Photo by Michael Gibson

Search Upperville hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Upperville

Clarion Inn Harpers Ferry - Charles Town
Enjoy dining at the wooden tables and chairs, surrounded by large windows and potted plants.

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1000)
"Great location "
The price is AU$159
includes taxes & fees
4 Sept - 5 Sept
Clarion Inn Harpers Ferry - Charles Town
Salamander Resort And Spa
Stately building with a central turret and symmetrical facade, surrounded by well-maintained lawns.

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (362)
"We were most impressed about the outstanding friendliness and hospitality of the staff. Felt like in a Japanese Ryokan where the guest is king. One hick-up with the restaurant at the first night, which was charmingly fixed by the management."
The price is AU$1,120
includes taxes & fees
1 Sept - 2 Sept
Salamander Resort And Spa
Hilton Garden Inn Haymarket
Relax in the outdoor seating area with wicker chairs and tables along the building's side, surrounded by a low fence.

Hilton Garden Inn Haymarket

3.0 star property
9.4 out of 10, Exceptional, (206)
"The hotel was right in town with nice restaurants nearby. "
The price is AU$268
includes taxes & fees
18 Aug - 19 Aug
Hilton Garden Inn Haymarket
The George Washington Hotel, A Wyndham Grand Hotel
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1008)
"Wonderful stay! "
The price is AU$220
includes taxes & fees
17 Aug - 18 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Winchester Se-Historic Gateway by IHG
Welcome to the Holiday Inn, featuring a modern architectural design with a flat roof and symmetrical facade.

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great location,the hotel was very nice and the breakfast was great."
The price is AU$160
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Express Charles Town by IHG
Welcome to Holiday Inn Express, featuring a convenient parking lot and beautifully landscaped grounds with a small fountain.

Holiday Inn Express Charles Town by IHG

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great Staff, clean, beds comfortable, great shower"
The price is AU$172
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Charles Town by IHG
La Quinta Inn & Suites by Wyndham Winchester
Experience the contemporary architecture of this hotel, featuring a striking entrance and a flat roof.

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2116)
"Nice spacious room and they had a good breakfast. "
The price is AU$173
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Winchester
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, (479)
"Easy to get to, close to casino. Dining options nearby. Staff is friendly, especially the ladies that handle breakfast."
The price is AU$236
includes taxes & fees
19 Aug - 20 Aug
The Inn at Charles Town - Hollywood Casino
Extended Stay America Select Suites Gainesville
Kitchen area with microwave, refrigerator, and sink.

Extended Stay America Select Suites Gainesville

2.5 star property
6.2 out of 10, (451)
"Great stay. "
The price is AU$163
includes taxes & fees
17 Aug - 18 Aug
Extended Stay America Select Suites Gainesville
The Red Fox Inn & Tavern
Relax on the patio surrounded by lush greenery and comfortable seating.

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (379)
"Wonderful clean and comfortable rooms, charming Inn and friendly staff. "
The price is AU$971
includes taxes & fees
18 Aug - 19 Aug
The Red Fox Inn & Tavern
Travelodge By Wyndham Charles Town/Harpers Ferry
Cozy retreat with a neatly made bed, two bedside tables, and a dark headboard.

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (220)
"The staff is awesome"
The price is AU$103
includes taxes & fees
10 Aug - 11 Aug
Travelodge By Wyndham Charles Town/Harpers Ferry
Hampton Inn by Hilton Gainesville-Haymarket
Relax in our spacious lobby with a central table and comfortable seating areas.

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
8.8 out of 10, Excellent, (922)
"Nice stay"
The price is AU$192
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn by Hilton Gainesville-Haymarket
Candlewood Suites Winchester by IHG
Relax in a stylish room with a comfortable bed, sofa, and framed artwork.

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (489)
"Lovely stay. Would stay again! "
The price is AU$137
includes taxes & fees
7 Sept - 8 Sept
Candlewood Suites Winchester by IHG
Goodstone Inn & Restaurant
Surrounded by mature trees, this charming single-story building features a central chimney and a gabled roof.

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 AU$775
includes taxes & fees
7 Sept - 8 Sept
Goodstone Inn & Restaurant
Fairfield Inn & Suites by Marriott Winchester
Welcome to Fairfield by Marriott, where a covered walkway leads to the main entrance.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (748)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is AU$162
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Winchester
Quality Inn Winchester
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place , great front desk staff, super clean & very quiet"
The price is AU$126
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Winchester
Hampton Inn & Suites Charles Town
Relax in our spacious lobby with a central dining area, comfortable seating options, and a warm atmosphere.

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1002)
"Good place to stay."
The price is AU$217
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn & Suites Charles Town
Baymont by Wyndham Warrenton
Enjoy a meal or drink at our cafe, featuring a long counter with a variety of options and comfortable seating.

Baymont by Wyndham Warrenton

2.5 star property
6.4 out of 10, (1003)
"Fine for an overnight stay. "
The price is AU$117
includes taxes & fees
17 Aug - 18 Aug
Baymont by Wyndham Warrenton
Holiday Inn Express Winchester South-Stephens City by IHG
Guests can check in at the hotel's prominent entrance, surrounded by ample parking.

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (762)
"Always great!"
The price is AU$133
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Hotel & Suites Warrenton by IHG
Welcome to our hotel lobby, featuring a spacious seating area with a dining table and chairs, a reception desk, and a staircase leading to an upper level.

Holiday Inn Express Hotel & Suites Warrenton by IHG

2.5 star property
8.6 out of 10, Excellent, (734)
"Very nice hotel"
The price is AU$199
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Hotel & Suites Warrenton by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Upperville

Explore Upperville: its dining and more!

See all hotels in Upperville

Top Upperville Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent
"Nice and comfortable hotel that was close to everything "
Daniel 3-night trip
Posted 1 day ago
Clarion Inn Harpers Ferry - Charles Town

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 La Quinta Inn & Suites by Wyndham Winchester and Microtel Inn & Suites 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?

Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. La Quinta Inn & Suites by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester 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 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.