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Top Upperville hotels

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Jun 14 to Jun 15
$138 total
Jun 14 - Jun 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this Georgian hotel. Traveling on business? Take advantage of the business center, ...
"The hotel and it’s surroundings were very well kept. Excellent location, convenient parking and friendly staff."

Reviewed on Jun 7, 2026

Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
$693 nightly
The price is $790 total per night from Jun 23 to Jun 24
$790 total
Jun 23 - Jun 24
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, ...
"Beautiful stay all around!"

Reviewed on May 29, 2026

Opens in a new windowSalamander Resort And Spa
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Jun 14 to Jun 15
$99 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests ...
"Very used beds"

Reviewed on Jun 7, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
$123 nightly
The price is $133 total per night from Jun 10 to Jun 11
$133 total
Jun 10 - Jun 11
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Everything about the hotel was wonderful it just recently changed hands & the new owner was @ the breakfast buffet & he’s extremely helpful. The food was good, great location & the staff was fabulous 👍👍👍👍"

Reviewed on Jun 8, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Jun 28 to Jun 29
$81 total
Jun 28 - Jun 29
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business ...
"Management pre assigned room prior to guest arrival which gives the guest no OPTIONto choose the type of room, pets friendly is super damn friendly, management assigne guest with pets all over the hotel, no designated floor for guests with pets (( allergy alarming )"

Reviewed on Jun 7, 2026

Opens in a new windowSpark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $101 total per night from Jul 6 to Jul 7
$101 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"I had a great stay at Tru by Hilton in Winchester, VA. The hotel felt modern, clean, and well-maintained from the moment I walked in. The lobby had a bright, open layout with plenty of space to relax or get some work done, and the atmosphere felt welcoming without being overdone. My room was simple ..."

Reviewed on Jun 8, 2026

Opens in a new windowTRU By Hilton Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $337 total per night from Jul 7 to Jul 8
$337 total
Jul 7 - Jul 8
Total with taxes and fees
This smoke-free resort features a golf course, 3 outdoor tennis courts, and a restaurant. There's fun for all ages with a waterslide and a playground, and families ...
"We just overnighted but it would be delightful to stay much longer and take advantage of the spa, local wineries, golf, etc. The rooms and facilities are beautiful."

Reviewed on Jun 7, 2026

Opens in a new windowLansdowne Resort and Spa
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $77 total per night from Jun 9 to Jun 10
$77 total
Jun 9 - Jun 10
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock ...
"Was a nice stop no complaints. It was as expected at a good value"

Reviewed on Jun 7, 2026

Opens in a new windowTravelodge by Wyndham Winchester
Silo Tiny House Cabin

Silo Tiny House Cabin

Harpers Ferry WV
$289 nightly
The price is $322 total per night from Jun 24 to Jun 25
$322 total
Jun 24 - Jun 25
Total with taxes and fees
A sauna is available at this cabin.
Opens in a new windowSilo Tiny House Cabin
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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.

Upperville Hotel & Travel Guide\n

Upperville offers a very small array of hotels or lodgings. However, those who don't mind sleeping in the outlying regions will discover many places to hang their hat. You will have the choice between 24 hotels and other lodgings located within a 19-mile (30-kilometer) radius of Upperville

The Salamander Resort And Spa, Virginia, which is the nearest accommodation, lies 8 miles (13 kilometers) from the heart of downtown Upperville. Another close hotel is the Goodstone Inn & Restaurant, which is found in Virginia, about 7 miles (11 kilometers) from the central area of Upperville.

The Hillbrook Inn is situated 18 miles (30 kilometers) from the central part of Upperville. Alternatively, the Middleburg Country Inn is positioned 9 miles (14 kilometers) away. The Airlie and the Holiday Inn Express Hotel & Suites Warrenton are two other accommodation options in Upperville.

Looking for more things to do? Consider spending a day or two exploring Arlington National Cemetery and Tomb of the Unknown Soldier, which you'll find in Arlington, 45 miles (70 kilometers) to the east of Upperville. A few Arlington lodgings include the Four Seasons Hotel Washington D.C. and Rosewood Washington, D.C.. 30 miles (47 kilometers) southeast of Upperville, you'll also find Manassas, which is home to the Best Western Manassas and Super 8 Manassas. If you visit Manassas, don't miss the Bull Run Regional Park and Splash Down Water Park.

If you love sports and enjoy watching thrilling clashes make sure you spend the day at Nationals Park, found 50 miles (77 kilometers) to the east of Upperville. Travelocity customers who enjoy the ease of staying close to the stadium, reserve a room in the The Jefferson, Washington, DC or Marriott Marquis Washington, DC.

If you're traveling through Washington Dulles International Airport and hope to find a Travelocity-listed hotel in the area, have a look at Embassy Suites Dulles Airport or Washington Dulles Airport Marriott.

Frequently asked questions

What are the top kid-friendly hotels in Upperville?
Take some of the hassles out of traveling with youngsters by opting for a family-friendly Upperville hotel. From well-thought-out amenities to extra-helpful services, these stays come with perks that'll help make your visit run like a dream: Cozy and secluded cottage located in the heart of horse country. will help make your break the best one yet. It comes with an assortment of nice touches, such as a swimming pool and a king bed. Historical cottage in the town of Paris! is another great choice. After a big day of exploring Upperville, come back home to your comfortable room and amenities like a king bed and a firepit.
Where can I find cheap hotels in Upperville?
At Travelocity you'll find really nice hotels in Upperville at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Upperville rather than in Upperville. We may find you even better rates, too.
How do I find the best Upperville hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Upperville then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Upperville?
The cheapest hotel in Upperville is $77. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Upperville?
There are 734 hotels in Upperville on Travelocity.
What are the best hotels in Upperville?
Upperville has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Upperville for you!
When is the best time to visit Upperville?
If you want the joy of a fun-filled trip in peak season, visit Upperville during March, April and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, November and December.
When is the cheapest time to stay in Upperville?
Based on historic data is usually the cheapest month to visit Upperville. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Upperville?
There are multiple hotels in Upperville that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Upperville. We have plenty of kid-friendly hotels in Upperville to choose from on Travelocity!
Why book a hotel in Upperville through Travelocity?
Because we have the top hotels in Upperville! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Upperville on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Upperville hotel reviews by fellow wanderers

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Everything about the hotel was wonderful it just recently changed hands & the new owner was @ the breakfast buffet & he’s extremely helpful. The food was good, great location & the staff was fabulous 👍👍👍👍"
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

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