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Compare 17 B&B in Keswick with updated reviews, rates, and availability.

Inn and Tavern at Meander
4.0 star property
9.2 out of 10, Wonderful, (88)
"I love the history behind this property. It's very quiet and peaceful, due to its setting on a beautiful 80 plus acres and its distance from the main road. Staff was very friendly and enjoyable to be around. The breakfast in the morning was very good and set the tone for the rest of the day. Only a few negatives, and both small. 1) every time we got toast, it was always hard, dry and cold. 2) In our room, only had one very small waste basket. I think of one thing that could elevate the...
The price is AED 408
AED 451 total
includes taxes & fees
25 Jun - 26 Jun
Inn and Tavern at Meander
200 South Street Inn
3.5 star property
9.4 out of 10, Exceptional, (387)
"Rooms are small but Clean, quaint, and comfortable. Loved eating breakfast and enjoying the wine/cheese happy hour on the beautiful wrap around porch. Overall great stay, would highly recommend!"
The price is AED 688
AED 779 total
includes taxes & fees
4 Jul - 5 Jul
200 South Street Inn
Lafayette Inn
3.0 star property
9.2 out of 10, Wonderful, (227)
"What a fun little find! Lovely spacious inn deep in the heart of Charlottesville wine country. Close to a number of wineries and to Charlottesville. The suite had a comfortable sitting room and a spacious bedroom. Don't miss dinner at the inn as it's amazing. Breakfast the next morning was better than any hotel breakfast I've had in years--the French toast will haunt my dreams. Definitely will be back. "
Lafayette Inn
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Dinsmore Boutique Inn
4.0 star property
9.4 out of 10, Exceptional, (207)
"Nice property. Not entirely accessible if you have difficulty with stairs but the outside building locks as well as your room lock. Nice, historic Inn near Downtown, the hospital, and grounds."
Dinsmore Boutique Inn
The Boxley Place Inn
3.5 star property
9.4 out of 10, Exceptional, (108)
"Beautiful property. The grounds are lovely, and the historic home is really well laid out, and gorgeous. The innkeeper, Elaine, was great. Enthusiastic, witty, and helpful. Really cute room and shared bath. The breakfast options were really nice as well. Highly recommend. "
The price is AED 547
AED 582 total
includes taxes & fees
25 Jun - 26 Jun
The Boxley Place Inn
The Crossroads Inn
4.5 star property
10.0 out of 10, Exceptional, (4)
"We just enjoyed the best two nights here! We loved learning about the history of the Inn and the place is so well preserved. The innkeeper and chef were very friendly and accommodating. Breakfast was so delicious both mornings. The location was great as well. Almost everywhere we wanted to go regardless of the direction was 15-20 minutes away. There was an amazing pizza place right around the corner that we would definitely suggest going to. We highly recommend this inn and will surely be...
The price is AED 876
AED 993 total
includes taxes & fees
3 Jul - 4 Jul
The Crossroads Inn
Bliss Point Farm and B&B
3.0 star property
9.0 out of 10, Wonderful, (14)
"Quaint location in the middle of nowhere. We weren't in town for the sites but if you like living on a farm it's sweet. Parking was all dirt and made things very muddy during the rain. Owner/proprietor was nice and friendly "
Bliss Point Farm and B&B
Foxfield Inn
4.0 star property
9.4 out of 10, Exceptional, (219)
"Huge well appointed room. Incredible breakfast. Host was very accommodating to guest needs, as many of us had to be up early for UVA graduation. She made to-go breakfasts for everyone with fresh muffins, yogurt, fresh cut fruit. Lovely overall experience. Nice not to be in the center of town near Grounds. Very easy access when you do."
Foxfield Inn
Prospect Hill Inn & Restaurant
3.5 star property
9.6 out of 10, Exceptional, (60)
"This is a charming bed and breakfast. Anmenities are high end, so is the service. We stayed in a room circa 1752. The bedding however was more recent and very luxurious. The grounds are impeccable, with flowers and trimmed hedges everywhere. There are fields and even a little nature trail in the woods on the property. Its ideally located in Virginia wine country and in proximity to the homes of three past presidents, all of which you can visit. If you feel like shopping or eating out,...
The price is AED 988
AED 1,110 total
includes taxes & fees
25 Jun - 26 Jun
Prospect Hill Inn & Restaurant
Mayhurst Inn
3.5 star property
9.2 out of 10, Wonderful, (270)
"Ms. Casey and Mr. Jason have done an amazing job with the grounds and the Estate itself. I was touched and moved by feeling God's grace at Mayhurst Estate!"
The price is AED 965
AED 1,035 total
includes taxes & fees
27 Jun - 28 Jun
Mayhurst Inn
Woodville Bed and Breakfast
4.0 star property
10.0 out of 10, Exceptional, (45)
"Desiree and Stephan are quite the hosts! They catered to all our needs and anticipated them. We were welcome with a delicious wine tasting and charcuterie board. The house is beautifully decorated and the grounds delightful. Breakfasts were a treat as Stephan has a background as a chef. Of note, Stephan is quite entertaining and his stories could easily be a standup comedy show! We will definitely be back!"
Woodville Bed and Breakfast
Hollymead House
3.0 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
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
Cedar Spring Inn & Spa
4.0 star property
9.6 out of 10, Exceptional, (19)
"Charles and Judy were fantastic! This was my first small B&b experience and they absolutely killed it. Beautiful property."
Cedar Spring Inn & Spa
The Ebenezer House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (39)
"Very pet friendly, which is important to us, given that we have two dogs. Alan Webb, the host, has a cockatoo, which the dogs loved and which we loved also. Good proximity to the Skyline Drive, Charlottesville, and the White Oak Canyon trail in the Shenandoah National Park. Good breakfasts and good amenities in the room, with Keurig coffee maker, flat screen tv with streaming, and good wi-fi."
The Ebenezer House Bed & Breakfast
Inn On Poplar Hill
3.5 star property
8.6 out of 10, Excellent, (19)
"Marty was a wonderful host. The Inn could use a few repairs but our stay was very comfortable. Breakfast was great. Good location in downtown Orange, VA. "
Inn On Poplar Hill
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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.

Other property types in Keswick

Stonemont Farm Cabin - in Keswick by VIneyards!
10.0 out of 10, Exceptional, (18)
"Enjoyed the proximity to Charlottesville, the nearby vineyards, the quiet times at the cabin, watching the deer in the fields in front of the home. Steps to the entrance and to the loft may be challenging for those with limited mobility. Overall, a great place to stay!"
Stonemont Farm Cabin - in Keswick by VIneyards!
Log Cabin on the River
9.6 out of 10, Exceptional, (9)
"This was a beautiful place in a secluded nature spot by the river "run". We enjoyed the sounds of the song birds and water rushing by as we sat on the comfort of the covered deck watching the butterflies and birds. It was a great "unplug" time to relax in a beautiful location. The photos represent the space very well."
The price is AED 533
AED 878 total
includes taxes & fees
25 Jun - 26 Jun
Log Cabin on the River
The House in the Holla at the foot of Shenandoah National Park
9.6 out of 10, Exceptional, (17)
"They have everything to enjoy time im family. BEAUTIFULL PLACE."
The price is AED 477
AED 944 total
includes taxes & fees
26 Jun - 27 Jun
The House in the Holla at the foot of Shenandoah National Park
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 Keswick?
If you’re looking for something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast could be a great option for your vacation. When you want to explore some attractions in town, Keswick Vineyards and Winery and Castle Hill Cider are worth a stop.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs all have a one-of-a-kind environment.
When is the best time to book my B&B in Keswick?
When you’re dreaming of a escape to Keswick, 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 39°F. Average annual precipitation for Keswick is 48 inches.
What is there to do in Keswick?
If you’re looking for some activities to entertain you on your trip, consider visiting Keswick Vineyards and Winery and Castle Hill Cider. Monticello and Michie Tavern are also some sites to visit if you want to see more of the area.
How can I get to and around Keswick?
You can plan your excursions in and around Keswick ahead of time with these transportation options. Fly into Charlottesville-Albemarle Airport (CHO), which is located 9.2 mi (14.8 km) from the heart of the city. Otherwise, you can search for flights to Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 33.8 mi (54.4 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.

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