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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare Motels in Upperville with updated reviews, rates, and availability.

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Other property types in Upperville

Trailside Retreat in breathtaking Western Loudoun
Exterior

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (42)
"Large house, good for a big group. Well equipped. Accommodated our need for an early check-in."
Trailside Retreat in breathtaking Western Loudoun
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (35)
"We absolutely loved this little cottage. It's a great location near Middleburg, tucked back in the woods. It's got everything you need for a peaceful retreat. A perfect place to curl up in front of the fire with a book. The host was so welcoming and easy to work with. We'll definitely be back!"
The price is SAR 1,031
SAR 1,477 total
includes taxes & fees
3 Feb - 4 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, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
Breathtaking views with an indoor private pool, come escape with us
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

What can I expect from a motel trip to Upperville?
If you can’t find a motel in Upperville, allow Expedia help you find a motel or similar property from more than 689 lodging options in the larger area. Simply use our search tools to filter by price per night or money-saving amenities such as free parking and free airport transportation.
What is a motel?
When you stay at a motel, you’ll often find an outdoor pool and free parking. With a stay at a motel, you’ll usually access your room from an outside corridor overlooking the parking lot. Starting in the early 1950s, colorful neon signs were used as beacons for tired families on road trips, and you can see these today along the historic U.S. Route 66.
What are the best motels in Upperville?
Here you’ll find some of our customers’ top motels in the larger area. Travelodge by Wyndham Winchester is located 18.5 mi (29.8 km) from the heart of Upperville. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Rodeway Inn & Suites - Charles Town, WV: Room amenities like free WiFi are included, along with freebies like breakfast, parking, and a casino shuttle. Central Upperville is 20.8 mi (33.4 km) away. Baymont by Wyndham Warrenton: Enjoy access to the 24-hour fitness center, and freebies including breakfast and parking. Located 19.1 mi (30.7 km) from the heart of Upperville. Motel 6 Charles Town, WV: Central Upperville is 21.3 mi (34.2 km) away. Free WiFi, free parking, and a snack bar/deli are available during your stay. Motel 6 Winchester, VA: 19.4 mi (31.3 km) from the heart of Upperville. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking.
What can I do in Upperville?
Enjoy nature with a stop at Sky Meadows State Park and Upperville Park. You’ll find these family-friendly sights in the area: Haymarket IcePlex, Paris Barns, and Great Country Farms. While you’re checking out the area, consider visiting Delaplane Cellars, Barrel Oak Winery, and Naked Mountain Winery & Vineyards.
What's the seasonal weather like in Upperville?
Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Upperville to help you plan yours. 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 my options for getting around Upperville when staying in a motel?
We’ve gathered some information about getting around Upperville to help you navigate your stay: 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 a rental car for your journey.