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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Upperville

Free daily full breakfast
Inn at Evergreen

Inn at Evergreen

3.5 star property
Haymarket
9.4 out of 10, Exceptional, (131)
"Clean,very nice facility "
United States
Matthew P
Inn at Evergreen
Reception
Loudoun Valley Manor

Loudoun Valley Manor

3.0 star property
Waterford
9.6 out of 10, Exceptional, (276)
"Great location for visiting wineries"
United States
Anne
The price is SAR 512
SAR 584 total
includes taxes & fees
22 Dec - 23 Dec
Loudoun Valley Manor
Property amenity
Hillbrook Inn

Hillbrook Inn

4.0 star property
Charles Town
8.6 out of 10, Excellent, (670)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is SAR 638
SAR 808 total
includes taxes & fees
10 Dec - 11 Dec
Hillbrook Inn
Property entrance
The Inn at Grass Roots Hill

The Inn at Grass Roots Hill

3.0 star property
Purcellville
9.8 out of 10, Exceptional, (6)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
United States
Chad
The price is SAR 1,721
SAR 1,962 total
includes taxes & fees
3 Dec - 4 Dec
The Inn at Grass Roots Hill
Exterior
Glen Gordon Manor

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (94)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is SAR 1,084
SAR 1,185 total
includes taxes & fees
14 Dec - 15 Dec
Glen Gordon Manor
Garden
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 SAR 718
SAR 819 total
includes taxes & fees
7 Dec - 8 Dec
Stone Manor Boutique Inn
Exterior
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 SAR 6,623
SAR 8,955 total
includes taxes & fees
7 Dec - 8 Dec
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Outdoor pool
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view

Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view

Purcellville
9.8 out of 10, Exceptional, (36)
"Beautiful location, quiet, and Maud is a wonderful person."
United States
Dennis G.
The price is SAR 1,313
SAR 1,809 total
includes taxes & fees
3 Dec - 4 Dec
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
Pool
The Van Gogh Room in Villa

The Van Gogh Room in Villa

Purcellville
9.0 out of 10, Wonderful, (67)
"Wonderful "
United States
Joseph S.
The price is SAR 1,126
SAR 1,468 total
includes taxes & fees
2 Jan - 3 January 2026
The Van Gogh Room in Villa
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

3.5 star property
Charles Town
9.6 out of 10, Exceptional, (437)
"Excellent accommodations and breakfast. "
United States
William
The price is SAR 467
SAR 527 total
includes taxes & fees
8 Dec - 9 Dec
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

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Room was spotless, place was quiet and our welcome at the desk was perfect"
Merrill 1-night trip
Posted 9 hours ago
Hampton Inn Front Royal

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: Loudoun Valley Manor: 6 rooms. 18 mi (29 km) from the heart of Upperville. Enjoy the local cuisine breakfast and soaking bathtubs. Hillbrook Inn: 9 rooms. Situated 18.2 mi (29.3 km) from the heart of Upperville. Enjoy the free full breakfast and fitness center. Inn at Evergreen: 11 rooms. 14.2 mi (22.8 km) from the heart of downtown. Enjoy the free full breakfast and on-site golf. The Inn at Grass Roots Hill: 5 rooms. Located 14.7 mi (23.7 km) from the core of Upperville. Enjoy the free cooked breakfast and library.
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.