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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

B&B in Greenwood

Dinsmore Boutique Inn
Room, Private Bathroom (2 - Meriwether) | View from room

Dinsmore Boutique Inn

4.0 star property
9.6 out of 10, Exceptional, (288)
"The property is lovely, the room was comfortable, and the breakfast was great!"
The price is AED 691
AED 790 total
includes taxes & fees
10 Aug - 11 Aug
Dinsmore Boutique Inn
Frederick House
Patrick-27 | Iron/ironing board, free WiFi, bed sheets

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (402)
"We stayed in Patrick 26. Wonderful stay! Clean, comfortable, historic, walkable to many great restaurants, winery, breweries. Staff are friendly and breakfast delicious. "
The price is AED 538
AED 602 total
includes taxes & fees
12 Aug - 13 Aug
Frederick House
The Crossroads Inn
Winery

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The Crossroads Inn
The Farmhouse at Veritas
Exterior

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."
The price is AED 1,194
AED 1,341 total
includes taxes & fees
11 Aug - 12 Aug
The Farmhouse at Veritas
Foxfield Inn
Property grounds

Foxfield Inn

4.0 star property
9.4 out of 10, Exceptional, (232)
"Will stay there again."
The price is AED 704
AED 805 total
includes taxes & fees
2 Sep - 3 Sep
Foxfield Inn
Bliss Point Farm and B&B
Triple Room, Ensuite (Garden Room ) | Balcony view

Bliss Point Farm and B&B

3.0 star property
9.2 out of 10, Wonderful, (22)
"Positively wonderful stay with excellent proximity to Shenandoah NP, wine country, and Charlottesville destinations - Sarah and Reimer were lovely hosts! Highly recommended!"
Bliss Point Farm and B&B
Woodville Bed and Breakfast
Seasonal outdoor pool

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (51)
"Second time staying here and we will be back. Marvelous hospitality and divine breakfast. "
The price is AED 823
AED 941 total
includes taxes & fees
11 Aug - 12 Aug
Woodville Bed and Breakfast
Orchard House B&B
Exterior

Orchard House B&B

3.5 star property
9.2 out of 10, Wonderful, (263)
"The Orchard House is an amazing B&B! From the folks taking care of us to the delicious meals to the views, everything was a 10 out of 10! I highly recommend!"
Orchard House B&B
Family-friendly 10-bedroom B&B near Wintergreen golf & ski. Great for groups!
Private kitchen

Family-friendly 10-bedroom B&B near Wintergreen golf & ski. Great for groups!

Family-friendly 10-bedroom B&B near Wintergreen golf & ski. Great for groups!
Hollymead House
Free daily continental breakfast

Hollymead House

2.0 star property
10.0 out of 10, Exceptional, (6)
"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
200 South Street Inn
Porch

200 South Street Inn

3.5 star property
9.4 out of 10, Exceptional, (405)
"Cozy Inn. Great stay. "
200 South Street Inn
Fenton Inn
Outdoor spa tub

Fenton Inn

3.5 star property
9.8 out of 10, Exceptional, (82)
Fenton Inn
Inn at Monticello
Porch

Inn at Monticello

3.5 star property
9.8 out of 10, Exceptional, (49)
"Carolyn and Bob were most gracious hosts! Due to our schedule, we were not able to enjoy breakfast on Saturday, but after enjoying breakfast there on Sunday, I hate we had to miss the Saturday meal!! We truly enjoyed our stay there. Comfortable room, bed, etc! Thank you Carolyn and Bob!"
Inn at Monticello
The Mark Addy Bed & Breakfast
Front of property - evening/night

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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Top Greenwood Hotel Reviews

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent
"The property was excellent in every way and we had a great stay!!"
Suzanne 4-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Charlottesville

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: Dinsmore Boutique Inn: 9 rooms. 15 mi (24.1 km) from the heart of Greenwood. Enjoy the free cooked breakfast and unique décor. The Crossroads Inn: 6 rooms. 9 mi (14.5 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Frederick House: 23 rooms. Situated 17.6 mi (28.4 km) from the heart of Greenwood. Enjoy the local cuisine breakfast and patio area. Foxfield Inn: 5 rooms. 11.7 mi (18.8 km) from the heart of downtown. Enjoy the free full breakfast and library. Bliss Point Farm and B&B: 3 rooms. Located 17.6 mi (28.3 km) from the core of Greenwood. Enjoy the winery and private yard.
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 Shenandoah National Park or King Family Vineyards 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.