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Compare 14 B&B in Greenwood with updated reviews, rates, and availability.

Frederick House
Terrace/patio

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (384)
"Lovely place - stayed in Bowers 21 - large room, very nicely appointed, comfortable bed. Shower was tiny, but great water pressure, plenty of hot water. Included breakfast was very good. "
The price is AED 485
AED 543 total
includes taxes & fees
25 Dec - 26 Dec
Frederick House
The Farmhouse at Veritas
Porch

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (28)
"An amazing experience, would definitely recommend."
The price is AED 808
AED 907 total
includes taxes & fees
6 Jan - 7 January 2025
The Farmhouse at Veritas
Dinsmore Boutique Inn
Room

Dinsmore Boutique Inn

4.0 star property
9.4 out of 10, Exceptional, (243)
"Jake was great—he communicated regularly before and during our stay."
The price is AED 661
AED 756 total
includes taxes & fees
5 Jan - 6 January 2025
Dinsmore Boutique Inn
The Crossroads Inn
Front of property

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (18)
"Great staff, accommodations, and breakfast!"
The price is AED 679
AED 776 total
includes taxes & fees
29 Dec - 30 Dec
The Crossroads Inn
Foxfield Inn
Exterior

Foxfield Inn

4.0 star property
9.4 out of 10, Exceptional, (223)
"Beautiful property - lovely suites and cozy common areas - host is gracious and food is wonderful. Right in the heart of C-ville wine country. Highly recommend. "
The price is AED 760
AED 868 total
includes taxes & fees
26 Dec - 27 Dec
Foxfield Inn
200 South Street Inn
Room

200 South Street Inn

3.5 star property
9.4 out of 10, Exceptional, (404)
"Charming boutique hotel. Great service. Nice continental breakfast. Wine and cheese in the afternoon. We had a room with a fireplace. Highly recommended. Central location, walk to everything downtown."
200 South Street Inn
Bliss Point Farm and B&B
Property entrance

Bliss Point Farm and B&B

3.0 star property
9.0 out of 10, Wonderful, (16)
"Such a lovely B & B. The hosts are so sweet. We had the Peaches & Cream room which was beautifully decorated. There is a full kitchen available to the guests & a French press, whole bean coffee & grinder in the room along with a fridge. Just be aware, if you want breakfast, you need to let the hosts know ahead of time & it’s $20/per person. I will say it was well worth it! The breakfast was delicious!"
Bliss Point Farm and B&B
Woodville Bed and Breakfast
Front of property

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (49)
"A truly great place!"
Woodville Bed and Breakfast
Hollymead House
Front of property

Hollymead House

2.0 star property
10.0 out of 10, Exceptional, (5)
"I enjoyed staying at Hollymead for a wedding weekend. I would definitely stay in the guest house again. The owners were very welcoming and the room was so comfortable."
Hollymead House
Orchard House B&B
Front of property - evening/night

Orchard House B&B

3.5 star property
9.2 out of 10, Wonderful, (261)
"Friendly staff and the breakfasts were exceptional. "
Orchard House B&B
Fenton Inn
Exterior

Fenton Inn

3.5 star property
9.8 out of 10, Exceptional, (82)
"Fenton Inn is a cute little bed and breakfast. The service and food were both great. Our room was comfortable and exactly as described. I would highly recommend it for anyone who wants to get away for a weekend."
Fenton Inn
Inn at Monticello
Room

Inn at Monticello

3.5 star property
9.8 out of 10, Exceptional, (49)
"Carolyn and Bob were excellent hosts. Their home is wonderful."
Inn at Monticello
The Mark Addy Bed & Breakfast
Front of property

The Mark Addy Bed & Breakfast

3.5 star property
7.2 out of 10, Good, (148)
"Great but had trouble finding house. Gps sent us to wrong house"
The Mark Addy Bed & Breakfast
Frederick House
Exterior

Frederick House

2.0 star property
9.8 out of 10, Exceptional, (6)
"Our room was roomy and comfy, I would love to return, the city is perfect. "
Frederick House
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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Other property types in Greenwood

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
View from condo in winter

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is AED 386
AED 891 total
includes taxes & fees
5 Jan - 6 January 2025
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (285)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is AED 547
AED 1,411 total
includes taxes & fees
13 Jan - 14 January 2025
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging
Exterior

Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging

10.0 out of 10, Exceptional, (192)
"Everything about the property was planned and built with top quality. It was easy to communicate with Terry who was very friendly. We have never stayed at a property with such access to privacy yet many on-site activities. We loved it. Well worth the drive!"
Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging
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.

Frequently asked questions

Searching for B&Bs in Greenwood?
If you want to find a place to stay with fewer rooms than a hotel and a more personalized environment, a B&B might be a great fit for your getaway to Greenwood. When you want to explore some of the destination’s attractions, Pollak Vineyards is worth a visit.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to meet other guests, and of course a scrumptious breakfast, B&Bs offer a unique environment.
What are the top B&Bs in Greenwood?
Here are some well-liked B&Bs in the area: Frederick House: 23 rooms. 17.6 mi (28.4 km) from the heart of Greenwood. Enjoy the local cuisine breakfast and patio area. 200 South Street Inn: 19 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the unique décor and library. The Crossroads Inn: 6 rooms. Situated 9 mi (14.5 km) from the heart of Greenwood. Enjoy the free full breakfast and winery. Dinsmore Boutique Inn: 9 rooms. 15 mi (24.1 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor. The Farmhouse at Veritas: 8 rooms. Located 4.7 mi (7.5 km) from the core of Greenwood. Enjoy the free full breakfast and massage services.
When is the best time to book my B&B in Greenwood?
When you’re dreaming of a escape to Greenwood, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Greenwood is 50 inches.
What is there to do in Greenwood?
When you want to explore some things to do in Greenwood, consider a visit to Pollak Vineyards. You might also consider a trip to sites like King Family Vineyards or Veritas Vineyard and Winery if you have time to see more of the area.
How can I get to and around Greenwood?
Planning your excursions in and around Greenwood is easier with these transportation options. Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is located 16.1 mi (25.9 km) away from the city center. You can also search for flights into Charlottesville-Albemarle Airport (CHO), which is 18.7 mi (30.1 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.