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Book Wintergreen Bed & Breakfast

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Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

B&B in Wintergreen

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

Frederick House

3.5 star property
Staunton
9.4 out of 10, Exceptional, (420)
"Nice place to stay"
United States
evgeniy
$140 nightly
The price is $157
Dec 8 - Dec 9
Total with taxes and fees
Frederick House
Property entrance
The Crossroads Inn

The Crossroads Inn

5.0 star property
North Garden
10.0 out of 10, Exceptional, (36)
"Great staff, accommodations, and breakfast!"
United States
Windy
$185 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
The Crossroads Inn
Fishing
Steeles Tavern Manor

Steeles Tavern Manor

4.0 star property
Raphine
9.6 out of 10, Exceptional, (139)
"Wonderful visit. Beautiful, clean room, delicious breakfast, friendly and accommodating hosts. Lovely property to explore!"
United States
Jodi
$233 nightly
The price is $268
Dec 9 - Dec 10
Total with taxes and fees
Steeles Tavern Manor
Terrace/patio
Osceola Mill

Osceola Mill

2.0 star property
Raphine
10.0 out of 10, Exceptional, (5)
"Linda was amazing - like my cousin that couldn't wait for me to arrive. Thank you Linda!! There are snacks upon arrival, coffee/water/tea in the room, games in the common area - and beautiful grounds. A truly unique place - I hope to return someday!!"
United States
JESSICA
$166 nightly
The price is $192
Dec 8 - Dec 9
Total with taxes and fees
Osceola Mill
Front of property
Harmony Haill Bed and Breakfast

Harmony Haill Bed and Breakfast

2.0 star property
Arrington
$194 nightly
The price is $218
Nov 10 - Nov 11
Total with taxes and fees
Harmony Haill Bed and Breakfast
Exterior
The Farmhouse at Veritas

The Farmhouse at Veritas

4.0 star property
Afton
9.8 out of 10, Exceptional, (32)
"The location at the Veritas winery was beautiful. The rooms were lovely, the service terrific, and the breakfast divine! We can't wait to go back."
United States
Peter
$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
Vesuvius
9.6 out of 10, Exceptional, (106)
"Friendly owners, amazing breakfast and pristine room! EV charger is a very nice added bonus too."
United States
Andrei
$223 nightly
The price is $257
Nov 16 - Nov 17
Total with taxes and fees
Sugar Tree Inn
Seasonal outdoor pool
Woodville Bed and Breakfast

Woodville Bed and Breakfast

4.0 star property
Esmont
10.0 out of 10, Exceptional, (54)
"A truly great place!"
United States
Jeffrey
$249 nightly
The price is $285
Nov 9 - Nov 10
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

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Nice staff, great breakfast."
Catherine 3-night trip
Posted 2 days ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Wintergreen

Wintergreen B&B information

Number of reviews
657
Accommodation
23 B&B
Lowest Price
$157
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 $157 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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