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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May
In one month
12 Jun - 14 Jun
In two months
10 Jul - 12 Jul

Our top choices for Upperville bed & breakfast

Reception

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (296 reviews)
"Amazing inn, clean, owner is friendly."
United States
Miguel
The price is AED 507
AED 578 total
includes taxes & fees
12 May - 13 May
Loudoun Valley Manor
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (677 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is AED 537
AED 694 total
includes taxes & fees
25 May - 26 May
Hillbrook Inn
Hallway

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful historic inn! Gorgeous property and close to everything! Can’t wait to visit again."
United States
Kristine
The price is AED 909
AED 1,036 total
includes taxes & fees
19 May - 20 May
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, (101 reviews)
"This is a beautiful place to stay. Immaculate. Room was very clean and nice. Staff is very friendly. Dining area is very nice. I highly recommend staying at this inn!"
United States
Meera
The price is AED 760
AED 867 total
includes taxes & fees
12 May - 13 May
Stone Manor Boutique Inn
Outdoor dining

The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
9.0 out of 10, Wonderful, (69 reviews)
"Quiet setting and friendly owner."
United States
Helen W.
The price is AED 1,194
AED 1,549 total
includes taxes & fees
12 May - 13 May
The Van Gogh Room in Villa
Exterior

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is AED 1,172
AED 1,281 total
includes taxes & fees
26 May - 27 May
Glen Gordon Manor
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)
"My husband and I had a memorable stay at Villa Maud over New Year. Maud was a gracious host and we very much enjoyed the comforts of our honeymoon villa. Maud is a talented artist and her impressive work adorns the villa. One of the highlights was meeting Tim the donkey"
United States
jo H.
The price is AED 1,286
AED 1,771 total
includes taxes & fees
12 May - 13 May
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
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. "
United States
Robert
The price is AED 1,685
AED 1,921 total
includes taxes & fees
12 May - 13 May
The Inn at Grass Roots Hill
Miscellaneous

Lakefront B&B Room w/Private Island Access + Breakfast Included

Lakefront B&B Room w/Private Island Access + Breakfast Included
Purcellville
The price is AED 1,736
AED 2,234 total
includes taxes & fees
17 May - 18 May
Lakefront B&B Room w/Private Island Access + Breakfast Included
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 AED 42,241
AED 54,634 total
includes taxes & fees
26 May - 27 May
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Property grounds

5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included

5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included
Purcellville
The price is AED 7,587
AED 12,217 total
includes taxes & fees
18 May - 19 May
5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included
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, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is AED 569
AED 643 total
includes taxes & fees
1 Jun - 2 Jun
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

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Room was large with comfortable beds. "
David 1-night trip
Posted 7 hours ago
Spark by Hilton 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. 18.2 mi (29.3 km) from the downtown core. 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.
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. RdV Vineyards 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.

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