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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

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, (254)
"Parking lot is a bit difficult to navigate and getting to the entrance is a bit difficult with luggage. The rooms are beautiful and quiet. "
The price is AED 621
AED 709 total
includes taxes & fees
9 Mar - 10 Mar
Dinsmore Boutique Inn
Inn and Tavern at Meander
Front of property - evening/night

Inn and Tavern at Meander

4.0 star property
9.2 out of 10, Wonderful, (117)
"It is so cute. We stayed in the Rapidan. It was lovely but the bathroom could use some updating. The exterior needs help which is sad because it is both historical and charming. Hopefully they will get an investor to help and make it into a wedding venue to bring in additional money. The staff is beyond helpful and nice. We would stay there again. "
The price is AED 438
AED 483 total
includes taxes & fees
9 Mar - 10 Mar
Inn and Tavern at Meander
Foxfield Inn
Property grounds

Foxfield Inn

4.0 star property
9.4 out of 10, Exceptional, (224)
"Will stay there again."
The price is AED 791
AED 904 total
includes taxes & fees
10 Mar - 11 Mar
Foxfield Inn
Lafayette Inn
Exterior

Lafayette Inn

3.0 star property
9.2 out of 10, Wonderful, (239)
"The Lafayette Inn is fabulous!!! The owners Kaye and Alan are the friendliest couple ever and their food is incredible!! I’ll definitely be back!!"
The price is AED 566
AED 641 total
includes taxes & fees
10 Mar - 11 Mar
Lafayette 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, (17)
"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 Crossroads Inn
Winery

The Crossroads Inn

4.5 star property
10.0 out of 10, Exceptional, (22)
"Our stay was wonderful! Accommodations were beautiful and the breakfast spread was delicious. We usually are not motivated to return to a bed and breakfast, but this one would be worth repeating. "
The price is AED 755
AED 862 total
includes taxes & fees
9 Mar - 10 Mar
The Crossroads Inn
Mayhurst Inn
Superior Double Room, Ensuite, Courtyard View (Generals Room) | Exterior

Mayhurst Inn

3.5 star property
9.2 out of 10, Wonderful, (276)
"Great Bed and Breakfast "
The price is AED 832
AED 893 total
includes taxes & fees
20 Mar - 21 Mar
Mayhurst Inn
Woodville Bed and Breakfast
Seasonal outdoor pool

Woodville Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (50)
"Excellent stay. Typical Virginia style but modern amenities. Awesome host. The best breakfast. "
The price is AED 915
AED 1,045 total
includes taxes & fees
9 Mar - 10 Mar
Woodville Bed and Breakfast
The Boxley Place Inn
Exterior

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 AED 474
AED 504 total
includes taxes & fees
8 Mar - 9 Mar
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 883
AED 991 total
includes taxes & fees
9 Mar - 10 Mar
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)
"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 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 Cabin - in Keswick by VIneyards!
Fridge, microwave, oven, stovetop

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (27)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!
Postcard Cabins Shenandoah
Cabin, 1 Queen Bed | Desk, laptop workspace

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (3)
"It was so wonderful to enjoy the starry and silent night."
The price is AED 496
AED 562 total
includes taxes & fees
20 Mar - 21 Mar
Postcard Cabins Shenandoah
Ivy Rose Cottage nestled b/t Cville & Vineyards
Smart TV

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (40)
"Just as we had hoped and very comfortable beds "
The price is AED 731
AED 1,310 total
includes taxes & fees
9 Mar - 10 Mar
Ivy Rose Cottage nestled b/t Cville & Vineyards
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: Dinsmore Boutique Inn: 9 rooms. 7.6 mi (12.2 km) from the heart of Keswick. Enjoy the free cooked breakfast and unique décor. Foxfield Inn: 5 rooms. Situated 12.5 mi (20.2 km) from the heart of Keswick. Enjoy the free full breakfast 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. 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.