Top 10 Hotels in Upperville, VA from ₩96,371 - Competitive Prices

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Our top choices for Upperville hotels

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

A gym with treadmills, elliptical machines, and dumbbells.

An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

1. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Tammy

₩149,071

₩165,916 total

includes taxes & fees

Sep 2 - Sep 3

A hotel dining area with multiple tables and chairs, large windows, and a television screen.

A hotel room with a television, desk, chair, sofa, and kitchenette.

A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

2. Comfort Inn & Suites Winchester

Winchester

Sandra

₩135,762

₩151,103 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

A coffee station with multiple coffee dispensers and a sign above.

3. Fairfield Inn & Suites by Marriott Winchester

Winchester

george

₩127,518

₩141,927 total

includes taxes & fees

Sep 3 - Sep 4

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

A modern lounge area with seating, a TV, and a children's play area.

A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

4. Microtel Inn & Suites by Wyndham Winchester

Winchester

Ricky

₩124,421

₩138,480 total

includes taxes & fees

Sep 2 - Sep 3

A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

A swimming pool with lounge chairs and a changing room.

A bar area with a counter, multiple bar stools, and a television screen.

5. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

₩139,010

₩158,848 total

includes taxes & fees

Sep 3 - Sep 4

A reception area with a blue door, a reception desk, and two armchairs.

A hotel room with two beds, a TV, a desk, and a wardrobe.

A motel with a covered parking area, a small lobby, and a building with a flat roof.

A white car parked in front of a Days Inn sign.

6. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Nathaniel

₩96,770

₩109,350 total

includes taxes & fees

Sep 2 - Sep 3

A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

A modern kitchen with wooden cabinets, a countertop, and a window with a view.

A lobby with yellow patterned chairs, a round table, a TV on the wall, and a patterned rug.

A hotel lobby with a reception desk, refrigerated display cases, shelves with snacks, and a trash bin.

7. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

₩145,589

₩164,953 total

includes taxes & fees

Sep 6 - Sep 7

A large, multi-story building with a symmetrical facade, multiple chimneys, and a central entrance with columns.

A picnic setup with a cheese board, grapes, and a glass of white wine on a wooden table, surrounded by lush greenery and a pergola.

A restaurant with round tables, booths, and a chandelier.

A spacious lobby with a central coffee table, seating arrangements, and a fireplace.

8. Salamander Resort And Spa

Middleburg

Wayne

₩946,234

₩1,155,588 total

includes taxes & fees

Sep 1 - Sep 2

A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.

A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.

9. Quality Inn Winchester

Winchester

Scott

₩115,819

₩128,906 total

includes taxes & fees

Sep 7 - Sep 8

A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

A spacious restaurant with a central island, seating areas, and a mural on the back wall.

A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.

A fitness center with a water dispenser, seating area, and exercise machines.

10. TRU By Hilton Winchester

Winchester

Gerley

₩134,303

₩149,479 total

includes taxes & fees

Sep 6 - Sep 7

A hotel room with a large bed, a desk with a TV, a chair, a desk lamp, and a window with curtains.

A hotel lobby with seating areas, a reception desk, and a large window.

A pool area with lounge chairs and a sign indicating no diving.

A spacious lobby with a piano, a reception desk, and a large window.

11. Best Western Leesburg Hotel & Conference Center

Leesburg

Edward

₩133,519

₩153,547 total

includes taxes & fees

Sep 3 - Sep 4

A hotel lobby with a reception desk, seating area, and a large window.

A Baymont Inn & Suites with a blue roof, a well-lit entrance, and a landscaped driveway.

A hotel fitness room with a TotalBody machine, a stair stepper, and a treadmill.

12. Baymont by Wyndham Warrenton

Warrenton

Jon

₩95,546

₩102,520 total

includes taxes & fees

Sep 6 - Sep 7

A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

A spacious indoor area with a long table and chairs, a statue, and a large window.

A hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.

A hotel room with a sofa, a desk, a TV, a dresser, and a bed.

13. Travelodge by Wyndham Winchester

Winchester

Jeffrey

₩94,967

₩104,753 total

includes taxes & fees

Sep 1 - Sep 2

A spacious living room with a fireplace, wooden staircase, and a bookshelf.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A poolside area with lounge chairs and a stack of towels on a table.

A woman using a stationary bike in a gym with red walls and multiple exercise machines.

14. Country Inn & Suites by Radisson, Winchester, VA

Winchester

Phillip

₩136,863

₩152,328 total

includes taxes & fees

Sep 20 - Sep 21

A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

15. Spark by Hilton Winchester

Winchester

johnny

₩106,198

₩120,322 total

includes taxes & fees

Sep 28 - Sep 29

A modern dining area with round tables and wicker chairs, large windows, and a wooden ceiling.

A modern hotel lobby with a central seating area, a reception desk, and a bookshelf filled with books.

A modern retail space with wooden shelving, a central display counter, and a refrigerated section.

An outdoor seating area with wicker chairs and tables, large windows, and a brick building facade.

16. Hilton Garden Inn Haymarket

Haymarket

Randolph

₩205,900

₩238,845 total

includes taxes & fees

Sep 7 - Sep 8

An indoor swimming pool with clear blue water, surrounded by large windows offering views of greenery.

A gym with weightlifting equipment, including dumbbells and a bench.

A modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.

A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.

17. Hampton Inn Front Royal

Front Royal

Timothy

₩168,161

₩187,163 total

includes taxes & fees

Sep 8 - Sep 9

An outdoor patio with a fire feature, seating, and a covered area.

A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A hotel room with two beds, a desk, a chair, and a large window.

18. SpringHill Suites by Marriott Winchester

Winchester

Michael

₩156,242

₩173,897 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.

A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

A rectangular swimming pool with a brick wall and trees in the background.

19. Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

Steven

₩121,118

₩134,805 total

includes taxes & fees

Sep 13 - Sep 14

A restaurant interior with a bar area, seating, and artwork on the walls.

A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

A hotel lobby with a reception desk, a minibar, a seating area, and a clothing rack.

20. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

₩168,161

₩185,482 total

includes taxes & fees

Sep 7 - Sep 8

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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

Top Upperville Hotel Reviews

Spark by Hilton Winchester

10/10 Excellent

"Everything was very nice and clean, much appreciated"

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"This hotel is really convenient if you have a student at Shenandoah University. You are practically on campus. Staying here again in May for Graduation."

Lansdowne Resort and Spa

10/10 Excellent

"All great . The front staff woman this morning was a little rude but overall it was a great stay"

Hotel Burg

10/10 Excellent

"Great property and the staff is fantastic.!!"

Hampton Inn Front Royal

10/10 Excellent

"Clean and friendly"

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Totally recommend. Nice staff and nice stay"

Comfort Inn & Suites Winchester

10/10 Excellent

"Excellent property excellent staff."

Best Western Leesburg Hotel & Conference Center

8/10 Good

"Staff was pleasant and very accomadating. Breakfast was disappointing...would have appreciated some yogurt and more fruit options and a few tea bags choices. But area was clean and pleasant. My friend's room facing the poolside of the building was updated and had better AC control. My room facing the parking lot had an AC that was loud making it difficult to sleep. But overall a great experience for 3 nights that was very reasonable! Will stay there again!"

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."

More cheap stays in Upperville

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

₩94,967

₩104,753 total

Sep 1 - Sep 2

includes taxes & fees

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

₩115,819

₩128,906 total

Sep 7 - Sep 8

includes taxes & fees

Red Roof Inn Leesburg, VA

721 East Market Street Leesburg VA

₩120,292

₩138,334 total

Oct 1 - Oct 2

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

₩124,421

₩138,480 total

Sep 2 - Sep 3

includes taxes & fees

9.2/10 Wonderful! (1,448 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

₩135,762

₩151,103 total

Sep 27 - Sep 28

includes taxes & fees

9.4/10 Exceptional! (1,122 reviews)

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

₩133,519

₩153,547 total

Sep 3 - Sep 4

includes taxes & fees

8/10 Very Good! (1,005 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 traveler data. Other good choices for your stay in the area are Salamander Resort And Spa 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, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.

Where can I learn more about changing or cancelling my trip to Upperville?

To find more details about rescheduling or cancelling your trip to Upperville, head over to our customer service page.

What are some accommodations with pools in Upperville?

Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Salamander Resort And Spa and Holiday Inn Winchester Se-Historic Gateway by IHG are a couple of other choices that offer an onsite pool. View all hotels with pools in Upperville.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like staying in Upperville?

Visitors can enjoy all that Upperville has to offer including its restaurants. In Upperville, there are 8 hotels and other accommodations to choose from. Find out more about Upperville.

What are the top places to visit in Upperville?

A couple of favorite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and RdV Vineyards in the area. Check out what more to see and do in Expedia's Upperville guide.

What's the seasonal weather like in Upperville?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.

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Find hotels in Upperville, VA from ₩96,371

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upperville

Check prices for these dates

Filter by

Star rating

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Our top choices for Upperville hotels

1. La Quinta Inn & Suites by Wyndham Winchester

2. Comfort Inn & Suites Winchester

3. Fairfield Inn & Suites by Marriott Winchester

4. Microtel Inn & Suites by Wyndham Winchester

5. Holiday Inn Winchester Se-Historic Gateway by IHG

6. Days Inn by Wyndham Charles Town/Harpers Ferry

7. Hampton Inn Winchester N/Conference Center, VA

8. Salamander Resort And Spa

9. Quality Inn Winchester

10. TRU By Hilton Winchester

11. Best Western Leesburg Hotel & Conference Center

12. Baymont by Wyndham Warrenton

13. Travelodge by Wyndham Winchester

14. Country Inn & Suites by Radisson, Winchester, VA

15. Spark by Hilton Winchester

16. Hilton Garden Inn Haymarket

17. Hampton Inn Front Royal

18. SpringHill Suites by Marriott Winchester

19. Holiday Inn Express Winchester South-Stephens City by IHG

20. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Spark by Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

Lansdowne Resort and Spa

Hotel Burg

Hampton Inn Front Royal

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Best Western Leesburg Hotel & Conference Center

DoubleTree by Hilton Front Royal Blue Ridge Shadows

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Quality Inn Winchester

Red Roof Inn Leesburg, VA

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Best Western Leesburg Hotel & Conference Center

Frequently asked questions

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