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Book Wintergreen Bed & Breakfast

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Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

B&B in Wintergreen

Property entrance
The Crossroads Inn
The Crossroads Inn
5.0 star property
10.0 out of 10, Exceptional, (36)
"Wonderful stay! "
United States
Lamont
$185 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
The Crossroads Inn
Patrick-27 | Iron/ironing board, free WiFi, bed sheets
Frederick House
Frederick House
3.5 star property
9.4 out of 10, Exceptional, (418)
"Nice place to stay"
United States
evgeniy
$164 nightly
The price is $184
Nov 16 - Nov 17
Total with taxes and fees
Frederick House
Fishing
Steeles Tavern Manor
Steeles Tavern Manor
4.0 star property
9.6 out of 10, Exceptional, (139)
"Sandra made sure we know the code for the door if we got oj late but was there to meet us when we got in. She’s so accommodating and the inn is lovely!"
United States
Will
$232 nightly
The price is $268
Nov 6 - Nov 7
Total with taxes and fees
Steeles Tavern Manor
Terrace/patio
Osceola Mill
Osceola Mill
2.0 star property
10.0 out of 10, Exceptional, (5)
"Welcoming host in an interesting converted building. There’s not much in the immediate area we travelled out to Staunton to eat which was also a nice town."
United Kingdom
Adrian
$168 nightly
The price is $194
Oct 29 - Oct 30
Total with taxes and fees
Osceola Mill
Exterior
The Farmhouse at Veritas
The Farmhouse at Veritas
4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
$325 nightly
The price is $365
Nov 17 - Nov 18
Total with taxes and fees
The Farmhouse at Veritas
Room, Private Bathroom (Tye River) | Premium bedding, pillowtop beds, individually decorated
Sugar Tree Inn
Sugar Tree Inn
3.5 star property
9.6 out of 10, Exceptional, (105)
"Beautiful b & b and so secluded. Crabtree Falls room so atmospheric with log burning stove. Comfortable bed and big room. Bathroom needs updating but all clean. Tasty, simple breakfast. Brenda prepared us a charcuterie board which was very tasty. Honesty bar. Games abound. Outdoor terrace. A beautiful secluded stop off. Would stay again. "
United Kingdom
Anne
$223 nightly
The price is $257
Nov 16 - Nov 17
Total with taxes and fees
Sugar Tree Inn
Front of property
Harmony Haill Bed and Breakfast
Harmony Haill Bed and Breakfast
2.0 star property
$194 nightly
The price is $218
Oct 30 - Oct 31
Total with taxes and fees
Harmony Haill Bed and Breakfast
Seasonal outdoor pool
Woodville Bed and Breakfast
Woodville Bed and Breakfast
4.0 star property
10.0 out of 10, Exceptional, (54)
"Great breakfast in a beautifully restored home. Lovely quiet room with nice bedding. Owners were delightful. Vineyard on premises."
United States
Anne
$249 nightly
The price is $285
Oct 26 - Oct 27
Total with taxes and fees
Woodville Bed and Breakfast
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"excellent location nice place classy"
Rani 1-night trip
Posted 3 days ago
Hotel 24 South

Find out more about Wintergreen

Wintergreen B&B information

Number of reviews
653
Accommodation
23 B&B
Lowest Price
$184
Highest Price
$365

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 $184 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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