Book Cheap Hotels in Upperville

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Upperville

Tonight
Check prices in Upperville for tonight, Aug 9 - Aug 10
Aug 9 - Aug 10
Tomorrow night
Check prices in Upperville for tomorrow night, Aug 10 - Aug 11
Aug 10 - Aug 11
Next weekend
Check prices in Upperville for next weekend, Aug 15 - Aug 17
Aug 15 - Aug 17

Most frequently booked Upperville hotels

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Free cancellation
Reserve now, pay when you stay
36.69 km from city centre
Get rates
Stay at this 4-star golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions The Golf Club at Lansdowne and Elizabeth Mills Riverfront Park and Kephart Bridge Landing are located nearby.
Pool
Pet-friendly
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
Free cancellation
Reserve now, pay when you stay
29.56 km from city centre
The price is CA $142 per night
CA $142
CA $155 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pool
Breakfast included
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
Free cancellation
29.75 km from city centre
The price is CA $128 per night
CA $128
CA $143 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pool
Parking included
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Free cancellation
Reserve now, pay when you stay
32.95 km from city centre
The price is CA $109 per night
CA $109
CA $119 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
Clarion Hotel & Conference Center Leesburg

Clarion Hotel & Conference Center Leesburg

2.5 out of 5
1500 E Market St, Leesburg, VA
Free cancellation
Reserve now, pay when you stay
33.23 km from city centre
The price is CA $139 per night
CA $139
CA $160 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Village at Leesburg and Keep Loudoun Beautiful Park are located nearby.
Pool
Breakfast included
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street, Middleburg, VA
Free cancellation
Reserve now, pay when you stay
12.56 km from city centre
The price is CA $819 per night
CA $819
CA $1,005 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and Red Fox Fine Art are located nearby.
Pool
Spa
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza, Ashburn, VA
Free cancellation
Reserve now, pay when you stay
35 km from city centre
The price is CA $147 per night
CA $147
CA $168 total
Aug 31 - Sep 1
includes taxes & fees
Stay at this 3-star business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lost Rhino Brewing Company and Ashburn Ice House are located nearby.
Pool
Free airport shuttle
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
300 Marriott Drive, Winchester, VA
Free cancellation
Reserve now, pay when you stay
34.98 km from city centre
The price is CA $147 per night
CA $147
CA $160 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rock Harbor Golf Course and Museum of the Shenandoah Valley are located nearby.
Pool
Parking included
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd, Charles Town, WV
Free cancellation
34.77 km from city centre
The price is CA $136 per night
CA $136
CA $154 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hollywood Casino at Charles Town Races and Harpers Ferry National Historical Park are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Upperville
View all properties
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 hotels essential information

Accommodation
702 hotels
Lowest Price
CA $109
Highest Price
CA $819
Popular hotels
Lansdowne Resort and Spa, La Quinta Inn & Suites by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, Microtel Inn & Suites by Wyndham Winchester, Clarion Hotel & Conference Center Leesburg, Salamander Resort And Spa, Hilton Garden Inn Dulles North, Courtyard by Marriott Winchester, Holiday Inn Express Charles Town by IHG

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 CA $109 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 702 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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

5 out of 5
Posted 17 hours ago
Travelocity Verified Review
"I’ve stayed here before with my two dogs, this time without…..Rooms are very spacious and clean, Staff at desk always friendly and helpful. Breakfast good with friendly staff….Convenient off/on from Highway."
A verified traveller stayed at Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester

Hotels near…

Areas of Upperville