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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Apartments in Upperville

Fridge, microwave, oven, stovetop
Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!

Amissville
9.6 out of 10, Exceptional, (35)
"My wife and I enjoyed our stay at this cute and cozy spot. Very convenient for exploring Northern Virginia, from Shenandoah National Park, to Leesburg, Culpeper, Manassas, and beyond. Check-in was very easy and Jimmie, our host, was very friendly and responsive. "
United States
John P.
The price is SAR 456
SAR 887 total
includes taxes & fees
3 Dec - 4 Dec
Cozy 1BR Apt Minutes From Skyline Drive!!
Outdoor dining
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Bluemont
10.0 out of 10, Exceptional, (3)
"Had a fun visit. Property and host we're excellent."
United States
Daniel D.
The price is SAR 456
SAR 947 total
includes taxes & fees
22 Nov - 23 Nov
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Outdoor dining
Historic apartment in Old Town Warrenton, Virginia

Historic apartment in Old Town Warrenton, Virginia

Warrenton
9.8 out of 10, Exceptional, (57)
"Bill’s place was great. Everything was just as described, clean, and comfortable. Bill was very kind and helpful! Awesome stay!"
United States
Joanne R.
The price is SAR 570
SAR 890 total
includes taxes & fees
3 Dec - 4 Dec
Historic apartment in Old Town Warrenton, Virginia
Property grounds
Private apartment on a beautiful private farm!

Private apartment on a beautiful private farm!

Bluemont
8.8 out of 10, Excellent, (6)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is SAR 506
SAR 1,013 total
includes taxes & fees
24 Nov - 25 Nov
Private apartment on a beautiful private farm!
Interior
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Warrenton
10.0 out of 10, Exceptional, (4)
"I love staying here! It's cozy and comfortable and in a perfect location. "
United States
Jenny D.
The price is SAR 619
SAR 1,008 total
includes taxes & fees
1 Dec - 2 Dec
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Interior
Rosamond nice downtown studio apt

Rosamond nice downtown studio apt

Winchester Historic District
8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
United States
John M.
The price is SAR 413
SAR 722 total
includes taxes & fees
3 Dec - 4 Dec
Rosamond nice downtown studio apt
Living area
Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall

2.0 star property
Old Town Winchester
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
United States
Kristen R.
The price is SAR 668
SAR 1,215 total
includes taxes & fees
16 Dec - 17 Dec
Morocco Loft 2BR overlooking city walking mall
Exterior
Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown

Winchester
9.6 out of 10, Exceptional, (7)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
United States
Anonymous traveler
The price is SAR 375
SAR 659 total
includes taxes & fees
21 Dec - 22 Dec
Cozy English Basement Apt quiet but close to downtown
Exterior detail
NEW! Historic Schoolhouse HotTub+FirePit+Wineries

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

Fauquier County
8.0 out of 10, Very Good, (1)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
The price is SAR 375
SAR 1,096 total
includes taxes & fees
1 Dec - 2 Dec
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Desk, iron/ironing board, free WiFi, bed sheets
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Middleburg
9.8 out of 10, Exceptional, (21)
"Pamela was wonderful to work with and the loft was so cute!"
United States
Kim S.
The price is SAR 563
SAR 1,013 total
includes taxes & fees
23 Nov - 24 Nov
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Apartment (4 Bedrooms) | Interior
Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home

3.5 star property
Gainesville
The price is SAR 653
SAR 1,717 total
includes taxes & fees
30 Nov - 1 Dec
Balcony & Pool Access: Modern Gainesville Home
Interior
Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm

Winchester
The price is SAR 506
SAR 865 total
includes taxes & fees
22 Nov - 23 Nov
Very charming & spacious 2 bedrm
Fridge, microwave, oven, stovetop
Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard

Old Town Winchester
9.0 out of 10, Wonderful, (2)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is SAR 548
SAR 965 total
includes taxes & fees
3 Dec - 4 Dec
Yellow Submarine trendy basement apt and courtyard
Fridge, microwave, oven, stovetop
The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
Winchester Historic District
6.0 out of 10, (1)
The price is SAR 413
SAR 744 total
includes taxes & fees
18 Dec - 19 Dec
The Stock Exchange downtown 3rd floor studio apt
3 bedrooms, iron/ironing board, WiFi, bed sheets
Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city

Old Town Winchester
9.0 out of 10, Wonderful, (14)
"Great location in the heart of Winchester. Walking distance to everything. "
United States
Andrew N.
The price is SAR 694
SAR 1,245 total
includes taxes & fees
23 Nov - 24 Nov
Nostalgia Lane in the heart of the city
Exterior
Farm Suite at Valley View Farm

Farm Suite at Valley View Farm

2.0 star property
Delaplane
The price is SAR 536
SAR 1,130 total
includes taxes & fees
23 Nov - 24 Nov
Farm Suite at Valley View Farm
Dining
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Old Town Winchester
9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is SAR 769
SAR 1,389 total
includes taxes & fees
3 Dec - 4 Dec
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Terrace/patio
Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt

Old Town Winchester
9.6 out of 10, Exceptional, (5)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
United States
Stephanie L.
The price is SAR 833
SAR 1,470 total
includes taxes & fees
3 Dec - 4 Dec
Scarborough Fair walk to downtown two story apt
Microwave, oven, stovetop, dishwasher
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Old Town Winchester
The price is SAR 825
SAR 1,462 total
includes taxes & fees
3 Dec - 4 Dec
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Breakfast was good. Room was clean. Very comfortable bed."
Deborah 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

What's it like to stay at an apartment in Upperville?
There are 6 lodging options in Upperville. Though there aren't many apartments, we can help you locate similar accommodations. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is the best choice for you?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the top apartment for a stay in Upperville?
Below are some of the top apartments in the area: Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues: Located in Leesburg, 14.8 mi/23.8 km from the heart of Upperville. Includes free WiFi, private patios, and sofa beds. Access to onsite laundry facilities is available on site. Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg: Located 8.8 mi/14.1 km away in Middleburg. Free WiFi, private patios, and Smart TVs are included. Private apartment on a beautiful private farm!: It's situated in Bluemont, 6.6 mi/10.6 km away. Includes Smart TVs. Historic apartment in Old Town Warrenton, Virginia: Located 19.7 mi/31.7 km away in Warrenton. Free WiFi, private patios, and separate dining areas are included. Access to onsite laundry facilities is available on site. Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.: It's situated in Bluemont, 8.6 mi/13.8 km from Upperville.
What can I expect from the weather in Upperville?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Upperville. 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 are the must-see places to visit in Upperville?
Explore the area and family-friendly sights such as Virginia River Trips, or get out into nature at a spot like Upperville Park. In the larger area, you'll find Sky Meadows State Park and Delaplane Cellars.
What's the best way to get to and around Upperville?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Washington Dulles Intl. Airport (IAD), which is located 23.7 mi (38.2 km) away from the city center. Otherwise, look for flights into 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.