Upperville Hotels from ₹5,589

    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
16 Jul - 17 Jul
Tomorrow
17 Jul - 18 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 Upperville hotels and places to stay

Hillbrook Inn
Meetings take place in this well-appointed room with a long table and comfortable chairs, surrounded by a stone wall and a fireplace.

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (668)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
The price is ₹15,883
₹19,934 total
includes taxes & fees
30 Jul - 31 Jul
Hillbrook Inn
Home2 Suites by Hilton Leesburg
Enjoy al fresco dining and cooking at this outdoor patio with a grill station, dining table, and comfortable seating.

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 ₹13,045
₹15,002 total
includes taxes & fees
3 Aug - 4 Aug
Home2 Suites by Hilton Leesburg
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, (735)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is ₹8,316
₹9,047 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Winchester
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, (2075)
"We only stayed one night as we were passing through but it was an excellent place to stay. "
The price is ₹9,947
₹10,822 total
includes taxes & fees
21 Jul - 22 Jul
La Quinta Inn & Suites by Wyndham Winchester
The Carriage Inn B&B
Stroll through the beautifully landscaped garden, featuring a variety of plants and a classical statue.

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 ₹12,000
₹13,560 total
includes taxes & fees
21 Jul - 22 Jul
The Carriage Inn B&B
Airlie Hotel
Relax in a serene outdoor setting with a cozy fire pit surrounded by Adirondack chairs.

Airlie Hotel

3.5 star property
8.8 out of 10, Excellent, (303)
"Comfortable stay and helpful staffed "
The price is ₹8,311
₹10,463 total
includes taxes & fees
3 Aug - 4 Aug
Airlie Hotel
Country Inn & Suites by Radisson, Winchester, VA
Cozy living room with a fireplace, wooden shelves, and a light-colored sofa.

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 ₹8,316
₹9,047 total
includes taxes & fees
20 Jul - 21 Jul
Country Inn & Suites by Radisson, Winchester, VA
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, (478)
"great for overnight stay "
The price is ₹7,826
₹8,515 total
includes taxes & fees
19 Jul - 20 Jul
Candlewood Suites Winchester by IHG
SpringHill Suites by Marriott Winchester
Relax in a spacious room with a large bed, desk, and window offering a view of the outdoors.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (655)
"Great clean and modern rooms and nice service, would recommend to anyone looking for a stay in the area."
The price is ₹9,963
₹10,840 total
includes taxes & fees
20 Jul - 21 Jul
SpringHill Suites by Marriott Winchester
L'Auberge Provencale Inn & Restaurant
Relax on the covered porch with comfortable seating and a beautiful view of the surrounding yard.

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (164)
"I had the most amazing time here. All i wanted.... place is beautiful & peaceful. "
The price is ₹18,654
₹20,576 total
includes taxes & fees
30 Jul - 31 Jul
L'Auberge Provencale Inn & Restaurant
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Enjoy dining at this stylish restaurant with a central bar, high-top tables, and cozy booths.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great stay, great location. "
The price is ₹10,139
₹11,441 total
includes taxes & fees
24 Jul - 25 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
TownePlace Suites by Marriott Front Royal
Relax by the fire pit surrounded by comfortable wicker sofas and chairs in a sheltered outdoor space.

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (513)
"Very nice place to stay."
The price is ₹11,499
₹12,684 total
includes taxes & fees
3 Aug - 4 Aug
TownePlace Suites by Marriott Front Royal
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1106)
"The stay was great for the price."
The price is ₹5,921
₹6,443 total
includes taxes & fees
20 Jul - 21 Jul
Travelodge by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Relax in the stylish lobby with sofas, armchairs, and a large window offering a view of the outdoors.

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1302)
"Clean comfortable room, friendly staff. "
The price is ₹7,689
₹8,366 total
includes taxes & fees
20 Jul - 21 Jul
Microtel Inn & Suites by Wyndham Winchester
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, (1004)
"Great location and clean hotel"
The price is ₹10,869
₹12,314 total
includes taxes & fees
24 Jul - 25 Jul
The George Washington Hotel, A Wyndham Grand Hotel
Loudoun Valley Manor
Relax in this spacious living room with a high ceiling, central fan, and large windows offering a view of the outdoors.

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (253)
"Loved this place so much I came back with my family. Absolutely recommend for anyone on the road or looking to make a nice little trip to the Virginia countryside. "
The price is ₹11,843
₹13,502 total
includes taxes & fees
20 Jul - 21 Jul
Loudoun Valley Manor
Wayside Inn
Enjoy a drink at the bar, surrounded by a selection of beverages and rustic charm.

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (401)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is ₹7,462
₹9,087 total
includes taxes & fees
29 Jul - 30 Jul
Wayside Inn
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, (756)
"Always great!"
The price is ₹6,797
₹7,395 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Homewood Suites by Hilton Leesburg
Welcome to our family-friendly hotel lobby, featuring a central island with a pendant light and a self-service area with a refrigerator stocked with beverages and snacks.

Homewood Suites by Hilton Leesburg

3.0 star property
9.2 out of 10, Wonderful, (514)
"Nice stay, good rooms, very clean."
The price is ₹10,285
₹11,828 total
includes taxes & fees
27 Jul - 28 Jul
Homewood Suites by Hilton Leesburg
Comfort Inn & Suites
Welcome to Comfort Inn & Suites, featuring a modern exterior with a brick and beige facade and a welcoming entrance.

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1008)
"Would stay again. "
The price is ₹8,316
₹9,047 total
includes taxes & fees
27 Jul - 28 Jul
Comfort Inn & Suites
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

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

10/10 Excellent
"Nice, quiet, clean place to stay without blowing up your budget."
James 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Charles Town/Harpers Ferry

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