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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 15 B&B in Upperville with updated reviews, rates, and availability.

Loudoun Valley Manor
Aerial view

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (227)
"Olga is a wonderful host. This is our second time staying at Loundoun Valley Manor and we enjoyed it as much as the first time. It is a great place to stay. "
The price is SAR 563
SAR 641 total
includes taxes & fees
23 Feb - 24 Feb
Loudoun Valley Manor
The Carriage Inn B&B
Front of property

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (413)
"Had a wonderful weekend staying here. The breakfast was amazing and the rooms were cozy. Would definitely recommend. "
The price is SAR 702
SAR 793 total
includes taxes & fees
6 Mar - 7 Mar
The Carriage Inn B&B
Inn at Evergreen
Front of property

Inn at Evergreen

3.5 star property
9.2 out of 10, Wonderful, (118)
"Great place for a relaxing stay. Very clean and tidy. "
The price is SAR 824
SAR 940 total
includes taxes & fees
8 Mar - 9 Mar
Inn at Evergreen
Stone Manor Boutique Inn
Property entrance

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (88)
"It was good"
The price is SAR 679
SAR 774 total
includes taxes & fees
9 Mar - 10 Mar
Stone Manor Boutique Inn
Glen Gordon Manor
Exterior

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (82)
"Upon arrival we enjoyed a wonderful greeting and tour from Hayden. The property was everything we were looking for in a getaway stay. All of the staff throughout our stay made us feel very welcome. The dining experience was fantastic. I'm not sure I will ever order duck again unless Chef Dane is in the kitchen and the dining staff for the evening made sure we were taken care of. Thanks again to Michelle for the breakfast prior to our departure. We cant wait to come back !!!"
The price is SAR 746
SAR 816 total
includes taxes & fees
27 Feb - 28 Feb
Glen Gordon Manor
Airwell Bed and Breakfast
Exterior

Airwell Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (36)
"The property is beautiful and the owners charming. I wish I knew about this place sooner."
Airwell Bed and Breakfast
Rustic Log cabin bed and breakfast in Virginia wine country
Interior

Rustic Log cabin bed and breakfast in Virginia wine country

8.0 out of 10, Very Good, (1)
"A very lovely setting in the woods and beautiful houses throughout the neighborhood. Very peaceful location and unique home."
Rustic Log cabin bed and breakfast in Virginia wine country
Hillbrook Inn
Front of property

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (661)
"All of the staff are super nice. Breakfast was delicious and our room was clean. Would definitely stay again."
The price is SAR 709
SAR 888 total
includes taxes & fees
25 Mar - 26 Mar
Hillbrook Inn
The Manor at Courtland Farm
Exterior

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
The Van Gogh Room in Villa
Pool

The Van Gogh Room in Villa

9.0 out of 10, Wonderful, (60)
"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 1,031
SAR 1,325 total
includes taxes & fees
23 Feb - 24 Feb
The Van Gogh Room in Villa
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
Pool

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

9.8 out of 10, Exceptional, (32)
"It is an amazing place with a gorgeous view of the mountains and welcoming host"
The price is SAR 1,219
SAR 1,680 total
includes taxes & fees
23 Feb - 24 Feb
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
The Manor at Airmont
Aerial view

The Manor at Airmont

4.0 star property
9.8 out of 10, Exceptional, (53)
"Great location for some excellent family time. Only a short distance from stores and restaurants."
The Manor at Airmont
Hidden View Bed & Breakfast
Aerial view

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
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."
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Purcellville Home
Exterior

Purcellville Home

3.5 star property
8.8 out of 10, Excellent, (6)
"This is a lovely inn-like property that is very reasonably priced for the area."
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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Other property types in Upperville

18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is SAR 1,031
SAR 1,469 total
includes taxes & fees
24 Feb - 25 Feb
18th Century Stone Cottage minutes from historic Middleburg
Breathtaking views with an indoor private pool, come escape with us
Exterior

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (245)
"We stayed for three nights over a long weekend, arriving on Friday night and leaving Monday morning. 8 adults and six kids between 5 and 12. Check-in was easy. Location right next to the brewery was great. House is very big and well laid out. It does indeed have great views. A couple of things held this back from being 5 stars. First, the DirecTV did not work at first, which was important to us because of the NFL playoffs. We are grateful to Ben, the property manager, who worked hard on a...
Breathtaking views with an indoor private pool, come escape with us
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!
Exterior from the deck

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (79)
"My husband and I had a lovely stay in this cabin for Thanksgiving. We had everything we needed to cook our Thanksgiving meal, stay cozy, and enjoy the views around the cabin. Thank you!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!
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.

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. While you’re here, you can get to know Upperville by exploring its natural beauty. Consider a stop by Sky Meadows State Park and Upperville Park.
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. Inn at Evergreen: 11 rooms. 14.2 mi (22.8 km) from the downtown core. Enjoy the free full breakfast and on-site golf. Hillbrook Inn: 9 rooms. Located 18.2 mi (29.3 km) from the core of Upperville. Enjoy the free full breakfast and 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?
Spend some time exploring Sky Meadows State Park and Upperville Park if you’re hoping to see some of the area’s natural features. Delaplane Cellars and Barrel Oak Winery 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.