Search B&B in Upperville

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

B&B in Upperville

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (256)
"Wonderful, clean, quiet, affordable and friendly lodging option when winery-hopping and/or sightseeing in the area."
The price is SAR 518
SAR 590 total
includes taxes & fees
18 Aug - 19 Aug
Loudoun Valley Manor
Inn at Evergreen
Free daily full breakfast

Inn at Evergreen

3.5 star property
9.4 out of 10, Exceptional, (127)
"Wonderful place to stay"
The price is SAR 715
SAR 815 total
includes taxes & fees
15 Aug - 16 Aug
Inn at Evergreen
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 816
SAR 930 total
includes taxes & fees
14 Aug - 15 Aug
Stone Manor Boutique Inn
Hillbrook Inn
Property amenity

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (668)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
The price is SAR 725
SAR 905 total
includes taxes & fees
25 Aug - 26 Aug
Hillbrook Inn
Glen Gordon Manor
Exterior

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (89)
"The location is good."
The price is SAR 935
SAR 1,022 total
includes taxes & fees
19 Aug - 20 Aug
Glen Gordon Manor
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (424)
"Excellent, historic, amazing breakfast and hostess"
The price is SAR 569
SAR 643 total
includes taxes & fees
21 Aug - 22 Aug
The Carriage Inn B&B
The Van Gogh Room in Villa
Pool

The Van Gogh Room in Villa

9.0 out of 10, Wonderful, (63)
"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 1,032
SAR 1,348 total
includes taxes & fees
21 Aug - 22 Aug
The Van Gogh Room in Villa
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, (34)
"It is an amazing place with a gorgeous view of the mountains and welcoming host"
The price is SAR 1,220
SAR 1,690 total
includes taxes & fees
14 Aug - 15 Aug
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, (47)
"This was one of the most beautiful places I have ever stayed. The service was excellent!"
The Manor at Courtland Farm
Historic Hideaway with King Bed & Spa-Inspired Bath
1 bedroom, WiFi, bed sheets

Historic Hideaway with King Bed & Spa-Inspired Bath

The price is SAR 1,325
SAR 2,513 total
includes taxes & fees
13 Aug - 14 Aug
Historic Hideaway with King Bed & Spa-Inspired Bath
Rustic Charm Meets Modern Comfort in Barn Loft Escape
Exterior

Rustic Charm Meets Modern Comfort in Barn Loft Escape

The price is SAR 1,160
SAR 2,324 total
includes taxes & fees
13 Aug - 14 Aug
Rustic Charm Meets Modern Comfort in Barn Loft Escape
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 6,625
SAR 8,876 total
includes taxes & fees
17 Aug - 18 Aug
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
Rustic Stone Retreat in the Heart of Hunt Country
Exterior

Rustic Stone Retreat in the Heart of Hunt Country

Rustic Stone Retreat in the Heart of Hunt Country
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
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
The price is SAR 1,722
SAR 1,963 total
includes taxes & fees
23 Aug - 24 Aug
The Inn at Grass Roots Hill
Timeless Elegance in Restored Suite – King Bed & Private Spa Bath
1 bedroom, WiFi, bed sheets

Timeless Elegance in Restored Suite – King Bed & Private Spa Bath

10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved Stone Gables! Our room (The Leesburg) was lovely, and we had gorgeous weather to relax in the pool. It was quite expensive, but it was definitely worth it to us."
The price is SAR 1,223
SAR 2,411 total
includes taxes & fees
13 Aug - 14 Aug
Timeless Elegance in Restored Suite – King Bed & Private Spa Bath
Luxury King Suite w/ Private Entrance & Slate Walk-In Shower
1 bedroom, WiFi, bed sheets

Luxury King Suite w/ Private Entrance & Slate Walk-In Shower

The price is SAR 1,118
SAR 2,271 total
includes taxes & fees
13 Aug - 14 Aug
Luxury King Suite w/ Private Entrance & Slate Walk-In Shower
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upperville Hotel Reviews

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

10/10 Excellent
"The room was very clean and updated "
Teena 1-night trip
Posted 9 hours ago
Red Roof Inn Leesburg, VA

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. Glen Gordon Manor: 8 rooms. 16.7 mi (26.9 km) from the heart of downtown. Enjoy the free full breakfast and 24-hour fitness center. Inn at Evergreen: 11 rooms. Located 14.2 mi (22.8 km) from the core of Upperville. Enjoy the free full breakfast and on-site golf.
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 Blue Ridge Regional 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.