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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 13 B&B in Upperville with updated reviews, rates, and availability.

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (235)
"Stunning property and awesome room. Already booking my next stay in a few weeks with the family!"
The price is SAR 563
SAR 642 total
includes taxes & fees
22 Apr - 23 Apr
Loudoun Valley Manor
Inn at Evergreen
Interior

Inn at Evergreen

3.5 star property
9.2 out of 10, Wonderful, (122)
"We so enjoyed staying at this inn. We didn’t know it was in a country club with access to several of the amenities of the club. The room was beautiful, the innkeeper was very accommodating and any of the staff we ran into were lovely. A short drive to the closest metro station, we spent a day in DC, & the 2nd day in the rolling hills of northern VA in wine country where we had good wines & enjoyed a lovely dinner at a recommend spot. We would stay here again. "
The price is SAR 605
SAR 690 total
includes taxes & fees
17 Apr - 18 Apr
Inn at Evergreen
The Carriage Inn B&B
Porch

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (415)
"Fantastic"
The price is SAR 892
SAR 1,008 total
includes taxes & fees
20 Apr - 21 Apr
The Carriage Inn B&B
Hillbrook Inn
Premium bedding, desk, iron/ironing board, free WiFi

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (662)
"I stayed at the Hawthorne House. A beautiful property, close to Summit Point and the Race Track. My room, East, was gorgeous. I loved my stay."
The price is SAR 531
SAR 689 total
includes taxes & fees
30 Apr - 1 May
Hillbrook 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 822
SAR 898 total
includes taxes & fees
27 Apr - 28 Apr
Glen Gordon Manor
Stone Manor Boutique Inn
Reception hall

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (90)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is SAR 777
SAR 886 total
includes taxes & fees
29 Apr - 30 Apr
Stone Manor Boutique Inn
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
The Manor at Courtland Farm
Exterior

The Manor at Courtland Farm

3.5 star property
9.2 out of 10, Wonderful, (47)
"We arrived and the property was CLOSED and under construction. "
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 1,032
SAR 1,348 total
includes taxes & fees
16 Apr - 17 Apr
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, (32)
"It is an amazing place with a gorgeous view of the mountains and welcoming host"
The price is SAR 1,220
SAR 1,711 total
includes taxes & fees
16 Apr - 17 Apr
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
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

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Exterior

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (84)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
2 bedrooms, in-room safe, desk, iron/ironing board

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (61)
"The cabin was beautiful! Brigid has the cabin well stocked. She was very welcoming. Our family with kids and a dog felt very comfortable and even pampered!"
The price is SAR 638
SAR 1,354 total
includes taxes & fees
22 Apr - 23 Apr
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (38)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is SAR 1,032
SAR 1,478 total
includes taxes & fees
22 Apr - 23 Apr
18th Century Stone Cottage minutes from historic Middleburg
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. 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: Inn at Evergreen: 11 rooms. 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. 16.7 mi (26.9 km) from the downtown core. Enjoy the free full breakfast and 24-hour fitness center. Loudoun Valley Manor: 6 rooms. 18 mi (29 km) from the heart of downtown. Enjoy the local cuisine breakfast and soaking bathtubs. 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?
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 Naked Mountain Winery & 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.