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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

B&B in Upperville

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (268)
"We loved this property and will definitely be back! It felt homely, but there were plenty of amenities and also there was plenty of privacy. The breakfasts were tasty and the property was located in the perfect position to visit the wineries! "
The price is SAR 518
SAR 590 total
includes taxes & fees
6 Oct - 7 Oct
Loudoun Valley Manor
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (428)
"Excellent, historic, amazing breakfast and hostess"
The price is SAR 562
SAR 635 total
includes taxes & fees
30 Oct - 31 Oct
The Carriage Inn B&B
Hillbrook Inn
Property amenity

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (669)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
The price is SAR 694
SAR 871 total
includes taxes & fees
6 Oct - 7 Oct
Hillbrook Inn
Inn at Evergreen
Free daily full breakfast

Inn at Evergreen

3.5 star property
9.4 out of 10, Exceptional, (130)
"This is a lovely property. We were lucky to have a suite - so restful and quiet. The breakfast across the street at the golf club was delicious. There is a lot to do in the area if you're not into golf."
Inn at Evergreen
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
10.0 out of 10, Exceptional, (2)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
The price is SAR 1,549
SAR 1,766 total
includes taxes & fees
4 Oct - 5 Oct
The Inn at Grass Roots Hill
Glen Gordon Manor
Exterior

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (90)
"The location is good."
The price is SAR 1,121
SAR 1,226 total
includes taxes & fees
6 Oct - 7 Oct
Glen Gordon Manor
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
Outdoor pool

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

9.8 out of 10, Exceptional, (36)
"It is an amazing place with a gorgeous view of the mountains and welcoming host"
The price is SAR 1,181
SAR 1,642 total
includes taxes & fees
13 Oct - 14 Oct
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
The Manor at Courtland Farm
Outdoor pool

The Manor at Courtland Farm

3.5 star property
9.2 out of 10, Wonderful, (49)
"This was one of the most beautiful places I have ever stayed. The service was excellent!"
The Manor at Courtland Farm
Stone Manor Boutique Inn
Garden

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (93)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is SAR 815
SAR 929 total
includes taxes & fees
5 Oct - 6 Oct
Stone Manor Boutique Inn
The Van Gogh Room in Villa
Pool

The Van Gogh Room in Villa

9.0 out of 10, Wonderful, (64)
"Good stay. Beautiful view. Having never been to Purceville, I was taken aback by the fact that the establishment on s dirt road. "
The price is SAR 1,097
SAR 1,383 total
includes taxes & fees
12 Oct - 13 Oct
The Van Gogh Room in Villa
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior

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

2.0 star property
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."
The price is SAR 6,620
SAR 8,870 total
includes taxes & fees
2 Nov - 3 Nov
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Hidden View Bed & Breakfast
Terrace/patio

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
Purcellville Home
Interior

Purcellville Home

3.5 star property
8.8 out of 10, Excellent, (6)
"This was just what we needed. I appreciated the quiet and Lana was so nice. "
Purcellville Home
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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Very nice property. "
Pam 1-night trip
Posted 18 hours ago
Comfort Inn & Suites 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: 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. The Inn at Grass Roots Hill: 5 rooms. 14.7 mi (23.7 km) from the heart of downtown. Enjoy the free cooked breakfast and library. 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 Glenwood Park 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.