A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Wintergreen bed & breakfast

Porch

1. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (36 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
$346 nightly
The price is $383
Sep 28 - Sep 29
Total with taxes and fees
The Farmhouse at Veritas
Winery

2. The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
9.8 out of 10, Exceptional, (68 reviews)
"Would stay there again, excellent place."
United States
William
$205 nightly
The price is $235
Sep 21 - Sep 22
Total with taxes and fees
The Crossroads Inn
Room, Private Bathroom (Sugar Tree Country) | Deep soaking bathtub

3. Sugar Tree Inn

Sugar Tree Inn
3.5 star property
Vesuvius
9.6 out of 10, Exceptional, (111 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
Sep 22 - Sep 23
Total with taxes and fees
Sugar Tree Inn
Terrace/patio

4. Woodville Bed and Breakfast

Woodville Bed and Breakfast
4.0 star property
Esmont
10.0 out of 10, Exceptional, (57 reviews)
"Awesome place to stay and the people there are so friendly and welcoming! I’d definitely recommend visiting again "
United States
Patrick
$232 nightly
The price is $265
Sep 21 - Sep 22
Total with taxes and fees
Woodville Bed and Breakfast
Patrick-27 | Iron/ironing board (on request), WiFi (free), bed sheets

5. Frederick House

Frederick House
3.5 star property
Staunton
9.4 out of 10, Exceptional, (485 reviews)
"Great location! Helpful staff, delicious breakfast and the quietest room we have stayed in."
United States
Leigh
$150 nightly
The price is $168
Sep 27 - Sep 28
Total with taxes and fees
Frederick House
Free daily local cuisine breakfast

6. Harmony Haill Bed and Breakfast

Harmony Haill Bed and Breakfast
2.0 star property
Arrington
8.0 out of 10, Very good, (2 reviews)
"Harmony Hill was a great place to spend a quiet night after exploring the area. It was very clean, and the hosts Mary and Bill were kind and attentive. Breakfast was abundant and well prepared, and my husband's dietary needs were well attended to. We enjoyed!"
United States
Emily
$191 nightly
The price is $215
Oct 1 - Oct 2
Total with taxes and fees
Harmony Haill Bed and Breakfast
Property entrance

7. Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
9.6 out of 10, Exceptional, (145 reviews)
"Room and bathroom clean, and comfortable. Breakfast was great."
United States
George
$238 nightly
The price is $274
Oct 5 - Oct 6
Total with taxes and fees
Steeles Tavern Manor
Exterior

8. 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, (46 reviews)
"Clean, out of the way, quiet. Owner was great. The history is amazing"
United States
heather
$200 nightly
The price is $223
Sep 21 - Sep 22
Total with taxes and fees
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
Exterior

9. 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, (11 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.
$198 nightly
The price is $220
Sep 20 - Sep 21
Total with taxes and fees
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
Exterior

10. 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, (12 reviews)
"it was a quiet weekend, host was genial and had some great stories at breakfast. "
United States
Tom C.
$231 nightly
The price is $257
Sep 23 - Sep 24
Total with taxes and fees
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
Dining

11. 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.
$337 nightly
The price is $375
Sep 20 - Sep 21
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

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

10/10 Excellent
"The house was lovely -- lots of great indoor and outdoor space perfect for our group's getaway weekend. Hose was very communicative. House had everything we needed. Loved the open kitchen, dining and living room space. We enjoyed morning coffee and breakfast on the covered part of the deck and evenings in the hot tub. It rained the entire weekend so we weren't able to take advantage of the uncovered parts of the deck but would have loved to sit out there in the evenings. Would highly recommend and stay there again!"
Lisa L. 2-night trip
Posted 5 days ago
New Build! Log Cabin with Hot Tub in Wintergreen

Find out more about Wintergreen

Wintergreen B&B information

Number of reviews
345
Accommodation
0 B&B
Lowest Price
$215
Highest Price
$383

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 $215 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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