes & fees
15 Apr - 16 Apr
Sugar Tree Inn
Osceola Mill - Reopening!
Interior

Osceola Mill - Reopening!

10.0 out of 10, Exceptional, (2)
"Linda is creating a true gem in her property and experiences for guest stays. We were the only couple staying the night we were there and treated to a beautiful and delicious breakfast spread in the morning. She gave us space but was also very personable and delightful to talk with. I wish we had more time to spend there and would love to go back as the property and guest experiences continue to evolve!"
The price is SAR 653
SAR 852 total
includes taxes & fees
20 Mar - 21 Mar
Osceola Mill - Reopening!
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
Osceola Mill - Reopening!
Interior

Osceola Mill - Reopening!

The price is SAR 653
SAR 852 total
includes taxes & fees
20 Mar - 21 Mar
Osceola Mill - Reopening!
Orchard House B&B
Exterior

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 Bed & Breakfast Inn & Cabin
Terrace/patio

Osceola Mill Bed & Breakfast Inn & Cabin

The price is SAR 653
SAR 852 total
includes taxes & fees
20 Mar - 21 Mar
Osceola Mill Bed & Breakfast Inn & Cabin
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
Osceola Mill Bed & Breakfast Inn & Cabin
Interior

Osceola Mill Bed & Breakfast Inn & Cabin

The price is SAR 1,238
SAR 1,630 total
includes taxes & fees
25 Mar - 26 Mar
Osceola Mill Bed & Breakfast Inn & Cabin
Osceola Mill Bed & Breakfast Inn and Cabin
Interior

Osceola Mill Bed & Breakfast Inn and Cabin

The price is SAR 945
SAR 1,228 total
includes taxes & fees
20 Mar - 21 Mar
Osceola Mill Bed & Breakfast Inn and Cabin
The Mark Addy Bed & Breakfast
Front of property - evening/night

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
Artist's Historic Farmhouse + Mountain Cideries + Bed & Breakfast, Fire pit
Interior

Artist's Historic Farmhouse + Mountain Cideries + Bed & Breakfast, Fire pit

Artist's Historic Farmhouse + Mountain Cideries + Bed & Breakfast, Fire pit
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
Porch

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
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.
Terrace/patio

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

9.6 out of 10, Exceptional, (297)
"Our girls getaway was perfect! The house was just as described and very clean!!! I’m a stickler for clean and every nook and cranny was spotless. There was only one tiny inconvenience with the hot hub not being filled quite enough and maybe not cleaned before we came because of a film on the surface. But the owner/host responded immediately. We had everything we needed to fix the issue. The house is in a perfect location and located on a cul de sac, so very private. Would highly recommend and we...
The price is SAR 671
SAR 1,567 total
includes taxes & fees
13 Apr - 14 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Wintergreen Condo -Steps to Ski and restaurants
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

10.0 out of 10, Exceptional, (15)
"Short walk"
The price is SAR 356
SAR 884 total
includes taxes & fees
1 Apr - 2 Apr
Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

10.0 out of 10, Exceptional, (311)
"Fully equipped condo"
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. Red Hill Bed and Breakfast: 4 rooms. 11.3 mi (18.2 km) from the heart of downtown.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.