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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Upperville bed & breakfast

Hallway

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (137 reviews)
"Beautiful historic inn! Gorgeous property and close to everything! Can’t wait to visit again."
United States
Kristine
The price is AED 827
AED 943 total
includes taxes & fees
21 Jun - 22 Jun
Inn at Evergreen
Reception

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (306 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
The price is AED 482
AED 549 total
includes taxes & fees
21 Jun - 22 Jun
Loudoun Valley Manor
Front of property

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (107 reviews)
"Lovely inn in beautiful setting."
United States
Linda
The price is AED 703
AED 802 total
includes taxes & fees
1 Jul - 2 Jul
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, (70 reviews)
"Quiet setting and friendly owner."
United States
Helen W.
The price is AED 1,194
AED 1,537 total
includes taxes & fees
21 Jun - 22 Jun
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 AED 1,286
AED 1,771 total
includes taxes & fees
21 Jun - 22 Jun
Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Exterior

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is AED 926
AED 1,189 total
includes taxes & fees
2 Jul - 3 Jul
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
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 1,517
AED 1,729 total
includes taxes & fees
22 Jun - 23 Jun
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 AED 42,240
AED 56,621 total
includes taxes & fees
22 Jun - 23 Jun
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior

Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is AED 1,041
AED 1,338 total
includes taxes & fees
28 Jun - 29 Jun
Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Exterior

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 1,319
AED 1,696 total
includes taxes & fees
25 Jun - 26 Jun
Lakefront B&B Room w/Private Island Access + Breakfast Included
Exterior

Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included

Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is AED 1,157
AED 1,491 total
includes taxes & fees
2 Jul - 3 Jul
Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included
Exterior

Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included

Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included
Purcellville
The price is AED 1,273
AED 1,635 total
includes taxes & fees
28 Jun - 29 Jun
Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included
Exterior

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 6,264
AED 9,310 total
includes taxes & fees
1 Jul - 2 Jul
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, (448 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is AED 535
AED 605 total
includes taxes & fees
1 Jul - 2 Jul
The Carriage Inn B&B
Exterior

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (97 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
21 Jul - 22 Jul
Glen Gordon Manor
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (679 reviews)
"Lovely Luxury with a spacious sunset suite. Very comfortable bed and sofa. Wish there were one or more sofa tables. staff were delightful, will definitely come again. Please add a cafe for guests not wanting a large expensive dinner. Breakfast Food was very good. Kitchen well equipped for beverage and snack storage, and very clean."
United States
Margaret
The price is AED 489
AED 639 total
includes taxes & fees
23 Jun - 24 Jun
Hillbrook Inn
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
"It’s a very clean comfortable hotel"
Clarence 1-night trip
Posted 2 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. 18.2 mi (29.3 km) from the downtown core. Enjoy the free full breakfast and fitness center. Inn at Evergreen: 11 rooms. Situated 14.2 mi (22.8 km) from the heart of Upperville. Enjoy the free full breakfast and on-site golf. Glen Gordon Manor: 8 rooms. 16.8 mi (27 km) from the heart of downtown. 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.

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