Book Wintergreen Bed & Breakfast

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Our top choices for Wintergreen bed & breakfast

1. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (39 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
$365 nightly
The price is $405
Nov 16 - Nov 17
Total with taxes and fees
The Farmhouse at Veritas

2. Sugar Tree Inn

Sugar Tree Inn
3.5 star property
Vesuvius
9.6 out of 10, Exceptional, (112 reviews)
"The food was fresh and delicious. Brenda and Kevin made our stay the perfect getaway!"
United States
Jessica
$228 nightly
The price is $263
Nov 19 - Nov 20
Total with taxes and fees
Sugar Tree Inn

3. Osceola Mill

Osceola Mill
2.0 star property
Raphine
10.0 out of 10, Exceptional, (19 reviews)
"Very nice historical inn, comfortable bed, great home cooked breakfast!"
United States
Robert
$189 nightly
The price is $218
Nov 15 - Nov 16
Total with taxes and fees
Osceola Mill

4. Woodville Bed and Breakfast

Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (58 reviews)
"Awesome place to stay and the people there are so friendly and welcoming! I’d definitely recommend visiting again "
United States
Patrick
$209 nightly
The price is $239
Nov 15 - Nov 16
Total with taxes and fees
Woodville Bed and Breakfast

5. Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
10.0 out of 10, Exceptional, (149 reviews)
"Clean, nice and well appointed rooms. Great breakfast menu and appreciated the multiple time options (we are early risers)."
United States
Joyce
$211 nightly
The price is $244
Nov 22 - Nov 23
Total with taxes and fees
Steeles Tavern Manor

6. Frederick House

Frederick House
3.5 star property
Staunton
9.4 out of 10, Exceptional, (506 reviews)
"This is so far the best bed and breakfast we have stayed at The staff was excellent, extremely helpful and the breakfast was great if 100% recommend Plus they support a cat shelter ❤️🐾"
United States
Michael
$164 nightly
The price is $183
Nov 18 - Nov 19
Total with taxes and fees
Frederick House

7. 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, (51 reviews)
"Clean, out of the way, quiet. Owner was great. The history is amazing"
United States
heather
$185 nightly
The price is $206
Nov 11 - Nov 12
Total with taxes and fees
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

8. 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, (15 reviews)
"We had a lovely weekend at Meadowcroft and hope to visit again. The room was well appointed, comfortable and clean, the scenery around the Inn was gorgeous, and the owner was kind and engaging. "
United States
Ellie R.
$184 nightly
The price is $205
Nov 11 - Nov 12
Total with taxes and fees
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite

9. 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, (14 reviews)
"it was a quiet weekend, host was genial and had some great stories at breakfast. "
United States
Tom C.
$213 nightly
The price is $237
Nov 30 - Dec 1
Total with taxes and fees
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite

10. 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, (3 reviews)
"Everything from the check in to check out was just excellent & smooth & I cannot wait to book this bed & breakfast again the George Washington room is beyond gorgeous!!"
United States
Anonymous traveler
$312 nightly
The price is $347
Nov 11 - Nov 12
Total with taxes and fees
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite

11. The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
9.8 out of 10, Exceptional, (74 reviews)
"Wonderful, cozy stay in a beautiful area!"
United States
Esther
The Crossroads Inn
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.

Learn more about Wintergreen

Nestled in the Blue Ridge Mountains, this four-season resort offers skiing in winter and championship golf courses in summer. Hike to stunning Crabtree Falls nearby or explore the scenic Blue Ridge Parkway with its overlooks and picnic spots.

A mountainous landscape with lush green hills and a clear blue sky with contrails.

Top reviews in Wintergreen

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 $183 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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