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21 Sept - 22 Sept
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22 Sept - 23 Sept
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26 Sept - 28 Sept
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Top hotels and accommodation in Upperville

Home2 Suites by Hilton Leesburg
Terrace/patio

Home2 Suites by Hilton Leesburg

3.0 star property
9.8 out of 10, Exceptional, (190)
"The perfect hotel in Leesburg! "
The price is AU$281
includes taxes & fees
28 Sept - 29 Sept
Home2 Suites by Hilton Leesburg
Hotel Burg
Rooftop terrace

Hotel Burg

4.0 star property
9.8 out of 10, Exceptional, (21)
"A wonderful place to stay"
The price is AU$532
includes taxes & fees
28 Sept - 29 Sept
Hotel Burg
Glen Gordon Manor
Exterior

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (90)
"The location is good."
The price is AU$463
includes taxes & fees
22 Sept - 23 Sept
Glen Gordon Manor
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (428)
"Excellent, historic, amazing breakfast and hostess"
The price is AU$274
includes taxes & fees
30 Sept - 1 Oct
The Carriage Inn B&B
Home2 Suites by Hilton Charles Town
Terrace/patio

Home2 Suites by Hilton Charles Town

3.0 star property
9.6 out of 10, Exceptional, (771)
"This is my second time here in four years and it was just as impeccable this time as it was last time. Check in was simple, the location is convenient with plenty of eating options and shuttle to the casino."
The price is AU$244
includes taxes & fees
28 Sept - 29 Sept
Home2 Suites by Hilton Charles Town
TownePlace Suites by Marriott Front Royal
Property amenity

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (536)
"Great hotel!"
The price is AU$244
includes taxes & fees
28 Sept - 29 Sept
TownePlace Suites by Marriott Front Royal
Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (265)
"Very quiet and friendly staff"
The price is AU$244
includes taxes & fees
24 Sept - 25 Sept
Loudoun Valley Manor
L'Auberge Provencale Inn & Restaurant
Terrace/patio

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (172)
"Wonderful staff and service!"
The price is AU$470
includes taxes & fees
28 Sept - 29 Sept
L'Auberge Provencale Inn & Restaurant
Stone Manor Boutique Inn
Garden

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (93)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is AU$376
includes taxes & fees
22 Sept - 23 Sept
Stone Manor Boutique Inn
Goodstone Inn & Restaurant
Premium bedding, down duvets, in-room safe, individually decorated

Goodstone Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (47)
"It was a delightful quaint exclusive country inn - a real treat to stay. "
Goodstone Inn & Restaurant
The Red Fox Inn & Tavern
Outdoor dining

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (390)
"Beautiful old inn with lots of character. Very friendly staff, spacious room, incredibly comfortable bed!"
The Red Fox Inn & Tavern
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1010)
"Perfect location to visit for business or pleasure!"
The price is AU$218
includes taxes & fees
28 Sept - 29 Sept
The George Washington Hotel, A Wyndham Grand Hotel
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1014)
"Excellent staff every time we stay!!"
The price is AU$167
includes taxes & fees
5 Oct - 6 Oct
Comfort Inn & Suites Winchester
Hilton Garden Inn Haymarket
Terrace/patio

Hilton Garden Inn Haymarket

3.0 star property
9.4 out of 10, Exceptional, (222)
"Great place to stay"
The price is AU$271
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Haymarket
SpringHill Suites by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (724)
"The hotel was clean, staff was great and breakfast was great."
The price is AU$192
includes taxes & fees
25 Sept - 26 Sept
SpringHill Suites by Marriott Winchester
Inn at Evergreen
Free daily full breakfast

Inn at Evergreen

3.5 star property
9.4 out of 10, Exceptional, (129)
"Clean,very nice facility "
Inn at Evergreen
Hampton Inn & Suites Charles Town
Reception

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1003)
"The staff was very pleasant check in was great. The breakfast was very good. We loved the room layout."
The price is AU$230
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn & Suites Charles Town
Wayside Inn
Bar (on property)

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (406)
"Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating. "
The price is AU$167
includes taxes & fees
28 Sept - 29 Sept
Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2161)
"Would stay again if in the area. "
The price is AU$179
includes taxes & fees
23 Sept - 24 Sept
La Quinta Inn & Suites by Wyndham Winchester
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1010)
"Dog friendly, quiet and clean. "
The price is AU$139
includes taxes & fees
28 Sept - 29 Sept
Quality Inn Winchester
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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Top Upperville Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Always enjoy our stay at the GW Hotel. We were upgraded to a Junior Suite with a jacuzzi tub — an added bonus! It is conveniently located just a short walk to the pedestrian only downtown shops and restaurants. We will surely return when we are in the area."
Michelle 1-night trip
Posted 4 days ago
The George Washington Hotel, A Wyndham Grand Hotel

More cheap accommodation in Upperville

More cheap accommodation in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike, Winchester, VA
The price is AU$114 per night from 20 Oct to 21 Oct
AU$114
20 Oct - 21 Oct
includes taxes & fees
8.4/10 Very Good! (1,095 reviews)

Frequently asked questions

Where is the best place to stay in Upperville?

Located 18.4 mi (29.6 km) from the heart of Upperville, La Quinta Inn & Suites by Wyndham Winchester is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Salamander Resort And Spa and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Upperville.

What are some of the best holiday rentals that Upperville has to offer?

Breathtaking View with an Indoor Pool: This holiday home rental outside of Upperville is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. See all 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?

La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Salamander Resort And Spa 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 6 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.

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Explore a world of travel with Expedia