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Compare 15 B&B in Keswick with updated reviews, rates, and availability.

Inn and Tavern at Meander
Front of property

Inn and Tavern at Meander

4.0 star property
9.2 out of 10, Wonderful, (114)
"What a great surprise. Found this by browsing for accommodations while passing through the area. It’s a beautiful, historic Inn with excellent breakfast included. A fine dining restaurant is available in the evening. We stayed in one of the 8 cottages surrounding the main house. Property is beautiful with hiking trails and even a historic cemetery. Staff was friendly and accommodated requests. Highly recommend! We will go out of our way to return in the futur."
The price is SAR 418
SAR 461 total
includes taxes & fees
24 Dec - 25 Dec
Inn and Tavern at Meander
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 SAR 676
SAR 773 total
includes taxes & fees
2 Jan - 3 January 2025
Dinsmore Boutique Inn
Mayhurst Inn
Exterior

Mayhurst Inn

3.5 star property
9.2 out of 10, Wonderful, (276)
"Great Bed and Breakfast "
The price is SAR 860
SAR 922 total
includes taxes & fees
29 Dec - 30 Dec
Mayhurst 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 SAR 694
SAR 793 total
includes taxes & fees
23 Dec - 24 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 SAR 777
SAR 888 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
The Boxley Place Inn
Front of property

The Boxley Place Inn

3.5 star property
9.4 out of 10, Exceptional, (117)
"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
23 Dec - 24 Dec
The Boxley Place Inn
Lafayette Inn
Front of property

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 579
SAR 655 total
includes taxes & fees
23 Dec - 24 Dec
Lafayette 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
Prospect Hill Inn & Restaurant
Front of property

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 1,081
SAR 1,214 total
includes taxes & fees
23 Dec - 24 Dec
Prospect Hill Inn & Restaurant
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
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
Cedar Spring Inn & Spa
Exterior

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
Inn On Poplar Hill
Exterior

Inn On Poplar Hill

3.5 star property
8.8 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!

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (26)
"Wonderful property in a beautiful location, close to wineries and several great restaurants."
Stonemont Farm Cabin - in Keswick by VIneyards!
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
Stanardsville Vacation Rental Cabin | 2BR | 1BA | Stairs Required to Enter

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub

10.0 out of 10, Exceptional, (80)
"Very impressed by the quiet and solitude of the location. Because of almost zero light pollution, we were able to go outside at night and enjoy the stars on an absolutely clear evening. Thank you for the opportunity to stay in your warm and inviting cabin. "
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
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, (64)
"Our 2nd time staying here. Beautiful, quiet and cozy place. Plenty to explore, horses to meet, wonderful communication with owner. The perfect spot to get away from the everyday hectic life. We will be back. "
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 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 surrounding area: The Crossroads Inn: 6 rooms. 17.1 mi (27.4 km) from the downtown core. Enjoy the free full breakfast and winery. Dinsmore Boutique Inn: 9 rooms. Situated 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 heart of downtown. Enjoy the unique décor and library.
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.