Upperville Hotels from S$96

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Top 10 trending Upperville hotels

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (733)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is S$135
includes taxes & fees
13 Jul - 14 Jul
Fairfield Inn & Suites by Marriott Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2079)
"We only stayed one night as we were passing through but it was an excellent place to stay. "
The price is S$161
includes taxes & fees
13 Jul - 14 Jul
La Quinta Inn & Suites by Wyndham Winchester

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great stay for a great price!"
The price is S$135
includes taxes & fees
13 Jul - 14 Jul
Country Inn & Suites by Radisson, Winchester, VA

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (468)
"Loved it all, ecxellent beautiful room, extremely clean, front desk was very friendly. Checkin was perfect. Nice selection in their breakfast menu. Would definitely stay tnere again."
The price is S$180
includes taxes & fees
14 Jul - 15 Jul
The Inn at Charles Town - Hollywood Casino

Lansdowne Resort and Spa

4.0 star property
8.8 out of 10, Excellent, (1008)
"Excellent hotel with great pool. "
The price is S$379
includes taxes & fees
16 Jul - 17 Jul
Lansdowne Resort and Spa

Home2 Suites by Hilton Leesburg

3.0 star property
9.8 out of 10, Exceptional, (182)
"Clean, roomy suite, coupled with a good breakfast = EXCELLENT"
The price is S$237
includes taxes & fees
20 Jul - 21 Jul
Home2 Suites by Hilton Leesburg

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1002)
"The quick breakfast was perfect."
The price is S$160
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Front Royal

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (983)
"Spacious room. Easy check-in. "
The price is S$104
includes taxes & fees
13 Jul - 14 Jul
Rodeway Inn & Suites - Charles Town, WV

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (422)
"Excellent, historic, amazing breakfast and hostess"
The price is S$210
includes taxes & fees
21 Jul - 22 Jul
The Carriage Inn B&B

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (481)
"Is perfect , clean and comfortable. Great location. "
The price is S$153
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Winchester

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1097)
"The stay was great for the price."
The price is S$96
includes taxes & fees
14 Jul - 15 Jul
Travelodge by Wyndham Winchester

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
8.8 out of 10, Excellent, (906)
"Nice stay"
The price is S$198
includes taxes & fees
17 Jul - 18 Jul
Hampton Inn by Hilton Gainesville-Haymarket

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (648)
"Great Location. Great stay "
The price is S$162
includes taxes & fees
13 Jul - 14 Jul
SpringHill Suites by Marriott Winchester

Hilton Garden Inn Dulles North

3.0 star property
8.4 out of 10, Very good, (1000)
"The pool was not open because of a maintenance issue. That was unfortunate, but they comped their buffet breakfast for us for two mornings. The hotel is ok overall. "
The price is S$152
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Dulles North

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1294)
"Loved our stay super comfy beds!"
The price is S$122
includes taxes & fees
13 Jul - 14 Jul
Microtel Inn & Suites by Wyndham Winchester

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great location and clean hotel"
The price is S$184
includes taxes & fees
14 Jul - 15 Jul
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (754)
"Always great!"
The price is S$110
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Charles Town by IHG

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great overall stay."
The price is S$155
includes taxes & fees
5 Aug - 6 Aug
Holiday Inn Express Charles Town by IHG

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (508)
"Very nice place to stay."
The price is S$189
includes taxes & fees
27 Jul - 28 Jul
TownePlace Suites by Marriott Front Royal

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (776)
"Well kept, clean, good breakfast."
The price is S$171
includes taxes & fees
14 Jul - 15 Jul
Hampton Inn Winchester N/Conference Center, VA
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.
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Learn more about Upperville

Explore Upperville: its dining and more!

Frequently asked questions

Where is the best place to stay in Upperville?

Located 22.8 mi (36.7 km) from the heart of Upperville, Lansdowne Resort and Spa is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Travelodge by Wyndham Winchester and Hilton Garden Inn Dulles North. See all available top hotels, or vacation rentals in Upperville.

If I need to cancel my hotel reservation in Upperville, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.

What are some accommodation options with pools in Upperville?

Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Hilton Garden Inn Dulles North and Holiday Inn Winchester Se-Historic Gateway by IHG are a couple of other choices with an on-site pool. View all hotels with pools in Upperville.

What's it like to stay in Upperville?

Visitors can enjoy all that Upperville has to offer, including its restaurants. In Upperville, there are 5 hotels and other accommodation options to choose from. Find out more about Upperville.

What should I see while I'm in Upperville?

A couple of favourite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and Glenwood Park in the area. Take a look at what more there is to see and do in Expedia's Upperville guide.

What's the weather like in Upperville?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Upperville is 1123 mm.