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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Upperville bed & breakfast

Reception
Loudoun Valley Manor

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (279)
"Great location for visiting wineries"
United States
Anne
The price is AED 507
AED 578 total
includes taxes & fees
5 Jan - 6 Jan
Loudoun Valley Manor
Property amenity
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is AED 561
AED 720 total
includes taxes & fees
5 Jan - 6 Jan
Hillbrook Inn
Free daily full breakfast
Inn at Evergreen

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (133)
"Very nice cozy place and the breakfast was included and very delicious. Only issue I had was the footsteps of upstairs guests came through."
United States
Chiharu
Inn at Evergreen
Exterior
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
2.0 star property
Lovettsville
10.0 out of 10, Exceptional, (1)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
United States
Lukas D.
The price is AED 42,237
AED 55,241 total
includes taxes & fees
11 Jan - 12 Jan
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior
Glen Gordon Manor

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is AED 1,061
AED 1,160 total
includes taxes & fees
20 Jan - 21 Jan
Glen Gordon Manor
Property entrance
The Inn at Grass Roots Hill

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (7)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
United States
Chad
The price is AED 1,685
AED 1,921 total
includes taxes & fees
5 Jan - 6 Jan
The Inn at Grass Roots Hill
Garden
Stone Manor Boutique Inn

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (95)
"The experience was very good, will return in the future. The breakfast was excellent. "
United States
Marvin
The price is AED 703
AED 802 total
includes taxes & fees
6 Jan - 7 Jan
Stone Manor Boutique Inn
Pool
The Van Gogh Room in Villa

The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
9.0 out of 10, Wonderful, (67)
"My husband and I made a last minute getaway to celebrate our Anniversary. Maud made some great recommendations and we enjoyed several local vineyards which made our stay memorable. Highly recommend brunch at Magnolias!"
United States
Ashley H.
The price is AED 1,102
AED 1,419 total
includes taxes & fees
5 Jan - 6 Jan
The Van Gogh Room in Villa
Outdoor pool
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Purcellville
9.8 out of 10, Exceptional, (37)
"Beautiful location, quiet, and Maud is a wonderful person."
United States
Dennis G.
The price is AED 1,285
AED 1,729 total
includes taxes & fees
5 Jan - 6 Jan
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (440)
"Excellent accommodations and breakfast. "
United States
William
The price is AED 476
AED 538 total
includes taxes & fees
2 Feb - 3 Feb
The Carriage Inn B&B
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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Top Upperville Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean room, nice layout with sink separate from shower/toilet area. Lived the soft reading lights by the bed. "
Stephanie 1-night trip
Posted 23 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

Searching for B&Bs in Upperville?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a bed and breakfast might be a great fit for your vacation to Upperville. If your ideal vacation to Upperville includes spending lots of time outside, Upperville Park is a good spot to enjoy the scenery.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to interact with the owner, and breakfast served on site, B&Bs all have a unique environment.
What are the best bed and breakfasts in Upperville?
Here are some well-liked B&Bs in the surrounding area: Hillbrook Inn: 9 rooms. 18.2 mi (29.3 km) from the heart of Upperville. Enjoy the free full breakfast and fitness center. Loudoun Valley Manor: 6 rooms. 18 mi (29 km) from the downtown core. Enjoy the local cuisine breakfast and soaking bathtubs. Glen Gordon Manor: 8 rooms. Located 16.7 mi (26.9 km) from the core of Upperville. Enjoy the free full breakfast and 24-hour fitness center.
When should I book my B&B in Upperville?
When you're dreaming of a escape to Upperville, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.
What is there to do in Upperville?
When you want to check out some attractions in town, you might consider a visit to Sky Meadows State Park and Upperville Park. Delaplane Cellars and RdV Vineyards are also some sites to visit if you want to see more of the area.
How can I get to and around Upperville?
Mapping out your trip in and around Upperville is easy with these transportation options. Fly into Washington Dulles Intl. Airport (IAD), which is located 23.7 mi (38.2 km) from the city center. Otherwise, you can search for flights to Manassas, VA (MNZ-Manassas Regional), which is 27.3 mi (44 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.