A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Upperville Hotels from S$96

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Upperville hotels

Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (889 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is S$133
includes taxes & fees
14 Jul - 15 Jul
Fairfield Inn & Suites by Marriott Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,010 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is S$101
includes taxes & fees
29 Jul - 30 Jul
Spark by Hilton Winchester
Lobby

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,006 reviews)
"excellent point to start or finish a trip on the skyline highway! easy walk through the downtown to many restaurants and shops and a wonderful burger and custard place right across the street👍"
United States
Douglas
The price is S$99
includes taxes & fees
13 Jul - 14 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,132 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is S$147
includes taxes & fees
2 Aug - 3 Aug
Comfort Inn & Suites Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,007 reviews)
"I only stayed overnight as I was traveling from SC to Buffalo, this by far is one of the cleanest hotels I’ve stayed in."
United States
Widad
The price is S$187
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Front Royal
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,013 reviews)
"The hotel was fine, the staff was friendly and helpful. It was the right hotel for the right price."
United States
Martha
The price is S$133
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Winchester
Reception

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (309 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
The price is S$221
includes taxes & fees
13 Jul - 14 Jul
Loudoun Valley Manor
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (864 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is S$125
includes taxes & fees
15 Jul - 16 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,030 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is S$118
includes taxes & fees
30 Jul - 31 Jul
TRU By Hilton Winchester
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (285 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is S$98
includes taxes & fees
13 Jul - 14 Jul
Relax Inn Motel
Lunch and dinner served

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,008 reviews)
"Delicious breakfast. Very helpful and kind staff!"
United States
Andrea
The price is S$150
includes taxes & fees
3 Aug - 4 Aug
Clarion Inn Harpers Ferry - Charles Town
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,015 reviews)
The price is S$123
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,016 reviews)
"Clean room, great location, friendly staff"
United States
Kristen
The price is S$179
includes taxes & fees
6 Aug - 7 Aug
The George Washington Hotel, A Wyndham Grand Hotel
In-room safe, desk, laptop workspace, blackout curtains

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (605 reviews)
"Nice hotel, good sized, well appointed rooms -- particularly good if you have pets. Staff friendly and helpful Well located at crossroads for several major highways."
United States
Rosser
The price is S$113
includes taxes & fees
7 Aug - 8 Aug
Candlewood Suites Winchester by IHG
Restaurant

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (911 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is S$161
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA
Free daily buffet breakfast

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,282 reviews)
"Plenty of parking, easy check-in, good waffle maker at breakfast. Would stay again."
United States
Jeffrey
The price is S$157
includes taxes & fees
19 Jul - 20 Jul
La Quinta Inn & Suites by Wyndham Winchester
Terrace/patio

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.4 out of 10, Very good, (9 reviews)
"There was no shampoo nor shower gel and the shower was cool water. Takes 5 minutes to even get lukewarm water. No one at front desk to check out so ??? "
United States
Timothy
The price is S$149
includes taxes & fees
3 Aug - 4 Aug
Home2 Suites By Hilton Winchester
Rooftop terrace

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,006 reviews)
"Clean rooms, great breakfast, friendly staff."
United States
Monica
The price is S$139
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express Charles Town by IHG
In-room safe, desk, laptop workspace, iron/ironing board

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very good, (1,005 reviews)
"Hotel was very clean and staff was excellent"
United States
Jim
The price is S$135
includes taxes & fees
14 Jul - 15 Jul
Best Western Leesburg Hotel & Conference Center
In-room safe, desk, laptop workspace, blackout curtains

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (968 reviews)
"The room was clean and the bed was comfortable. Everything is run down but it served its purpose. Ice machines and pool were functioning"
United States
Sarah
The price is S$88
includes taxes & fees
23 Jul - 24 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
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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Stay near popular Upperville attractions

Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville.
See properties

Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

See all hotels in Upperville
A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Top Upperville Hotel Reviews

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Very nice, love the wood ceilings. Only complaint is that the walls are pretty thin and can hear conversations in attached rooms."
Beth 1-night trip
Posted 8 hours ago
Quality Inn Winchester

More cheap stays in Upperville

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is S$96 per night from 20 Jul to 21 Jul
S$96
20 Jul - 21 Jul
includes taxes & fees
7/10 Good! (464 reviews)

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 TRU By Hilton Winchester and Spark by Hilton Winchester. 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: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. TRU By Hilton Winchester and Salamander Resort And Spa 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 7 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 RdV Vineyards and Blue Ridge Regional 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.

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