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

Find a Bed and Breakfast in Wintergreen from CA $271

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Wintergreen bed & breakfast

A wooden porch with two rocking chairs and a white fence.

1. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
Afton
9.8 out of 10, Exceptional, (37 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
The price is CA $602
CA $733 total
includes taxes & fees
Oct 14 - Oct 15
The Farmhouse at Veritas
A gravel path leading to a large house surrounded by lush greenery and white hydrangea bushes.

2. The Crossroads Inn

The Crossroads Inn
5.0 star property
North Garden
9.8 out of 10, Exceptional, (70 reviews)
"Would stay there again, excellent place."
United States
William
The price is CA $262
CA $300 total
includes taxes & fees
Oct 7 - Oct 8
The Crossroads Inn
A cozy room with a wooden interior, a bookshelf, a dining table with chairs, and a view of a grassy area with trees.

3. 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
The price is CA $241
CA $271 total
includes taxes & fees
Oct 2 - Oct 3
Harmony Haill Bed and Breakfast
A room with a large window, a bathtub, a wine bottle, and a glass of wine on a wooden tray.

4. 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
The price is CA $323
CA $373 total
includes taxes & fees
Oct 4 - Oct 5
Sugar Tree Inn
A spacious room with a large window, a round table with a lace tablecloth, and a chandelier.

5. Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
Raphine
9.6 out of 10, Exceptional, (146 reviews)
"The staff, the food, the room and the attention to details and little touches made my stay exceptional. We WILL be back! The staff really go above and beyond to accommodate their guests and make them feel welcome."
United States
Maureen
The price is CA $335
CA $387 total
includes taxes & fees
Oct 26 - Oct 27
Steeles Tavern Manor
A living room with a sofa, a table, a chair, a fireplace, and curtains.

6. Frederick House

Frederick House
3.5 star property
Staunton
9.4 out of 10, Exceptional, (490 reviews)
"Great location! Helpful staff, delicious breakfast and the quietest room we have stayed in."
United States
Leigh
The price is CA $248
CA $278 total
includes taxes & fees
Oct 5 - Oct 6
Frederick House
A balcony with a table set for a meal, two chairs, and a scenic view of a vineyard.

7. 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
The price is CA $301
CA $344 total
includes taxes & fees
Nov 1 - Nov 2
Woodville Bed and Breakfast
A log cabin-style building with a central entrance, surrounded by a well-maintained lawn and trees.

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, (47 reviews)
"Clean, out of the way, quiet. Owner was great. The history is amazing"
United States
heather
The price is CA $248
CA $314 total
includes taxes & fees
Oct 4 - Oct 5
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
A log cabin-style building with a central entrance, surrounded by a well-maintained lawn and trees.

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.
The price is CA $248
CA $314 total
includes taxes & fees
Oct 4 - Oct 5
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
A log cabin-style building with a central entrance, surrounded by a well-maintained lawn and trees.

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.
The price is CA $302
CA $381 total
includes taxes & fees
Oct 5 - Oct 6
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
A cozy outdoor seating area with a stone fireplace, metal tables, and blue and white patterned tableware.

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.
The price is CA $419
CA $532 total
includes taxes & fees
Oct 4 - Oct 5
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

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants

10/10 Excellent
"This well-equipped condo was central to the market and restaurants. We enjoyed the fireplace and the deck."
Lynne F. 4-night trip
Posted 1 day ago
Wintergreen Condo -Steps to Ski and restaurants

Find out more about Wintergreen

Wintergreen B&B information

Number of reviews
948
Accommodation
0 B&B
Lowest Price
CA $271
Highest Price
CA $733

Frequently asked questions

Searching for B&Bs in Wintergreen?
If you want to find an accommodation with a small number of rooms and a more personalized environment, a bed and breakfast may be the perfect thing for your vacation to Wintergreen. If you're interested in playing some golf on your trip, Stoney Creek Golf Course is a good spot to tee off.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs offer a one-of-a-kind setting.
What are the top B&Bs in Wintergreen?
Here are some B&Bs in the surrounding area: The Crossroads Inn: 6 rooms. 14 mi (22.5 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Steeles Tavern Manor: 5 rooms. Situated 16.8 mi (27 km) from the heart of Wintergreen. Enjoy the free full breakfast and in-room pools. The Farmhouse at Veritas: 8 rooms. 9.5 mi (15.4 km) from the heart of downtown. Enjoy the free full breakfast and massage services.
What's the best time of year to book my B&B in Wintergreen?
When you're dreaming of a escape to Wintergreen, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wintergreen is 48 inches.
What is there to do in Wintergreen?
If you're looking for some activities to entertain you on your trip, consider visiting Stoney Creek Golf Course and Wintergreen Resort. You might put Bold Rock Hard Cider Nellysford Cidery and Raven's Roost Overlook on your list if you want to see more of the area.
How can I get to and around Wintergreen?
Mapping out your trip in and around Wintergreen is easy with these transportation options. Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 26.2 mi (42.1 km) away from the city center. You can also search for flights into Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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