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

Dinsmore Boutique Inn
Room

Dinsmore Boutique Inn

4.0 star property
9.4 out of 10, Exceptional, (239)
"What’s lovely little gem! Full of charm and personality. "
The price is AED 790
AED 903 total
includes taxes & fees
24 Nov - 25 Nov
Dinsmore Boutique 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
Frederick House
Terrace/patio

Frederick House

3.5 star property
9.4 out of 10, Exceptional, (383)
"Neat old property. Walking distance to most places we wanted to go"
The price is AED 485
AED 543 total
includes taxes & fees
24 Dec - 25 Dec
Frederick House
The Crossroads Inn
Front of property

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (16)
"We loved it !! Enjoyed the character of an older historical Inn feeling what it may have been like in the 1800’s when travelers stopped to stay and eat and refresh themselves. We delighted in having a hearty breakfast served daily to us in the basement with brick floors that went out to a lovely patio. This prepared us for wonderful days of viewing the fall foliage and visiting some of the many wineries nearby."
The price is AED 679
AED 776 total
includes taxes & fees
24 Nov - 25 Nov
The Crossroads 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
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 1,102
AED 1,237 total
includes taxes & fees
25 Nov - 26 Nov
The Farmhouse at Veritas
Foxfield Inn
Exterior

Foxfield Inn

4.0 star property
9.4 out of 10, Exceptional, (220)
"Very nice property with a great owner. Breakfast was an experience in itself and very delicious."
The price is AED 744
AED 850 total
includes taxes & fees
25 Nov - 26 Nov
Foxfield Inn
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!"
The price is AED 915
AED 1,045 total
includes taxes & fees
24 Nov - 25 Nov
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

Valley Extended Suites
Front of property

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (171)
"Clean room. Easy to get in and out. Very quite"
The price is AED 372
AED 414 total
includes taxes & fees
24 Dec - 25 Dec
Valley Extended Suites
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Entrance to High Ridge

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 514
AED 1,015 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Lovely Wooded Cabin with Numerous Trails On-Site!
Earlysville Vacation Rental | Studio | 1BA | 5 Stairs to Access | 550 Sq Ft

Lovely Wooded Cabin with Numerous Trails On-Site!

10.0 out of 10, Exceptional, (62)
"Very clean, cozy, as it appeared in the pictures! "
Lovely Wooded Cabin with Numerous Trails On-Site!
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: Dinsmore Boutique Inn: 9 rooms. 15 mi (24.1 km) from the heart of Greenwood. Enjoy the free cooked breakfast and unique décor. 200 South Street Inn: 19 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the unique décor and library. Frederick House: 23 rooms. Situated 17.6 mi (28.4 km) from the heart of Greenwood. Enjoy the local cuisine breakfast and patio area. The Crossroads Inn: 6 rooms. 9 mi (14.5 km) from the heart of downtown. Enjoy the free full breakfast and winery. 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.