Hotels in Upperville

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Upperville?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Upperville on Hotels.com. These Upperville hotels consistently deliver on comfort, location and traveler experience. Last updated on August 30, 2026.

Goodstone Inn & Restaurant

Middleburg

CNY2,901

CNY4,204 total

includes taxes & fees

Sep 7 - Sep 8

Comfort Inn & Suites Winchester

Winchester

CNY664

CNY739 total

includes taxes & fees

Sep 27 - Sep 28

The Red Fox Inn & Tavern

Downtown

CNY3,109

CNY3,545 total

includes taxes & fees

Aug 31 - Sep 1

Salamander Resort And Spa

Middleburg

CNY4,626

CNY5,650 total

includes taxes & fees

Sep 1 - Sep 2

La Quinta Inn & Suites by Wyndham Winchester

Winchester

CNY729

CNY811 total

includes taxes & fees

Sep 1 - Sep 2

Hampton Inn Winchester N/Conference Center, VA

Winchester

CNY712

CNY806 total

includes taxes & fees

Sep 6 - Sep 7

Inn at Evergreen

Haymarket

CNY1,734

CNY1,977 total

includes taxes & fees

Sep 1 - Sep 2

TownePlace Suites by Marriott Front Royal

Front Royal

CNY935

CNY1,045 total

includes taxes & fees

Sep 17 - Sep 18

Country Inn & Suites by Radisson, Winchester, VA

Winchester

CNY635

CNY707 total

includes taxes & fees

Sep 20 - Sep 21

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

CNY822

CNY907 total

includes taxes & fees

Sep 7 - Sep 8

Spark by Hilton Winchester

Winchester

CNY519

CNY588 total

includes taxes & fees

Sep 28 - Sep 29

Briar Patch Bed & Breakfast Inn

Middleburg

CNY2,165

CNY2,468 total

includes taxes & fees

Aug 31 - Sep 1

L'Auberge Provencale Inn & Restaurant

Boyce

CNY1,508

CNY1,663 total

includes taxes & fees

Aug 31 - Sep 1

Fairfield Inn & Suites by Marriott Winchester

Winchester

CNY623

CNY694 total

includes taxes & fees

Sep 3 - Sep 4

Loudoun Valley Manor

Waterford

CNY1,009

CNY1,151 total

includes taxes & fees

Aug 31 - Sep 1

Hampton Inn Front Royal

Front Royal

CNY822

CNY915 total

includes taxes & fees

Sep 8 - Sep 9

Standard Double Room, 2 Double Beds, Non Smoking

Quality Inn Winchester

Winchester

CNY633

CNY704 total

includes taxes & fees

Sep 2 - Sep 3

Room, Private Bathroom (Windsor Suite) | Deep soaking bathtub

Glen Gordon Manor

Huntly

CNY2,281

CNY2,630 total

includes taxes & fees

Sep 21 - Sep 22

Hilton Garden Inn Haymarket

Haymarket

CNY1,007

CNY1,168 total

includes taxes & fees

Sep 7 - Sep 8

Hampton Inn Warrenton

Warrenton

CNY988

CNY1,080 total

includes taxes & fees

Sep 6 - Sep 7

View all properties

Go beyond your typical stay in Upperville

Pet friendly

Pool

Spa

Hot tub

Family friendly

Cottage

Top landmarks in Upperville

Upperville Park

Upperville Park is 0.8 mi (1.3 km) from central Upperville, why not stop by during your stay. If you like Upperville Park, you'll love Glenwood Park and Blue Ridge Regional Park, both just a short drive away.

See properties

Learn more about Upperville

Upperville is well-known for its attractions such as Sky Meadows State Park and Upperville Park.

See all hotels in Upperville

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Check out reviews of Upperville hotels guests love

Lansdowne Resort and Spa

10/10 Excellent

"All great . The front staff woman this morning was a little rude but overall it was a great stay"

Hotel Burg

10/10 Excellent

"Great property and the staff is fantastic.!!"

Hampton Inn Front Royal

10/10 Excellent

"Clean and friendly"

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Totally recommend. Nice staff and nice stay"

Spark by Hilton Winchester

8/10 Good

"Having Breakfast is a plus. Clean and quiet = Good"

Comfort Inn & Suites Winchester

10/10 Excellent

"Excellent property excellent staff."

Best Western Leesburg Hotel & Conference Center

8/10 Good

"Staff was pleasant and very accomadating. Breakfast was disappointing...would have appreciated some yogurt and more fruit options and a few tea bags choices. But area was clean and pleasant. My friend's room facing the poolside of the building was updated and had better AC control. My room facing the parking lot had an AC that was loud making it difficult to sleep. But overall a great experience for 3 nights that was very reasonable! Will stay there again!"

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."

Frequently asked questions

How much does a hotel room cost in Upperville?

You can choose a great hotel in Upperville from CNY501 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Upperville that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Upperville hotels?

Discover great deals on Upperville hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Upperville hotels.

Can I book Upperville hotels with free cancellation?

To book a refundable Upperville hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What accommodations do travelers recommend in Upperville?

Guests like Salamander Resort And Spa.

Can I book a refundable hotel in Upperville?

If you need the flexibility to change your travel plans to Upperville, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Upperville if I want a vacation home instead of a hotel?

You'll find 6 vacation homes on our site.

What will the weather in Upperville be like during my vacation?

The warmest months in Upperville are usually July and August with an average temp of 72°F. January and February are the chilliest months when the average temp is 37°F. The rainiest months are September and May.

Why should I book my Upperville accommodation with Hotels.com?

There are plenty of reasons to book your Upperville travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring

Book Hotels in Upperville on Hotels.com