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Upperville Hotels from S$95

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24 Aug - 25 Aug
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Top 10 trending Upperville hotels

Salamander Resort And Spa
Exterior

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (363)
"Property in mint condition "
The price is S$936
includes taxes & fees
1 Sept - 2 Sept
Salamander Resort And Spa
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1001)
"Great stay"
The price is S$132
includes taxes & fees
1 Sept - 2 Sept
Clarion Inn Harpers Ferry - Charles Town
Hilton Garden Inn Haymarket
Terrace/patio

Hilton Garden Inn Haymarket

3.0 star property
9.4 out of 10, Exceptional, (214)
"Great place to stay"
The price is S$224
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Haymarket
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, (1012)
"Wonderful stay! "
The price is S$172
includes taxes & fees
31 Aug - 1 Sept
The George Washington Hotel, A Wyndham Grand Hotel
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (483)
"Was very good "
The price is S$192
includes taxes & fees
25 Aug - 26 Aug
The Inn at Charles Town - Hollywood Casino
Holiday Inn Express Charles Town by IHG
Rooftop terrace

Holiday Inn Express Charles Town by IHG

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great overall stay."
The price is S$143
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Charles Town by IHG
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, (2134)
"One of our fave places to stay when we visit Winchester. "
The price is S$143
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Clean and staff was great. "
The price is S$118
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
Hampton Inn by Hilton Gainesville-Haymarket
Lobby

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
8.8 out of 10, Excellent, (933)
"Right next to some great dining and bar options "
The price is S$160
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn by Hilton Gainesville-Haymarket
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (226)
"The staff is awesome"
The price is S$91
includes taxes & fees
25 Aug - 26 Aug
Travelodge By Wyndham Charles Town/Harpers Ferry
Candlewood Suites Winchester by IHG
1 bedroom, in-room safe, desk, laptop workspace

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (494)
"Lovely stay. Would stay again! "
The price is S$114
includes taxes & fees
28 Aug - 29 Aug
Candlewood Suites Winchester by IHG
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. "
The price is S$647
includes taxes & fees
7 Sept - 8 Sept
Goodstone Inn & Restaurant
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Bed was comfortable, room was clean and very spacious "
The price is S$105
includes taxes & fees
21 Sept - 22 Sept
Quality Inn Winchester
Baymont by Wyndham Warrenton
Dining

Baymont by Wyndham Warrenton

2.5 star property
6.4 out of 10, (1001)
"Fine for an overnight stay. "
The price is S$89
includes taxes & fees
1 Sept - 2 Sept
Baymont by Wyndham Warrenton
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (754)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is S$135
includes taxes & fees
31 Aug - 1 Sept
Fairfield Inn & Suites by Marriott Winchester
Extended Stay America Select Suites Gainesville
Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Select Suites Gainesville

2.5 star property
6.0 out of 10, (455)
"Great stay. "
The price is S$122
includes taxes & fees
1 Sept - 2 Sept
Extended Stay America Select Suites Gainesville
Hampton Inn & Suites Charles Town
Reception

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Good place to stay."
The price is S$182
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Charles Town
The Red Fox Inn & Tavern
Outdoor dining

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (383)
"Beautiful old inn with lots of character. Very friendly staff, spacious room, incredibly comfortable bed!"
The Red Fox Inn & Tavern
L'Auberge Provencale Inn & Restaurant
Terrace/patio

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (171)
"We had a fantastic trip here! The food and service was great. The rooms were sparkling clean and everything was top notch. We will definitely be making a returning trip. "
The price is S$338
includes taxes & fees
26 Aug - 27 Aug
L'Auberge Provencale Inn & Restaurant
Inn at Evergreen
Free daily full breakfast

Inn at Evergreen

3.5 star property
9.4 out of 10, Exceptional, (127)
"Wonderful place to stay"
The price is S$287
includes taxes & fees
26 Aug - 27 Aug
Inn at Evergreen
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

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

Top Upperville Hotel Reviews

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

10/10 Excellent
"Very nice. Conveniently located to medical center and 2 miles from old town."
Rita 1-night trip
Posted 1 day ago
Courtyard by Marriott Winchester

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 Lansdowne Resort and Spa and Holiday Inn Winchester Se-Historic Gateway by IHG. 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?

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