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Check prices in Upperville for tonight, Sep 2 - Sep 3
Sep 2 - Sep 3
Tomorrow night
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Sep 3 - Sep 4
This weekend
Check prices in Upperville for this weekend, Sep 4 - Sep 6
Sep 4 - Sep 6
Next weekend
Check prices in Upperville for next weekend, Sep 11 - Sep 13
Sep 11 - Sep 13

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 center
The price is CA $271 per night
CA $271
CA $367 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff 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
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
12.53 km from city center
The price is CA $953 per night
CA $953
CA $1,163 total
Sep 14 - Sep 15
includes taxes & fees
Book a stay at this 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
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Free cancellation
Reserve now, pay when you stay
30.87 km from city center
The price is CA $107 per night
CA $107
CA $121 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Abram's Delight and Apple Blossom Mall are located nearby.
Breakfast included
Pet-friendly
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
Free cancellation
Reserve now, pay when you stay
32.08 km from city center
The price is CA $181 per night
CA $181
CA $205 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Court House Civil War Museum and Bright Box Theater are located nearby.
Pool
Spa
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 center
The price is CA $140 per night
CA $140
CA $160 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this 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
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
29.53 km from city center
The price is CA $150 per night
CA $150
CA $167 total
Sep 3 - Sep 4
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 breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and R-C Track are located nearby.
Pool
Breakfast included
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free cancellation
Reserve now, pay when you stay
33.34 km from city center
The price is CA $135 per night
CA $135
CA $150 total
Sep 8 - Sep 9
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 in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast 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 center
The price is CA $120 per night
CA $120
CA $134 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. 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
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Free cancellation
33.19 km from city center
The price is CA $111 per night
CA $111
CA $123 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this 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 Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
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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 hotels essential information

Accommodation
738 hotels
Lowest Price
CA $121
Highest Price
CA $1,163
Popular hotels
Lansdowne Resort and Spa, Salamander Resort And Spa, Spark by Hilton Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Holiday Inn Winchester Se-Historic Gateway by IHG, La Quinta Inn & Suites by Wyndham Winchester, TRU By Hilton Winchester, Microtel Inn & Suites by Wyndham Winchester, Quality Inn Winchester

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 $121 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 738 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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Fine"
A verified traveller stayed at The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel