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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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

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

Dinsmore Boutique Inn

4.0 star property
9.4 out of 10, Exceptional, (268)
"Great boutique inn. Great breakfast. Cute historic and centrally located "
The price is AED 757
AED 865 total
includes taxes & fees
19 May - 20 May
Dinsmore Boutique Inn
Foxfield Inn
Property grounds

Foxfield Inn

4.0 star property
9.4 out of 10, Exceptional, (227)
"Will stay there again."
The price is AED 735
AED 840 total
includes taxes & fees
12 May - 13 May
Foxfield Inn
The Crossroads Inn
Winery

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (24)
"Wonderful stay! "
The price is AED 868
AED 993 total
includes taxes & fees
7 May - 8 May
The Crossroads Inn
Inn and Tavern at Meander
Front of property - evening/night

Inn and Tavern at Meander

4.0 star property
9.4 out of 10, Exceptional, (123)
"Love the historic nature. Room clean and nicely set up. Appreciate the refrigerator and the fireplace. Nice area to walk around. Staff was professional and friendly. Happy to have found this inn!!"
The price is AED 438
AED 483 total
includes taxes & fees
7 May - 8 May
Inn and Tavern at Meander
Lafayette Inn
Exterior

Lafayette Inn

3.0 star property
9.2 out of 10, Wonderful, (243)
"Great place to stay in an architectural piece of history"
The price is AED 566
AED 641 total
includes taxes & fees
7 May - 8 May
Lafayette Inn
Mayhurst Inn
Superior Double Room, Ensuite, Courtyard View (Generals Room) | Exterior

Mayhurst Inn

3.5 star property
9.2 out of 10, Wonderful, (279)
"Great Bed and Breakfast "
The price is AED 899
AED 965 total
includes taxes & fees
1 Jun - 2 Jun
Mayhurst 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, (20)
"Nice hosts!"
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, (50)
"A truly great place!"
The price is AED 915
AED 1,045 total
includes taxes & fees
11 May - 12 May
Woodville Bed and Breakfast
The Boxley Place Inn
Exterior

The Boxley Place Inn

3.5 star property
9.4 out of 10, Exceptional, (118)
"Stayed here for a night on a road trip and I don’t think I could have made a better choice. Beautiful area, very homey and welcoming atmosphere, and comfortable rooms. Breakfast was delicious homemade quiche, along with other continental choices. Heidi was the inn keeper during my stay and she was an excellent hostess. Would stay again!"
The price is AED 547
AED 582 total
includes taxes & fees
7 May - 8 May
The Boxley Place Inn
Prospect Hill Inn & Restaurant
1720 Summer Kitchen | Egyptian cotton sheets, premium bedding, free minibar

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 AED 1,010
AED 1,134 total
includes taxes & fees
7 May - 8 May
Prospect Hill Inn & Restaurant
Hollymead House
Library

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
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
Cedar Spring Inn & Spa
Exterior

Cedar Spring Inn & Spa

4.0 star property
9.6 out of 10, Exceptional, (19)
Cedar Spring Inn & Spa
Inn at Monticello
Front of property

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
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 Cottage in Keswick near Vineyards!
Fridge, microwave, oven, stovetop

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (21)
"It was a cozy cottage stay with plenty of room for two couples. Having the second kitchen and fridge downstairs was a bonus. Sadly, it was too cold to take advantage of the outdoor areas but it would be a great place in warmer weather to grill and sit around the fire. "
Stonemont Farm Cottage in Keswick near Vineyards!
Postcard Cabins Shenandoah
Cabin, 1 Queen Bed | Desk, laptop workspace

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (6)
"It was so wonderful to enjoy the starry and silent night."
The price is AED 413
AED 614 total
includes taxes & fees
28 May - 29 May
Postcard Cabins Shenandoah
1802 cottage once part of Monticello and owned by Thomas Jefferson
Outdoor pool, a heated pool

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (72)
"We absolutely loved our stay here! Absolutely beautiful property inside and out, perfect cozy spot, caught the snow which was beautiful! Only 15 minutes from town. We will definitely be back, and we loved the Alley Light suggestion from the owner which was incredible! All around it was a perfect stay, thank you!"
1802 cottage once part of Monticello and owned by Thomas Jefferson
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. The Crossroads Inn: 6 rooms. 17.1 mi (27.4 km) from the downtown core. Enjoy the free full breakfast and winery. Bliss Point Farm and B&B: 3 rooms. Located 18.1 mi (29.1 km) from the core of Keswick. Enjoy the winery and private yard.
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.