Find a Bed and Breakfast in Upperville from CA $221

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15
In one month
Mar 27 - Mar 29
In two months
Apr 24 - Apr 26

Our top choices for Upperville bed & breakfast

Garden view

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (282 reviews)
"Beatiful Location Reasonable Rates Great Breakfast"
United States
Albert
The price is CA $193
CA $221 total
includes taxes & fees
Mar 11 - Mar 12
Loudoun Valley Manor
Hallway

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (133 reviews)
"Beautiful property and excellent food."
United States
Paula
Inn at Evergreen
Front of property

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (96 reviews)
"The breakfast was fabulous and the room great "
United States
MICHEL
The price is CA $262
CA $298 total
includes taxes & fees
Feb 27 - Feb 28
Stone Manor Boutique Inn
Exterior

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is CA $437
CA $478 total
includes taxes & fees
Mar 23 - Mar 24
Glen Gordon Manor
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is CA $215
CA $276 total
includes taxes & fees
Mar 1 - Mar 2
Hillbrook Inn
Outdoor dining

The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
9.0 out of 10, Wonderful, (67 reviews)
"Quiet setting and friendly owner."
United States
Helen W.
The price is CA $410
CA $532 total
includes taxes & fees
Feb 27 - Feb 28
The Van Gogh Room in Villa
Outdoor dining

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 reviews)
"Beautiful location, quiet, and Maud is a wonderful person."
United States
Dennis G.
The price is CA $479
CA $666 total
includes taxes & fees
Feb 27 - Feb 28
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Interior entrance

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.4 out of 10, Exceptional, (8 reviews)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
United States
Chad
The price is CA $560
CA $639 total
includes taxes & fees
Mar 21 - Mar 22
The Inn at Grass Roots Hill
Exterior

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

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Lovettsville
10.0 out of 10, Exceptional, (1 review)
"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 CA $15,727
CA $20,173 total
includes taxes & fees
Mar 1 - Mar 2
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (442 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is CA $219
CA $248 total
includes taxes & fees
Mar 9 - Mar 10
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

10/10 Excellent
"Terrific room, exceptionally clean, good size, very nice staff, Good breakfast. Would highly recommend, even had free chocolate chip cookies in the lobby in the evenings. "
Paul 1-night trip
Posted 2 days ago
Holiday Inn Express Charles Town by IHG

Find out more about Upperville

Upperville B&B information

Number of reviews
1,836
Accommodation
13 B&B
Lowest Price
CA $221
Highest Price
CA $20,173

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. Located 16.8 mi (27 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.

Explore a world of travel with Expedia