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Top Upperville hotels

Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $105 total per night from Jul 27 to Jul 28
$105 total
Jul 27 - Jul 28
Total includes 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 ...
"Bed was comfortable. Had reasonable breakfast. Able to walk to restaurants and grocery store in same parking lot."

Reviewed on Jul 20, 2025

Comfort Inn & Suites
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET, Winchester, VA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $121 total per night from Jul 27 to Jul 28
$121 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Trip North 2025
"Great accommodation for a traveling couple, spacious, easy to check in, use of luggage cart made it easy to get our belongings to and from the room on the 3rd floor. Good stores nearby (Target) and restaurant (Texas Roadhouse)."

Reviewed on Jul 21, 2025

SpringHill Suites by Marriott 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
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $113 total per night from Jul 24 to Jul 25
$113 total
Jul 24 - Jul 25
Total includes 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 ...
"Very nice stay. Clean and conveniently located to the interstate."

Reviewed on Jul 22, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
$92 nightly
The price is $100 total per night from Jul 27 to Jul 28
$100 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"I loved this hotel! The property is very clean and the employees are professional, willing to go above and beyond for their customers and kind which can be a rarety these days. I liked the restaurant on site Kem's, the food is good and the employees are nice and helpful. The only two things that ..."

Reviewed on Jul 20, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $298 total per night from Jul 29 to Jul 30
$298 total
Jul 29 - Jul 30
Total includes 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 ...
"The rooms we’re comfortable, friendly staff and great location."

Reviewed on Jul 14, 2025

Lansdowne 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
$69 nightly
The price is $75 total per night from Jul 27 to Jul 28
$75 total
Jul 27 - Jul 28
Total includes 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 ...
"This was a perfect one night stop on my road trip. The room was large and clean. However, I think the cleaner they use for the floor leaves a residue. I dared to walk on it barefoot and it was a tad slippery, so I recommend wearing slippers. It was quiet and pet friendly! There is a $15 pet fee."

Reviewed on Jul 21, 2025

Travelodge by Wyndham Winchester
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
$107 nightly
The price is $122 total per night from Aug 3 to Aug 4
$122 total
Aug 3 - Aug 4
Total includes 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 ...
"Reasonable prices and quiet hotel location. Extended stay one day because staff was so gracious and engaging."

Reviewed on Jul 20, 2025

Hilton Garden Inn Dulles North
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

2 out of 5
642 E Washington Street, Charles Town, WV
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $76 total per night from Aug 13 to Aug 14
$76 total
Aug 13 - Aug 14
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free area shuttle. Traveling on business? Take advantage ...
"Nice, quiet, clean place to stay without blowing up your budget."

Reviewed on Jul 16, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
Clarion Hotel & Conference Center Leesburg

Clarion Hotel & Conference Center Leesburg

2.5 out of 5
1500 E Market St, Leesburg, VA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $128 total per night from Aug 6 to Aug 7
$128 total
Aug 6 - Aug 7
Total includes taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
One minor issue - curtains
"The only negative thing I have to say about my room is that it was missing the privacy curtains. Thankfully my room was on a lower level and there were bushes outside the window to block visibility to the room."

Reviewed on Jul 18, 2025

Clarion Hotel & Conference Center Leesburg
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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 $75. 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 703 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 1 day ago
Travelocity Verified Review
"Very nice stay. Clean and conveniently located to the interstate. "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
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