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Our top choices for Wintergreen bed & breakfast

The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
10.0 out of 10, Exceptional, (45 reviews)
"The Inn was just lovely. Warm, welcoming and had a great vibe. The staff was attentive and personable. We totally enjoyed our time and will definitely return for another visit."
United States
Robin
$205 nightly
The price is $235
May 4 - May 5
Total with taxes and fees
The Crossroads Inn

Sugar Tree Inn

Sugar Tree Inn
3.5 star property
Vesuvius
9.6 out of 10, Exceptional, (108 reviews)
"Everything very good... I recommend to have dinner there... amazing food and place"
United States
Vander
$208 nightly
The price is $240
Apr 21 - Apr 22
Total with taxes and fees
Sugar Tree Inn

Frederick House

Frederick House
3.5 star property
Staunton
9.4 out of 10, Exceptional, (436 reviews)
"Pleasant staff, great breakfast and perfect location."
United States
Daniel
$156 nightly
The price is $175
Apr 19 - Apr 20
Total with taxes and fees
Frederick House

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
Swoope
10.0 out of 10, Exceptional, (39 reviews)
"Very well decorated cabins and very clean! Would stay again."
United States
Tim W.
$195 nightly
The price is $217
Apr 19 - Apr 20
Total with taxes and fees
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Woodville Bed and Breakfast

Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (55 reviews)
"Awesome place to stay and the people there are so friendly and welcoming! I’d definitely recommend visiting again "
United States
Patrick
$249 nightly
The price is $285
Apr 19 - Apr 20
Total with taxes and fees
Woodville Bed and Breakfast

Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
9.6 out of 10, Exceptional, (142 reviews)
"Accommodations and breakfast were excellent. Manager is so nice friendly and helpful!"
United States
Martha
$230 nightly
The price is $265
Apr 20 - Apr 21
Total with taxes and fees
Steeles Tavern Manor

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (34 reviews)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
$349 nightly
The price is $387
Apr 20 - Apr 21
Total with taxes and fees
The Farmhouse at Veritas

Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite

Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
Swoope
10.0 out of 10, Exceptional, (10 reviews)
"Welcoming, beautiful, and peaceful!Such a wonderful place to stay everything was spotless, and the rustic décor made it feel cozy and inviting. The home-cooked breakfast was absolutely delicious, and the owner and staff were so kind and friendly. I only wish we could have stayed longer!"
United States
Jennifer Z.
$195 nightly
The price is $217
Apr 19 - Apr 20
Total with taxes and fees
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite

Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite

Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
Swoope
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful place and setting. Very relaxed and friendly host team."
United States
Brian H.
$227 nightly
The price is $253
Apr 20 - Apr 21
Total with taxes and fees
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite
Swoope
10.0 out of 10, Exceptional, (19 reviews)
"Absolutely loved the property and people. Short drive to town. If you are visiting Staunton, Va……HIGHLY recommend!!!!!!"
United States
Michael F.
$429 nightly
The price is $477
Apr 19 - Apr 20
Total with taxes and fees
Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite

Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite

Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite
Swoope
10.0 out of 10, Exceptional, (2 reviews)
"We pulled in at 5pm and were promptly greeted by Bill (Judie's husband). He checked us in and gave us a brief tour of the building and the farm. Our room was spacious and well appointed, and the bathroom with the slipper claw foot tub was very nice. It was modern but maintained much of the character we appreciate. Breakfast was excellent, and included an impromptu lesson from Bill on (re)construction of the premises. Unfortunately Judie was under the weather, so we didn't get a chance to meet...
United States
charles a.
$336 nightly
The price is $374
Apr 17 - Apr 18
Total with taxes and fees
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr 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

Find out more about Wintergreen

Wintergreen B&B information

Number of reviews
891
Accommodation
0 B&B
Lowest Price
$175
Highest Price
$477

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Wintergreen?
Prices for B&Bs in Wintergreen often vary, but you can find a great deal from $175 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Wintergreen B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Wintergreen?
January is the most popular month to book a B&B in Wintergreen, coinciding with the peak travel season that spans from December to February. During this time, the resort is bustling with visitors eager to embrace winter sports and the breathtaking scenery of the Blue Ridge Mountains. With temperatures typically ranging from the mid-20s to low 40s Fahrenheit, it's an ideal setting for skiing, snowboarding, and cozying up by the fireplace after a day on the slopes.

The winter months offer an abundance of outdoor activities, making it a prime time for those who appreciate a lively atmosphere filled with fellow adventurers. You can also take advantage of nearby attractions like scenic hiking trails and charming local shops, all while enjoying the crisp mountain air.

If you're looking for a more budget-friendly time to visit, consider planning your trip in May. This month ushers in beautiful spring weather, with temperatures rising into the 50s and 60s Fahrenheit, making it great for hiking and enjoying the blooming landscape without the crowds. May offers a chance to experience the tranquility of Wintergreen and its surroundings, allowing you to immerse yourself in nature's beauty at your own pace.
What is the difference between a Wintergreen Bed & Breakfast and a hotel?
Every Wintergreen B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Wintergreen B&Bs.

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