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Compare 16 B&B in Keswick with updated reviews, rates, and availability.

Dinsmore Boutique Inn
4.0 star property
9.4 out of 10, Exceptional, (236)
"It is at the corner of UVA on Main St. Therea lot of foot traffic outside the hotel and vehicles passing by but that’s what we wanted, so it was perfect for us "
The price is SAR 808
SAR 923 total
includes taxes & fees
6 Nov - 7 Nov
Dinsmore Boutique Inn
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."
The price is SAR 928
SAR 1,060 total
includes taxes & fees
7 Nov - 8 Nov
200 South Street Inn
Lafayette Inn
3.0 star property
9.2 out of 10, Wonderful, (236)
"I loved our stay at the Lafayette Inn. It's old but charming. The dinner was wonderful and the free breakfast was even better! Also the owners were so friendly and accomodating. I want to stay there again soon!"
The price is SAR 578
SAR 655 total
includes taxes & fees
13 Nov - 14 Nov
Lafayette Inn
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 SAR 694
SAR 793 total
includes taxes & fees
11 Nov - 12 Nov
The Crossroads Inn
The Boxley Place Inn
3.5 star property
9.4 out of 10, Exceptional, (116)
"We had an amazing stay. Our hostess was excellent, friendly, welcoming exciting. I really felt like all our needs were anticipated and provided for. The house was clean and warm and inviting. Breakfast was wonderful!"
The price is SAR 485
SAR 515 total
includes taxes & fees
1 Dec - 2 Dec
The Boxley Place Inn
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
Mayhurst Inn
3.5 star property
9.2 out of 10, Wonderful, (275)
"We liked the quiet atmosphere. The history of the Inn is so interesting. Emma was a wonderful hostess. Only one thing, we like a bar of soap for bathing and none was provided. Seems like such a little thing, but we have noticed several establishments have stopped providing. "
The price is SAR 1,007
SAR 1,080 total
includes taxes & fees
21 Nov - 22 Nov
Mayhurst Inn
Inn and Tavern at Meander
4.0 star property
9.4 out of 10, Exceptional, (110)
"We loved our short stay at the Inn and Tavern at Meander! The grounds are peaceful and beautiful and the Washington Cottage was very cute and nicely decorated. The breakfast served at the dining room in the main house was excellent with several selections to choose from. The staff were warm, friendly, and very helpful. We'd definitely consider coming back again in the future."
The price is SAR 478
SAR 527 total
includes taxes & fees
7 Nov - 8 Nov
Inn and Tavern at Meander
Prospect Hill Inn & Restaurant
3.5 star property
9.6 out of 10, Exceptional, (61)
"We had a wonderful stay and the food was amazing!!"
The price is SAR 1,119
SAR 1,256 total
includes taxes & fees
6 Nov - 7 Nov
Prospect Hill Inn & Restaurant
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 SAR 760
SAR 869 total
includes taxes & fees
2 Dec - 3 Dec
Foxfield Inn
Woodville Bed and Breakfast
4.0 star property
10.0 out of 10, Exceptional, (48)
"Our stay at this B&B was wonderful. We stayed here while we visited our daughter at UVA and it allowed us to hangout and play games with our daughter, her boyfriend and my mother in law."
The price is SAR 935
SAR 1,069 total
includes taxes & fees
13 Nov - 14 Nov
Woodville Bed and Breakfast
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
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
9.2 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
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 Keswick

Stonemont Farm Cabin - in Keswick by VIneyards!
9.8 out of 10, Exceptional, (25)
"My wife and I stayed here and it was lovely! Very clean, cozy, and had everything we needed! During the day we visited local wineries and also spent the day at Monticello. We spent the evenings by a warm fire. We highly recommend!"
Stonemont Farm Cabin - in Keswick by VIneyards!
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.0 out of 10, Wonderful, (90)
"Perfect mini vacation getaway. "
The price is SAR 488
SAR 680 total
includes taxes & fees
2 Dec - 3 Dec
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (74)
"Great location for Monticello and other places to visit. Enjoyed our stay "
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
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.
What are the best B&Bs in Keswick?
Here are some well-liked B&Bs in the area: Dinsmore Boutique Inn: 9 rooms. 7.6 mi (12.2 km) from the heart of Keswick. Enjoy the free cooked breakfast and unique décor. 200 South Street Inn: 19 rooms. 6.8 mi (10.9 km) from the downtown core. Enjoy the unique décor and library. The Crossroads Inn: 6 rooms. 17.1 mi (27.4 km) from the heart of downtown. Enjoy the free full breakfast and winery.
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. Jefferson Vineyards and Monticello 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.