Book Hotels in Upperville, VA

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Top Upperville hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $108 total per night from Dec 17 to Dec 18
$108 total
Dec 17 - Dec 18
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
Wonderfully clean! Staff was friendly and breakfast was great! Truck noise from highway is loud, but I fell asleep immediately because of the cleanliness and high quality, comfy bedding!

Reviewed on Dec 3, 2025

Opens in a new windowComfort Inn & Suites Winchester
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr Charles Town WV
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $115 total per night from Jan 4 to Jan 5
$115 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
.

Reviewed on Dec 2, 2025

Opens in a new windowHampton Inn & Suites Charles Town
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
$591 nightly
The price is $673 total per night from Dec 15 to Dec 16
$673 total
Dec 15 - Dec 16
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, ...
It’s a great hotel. However, they don’t have non-Tesla EV chargers, nor adapters for other cars. That’s already odd, given this is a fancy hotel next to DC. But it’s even odder that they don’t tell you that there’s a (paid) EV charger in the parking lot of the Town Hall, *literally* next door to ...

Reviewed on Dec 1, 2025

Opens in a new windowSalamander Resort And Spa
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
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $114 total per night from Dec 16 to Dec 17
$114 total
Dec 16 - Dec 17
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 was clean. Smelt good. Staff was very friendly!

Reviewed on Dec 3, 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
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
$127 nightly
The price is $143 total per night from Dec 14 to Dec 15
$143 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
The breakfast was very good. The menu had a lot of options. It came to our table nice and hot! I loved the waffle with Lemon ricotta, syrup and butter. Our waitress always knew when to fill my coffee to keep it warm! Everything was very clean and neatly set up. The waitresses were also cheerful and ...

Reviewed on Nov 20, 2025

Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
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
$72 nightly
The price is $78 total per night from Jan 5 to Jan 6
$78 total
Jan 5 - Jan 6, 2026
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 ...
Just a quick overnight - very impressed with the cleanliness, quietness and friendly staff! I was too slow moving to take advantage of the breakfast! I would definitely stay here again!

Reviewed on Dec 2, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham 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
$203 nightly
The price is $231 total per night from Jan 1 to Jan 2
$231 total
Jan 1 - Jan 2, 2026
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 ...
Wonderful Thanksgiving weekend! Loved your resort

Reviewed on Dec 4, 2025

Opens in a new windowLansdowne Resort and Spa
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $79 total per night from Jan 4 to Jan 5
$79 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
yes

Reviewed on Dec 1, 2025

Opens in a new windowHilton Garden Inn Dulles North
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy Harpers Ferry WV
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Dec 14 to Dec 15
$100 total
Dec 14 - Dec 15
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Good location, nice staff, convenient location

Reviewed on Nov 30, 2025

Opens in a new windowClarion Inn Harpers Ferry - Charles Town
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See all available properties in Upperville
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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 $78. 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 713 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

Lansdowne Resort and Spa

Lansdowne Resort and Spa

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Wonderful Thanksgiving weekend! Loved your resort "
A verified traveler stayed at Lansdowne Resort and Spa
Lansdowne Resort and Spa

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