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Top Upperville hotels

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
$93 nightly
The price is $103 total per night from Jul 26 to Jul 27
$103 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental ...
"Rooms and outside of property was clean. Staff was nice. Loved the window seat in the rooms. Nice area around the hotel. Place was quiet. Definitely worth the price."

Reviewed on Jul 19, 2026

Opens in a new windowMicrotel 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
$86 nightly
The price is $95 total per night from Aug 2 to Aug 3
$95 total
Aug 2 - Aug 3
Total with 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 ...
"Honestly one of the best hotel stays I’ve ever had. The staff were incredible and so helpful and friendly. Everything was clean and stocked, and the breakfast buffet was amazing. I would definitely go out of my way to stay here again."

Reviewed on Jul 19, 2026

Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
Silo Tiny House Cabin

Silo Tiny House Cabin

Harpers Ferry WV
$270 nightly
The price is $300 total per night from Jul 20 to Jul 21
$300 total
Jul 20 - Jul 21
Total with taxes and fees
A sauna is available at this cabin.
"Pictures on internet were very nice and clean. Upon arriving was a different case property had junk behind the silo walkway was not stable uneven round rocks to walk on especially for the distance from the parking.. upon entering the silo not clean shower contained mold, and mildew dead flies on ..."

Reviewed on Jun 15, 2026

Opens in a new windowSilo Tiny House Cabin
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $314 total per night from Jul 29 to Jul 30
$314 total
Jul 29 - Jul 30
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 ...
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
$114 nightly
The price is $130 total per night from Jul 26 to Jul 27
$130 total
Jul 26 - Jul 27
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 ...
Opens in a new windowHilton Garden Inn Dulles North
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
$644 nightly
The price is $734 total per night from Jul 23 to Jul 24
$734 total
Jul 23 - Jul 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, ...
Opens in a new windowSalamander Resort And Spa
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
$81 nightly
The price is $90 total per night from Jul 26 to Jul 27
$90 total
Jul 26 - Jul 27
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 ...
Opens in a new windowTRU By Hilton 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
$122 nightly
The price is $138 total per night from Jul 26 to Jul 27
$138 total
Jul 26 - Jul 27
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, ...
Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Hotel Burg

Hotel Burg

4 out of 5
208 S King Street Leesburg VA
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $328 total per night from Aug 17 to Aug 18
$328 total
Aug 17 - Aug 18
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee ...
Opens in a new windowHotel Burg
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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 $90. 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 745 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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Clean comfortable room, decent breakfast."
A verified traveler stayed at Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester

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