Best Upperville Hotels in 2026 from HK$541 - Fully Refundable Options

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Our top choices for Upperville hotels

A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

A hotel lobby with a wooden staircase, a reception desk, and red chairs.

A hotel room with a large bed, a ceiling fan, a nightstand, a window with curtains, and a view of the ocean.

A hotel lobby with a wooden railing, a reception desk, a flower vase, and an exit sign.

1. Motel 6 Front Royal, VA

Front Royal

Robert

HK$510

HK$567 total

includes taxes & fees

1 Oct - 2 Oct

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

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

2. Salamander Resort And Spa

Middleburg

Wayne

HK$5,390

HK$6,583 total

includes taxes & fees

8 Sept - 9 Sept

An outdoor patio area with stone tables and chairs, surrounded by potted plants and umbrellas.

A living room with a white sofa, a wooden coffee table, a TV on a white cabinet, and a wooden staircase.

A dining area with a fireplace, wooden chairs, and tables set for a meal.

A garden with a wooden door, surrounded by greenery and a stone wall.

3. The Red Fox Inn & Tavern

Downtown

Margaret

HK$3,019

HK$3,442 total

includes taxes & fees

7 Sept - 8 Sept

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

A gym with treadmills, elliptical machines, and dumbbells.

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

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

4. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Raquel

HK$886

HK$987 total

includes taxes & fees

8 Sept - 9 Sept

A dining area with tables set for six, large windows, and a stone fireplace.

A stone pathway leading to a building with a red awning and a white door.

A rectangular swimming pool with a stone deck, surrounded by green lawns and trees.

A modern house with a stone facade, large windows, and a sloped roof.

5. Goodstone Inn & Restaurant

Middleburg

Amanda

HK$2,535

HK$3,936 total

includes taxes & fees

10 Sept - 11 Sept

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

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

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

6. Comfort Inn & Suites Winchester

Winchester

Sandra

HK$728

HK$810 total

includes taxes & fees

4 Oct - 5 Oct

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".

A modern hotel lobby with seating areas, a reception desk, and large windows offering a view of the outdoors.

A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

7. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

HK$1,090

HK$1,218 total

includes taxes & fees

27 Sept - 28 Sept

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

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

8. Hampton Inn Front Royal

Front Royal

Timothy

HK$958

HK$1,066 total

includes taxes & fees

29 Sept - 30 Sept

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

A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

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

Winchester

Nancy

HK$779

HK$867 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

10. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

HK$726

HK$809 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

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

11. Microtel Inn & Suites by Wyndham Winchester

Winchester

Ricky

HK$677

HK$754 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

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

12. Spark by Hilton Winchester

Winchester

johnny

HK$605

HK$685 total

includes taxes & fees

28 Sept - 29 Sept

A hallway with a dark wooden floor, white walls, and a large mirror on the right. There is a door at the end of the hallway and a small table with a vase of flowers on the left.

A spacious room with multiple round tables and chairs, stone walls, large arched windows, and a chandelier.

An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.

A spacious lobby with stone walls, large arched windows, a chandelier, and a fireplace.

13. Inn at Evergreen

Haymarket

Kristine

HK$2,021

HK$2,304 total

includes taxes & fees

9 Sept - 10 Sept

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

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

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

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

14. Hilton Garden Inn Haymarket

Haymarket

Randolph

HK$1,240

HK$1,438 total

includes taxes & fees

27 Sept - 28 Sept

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.

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

A modern hotel lobby with a large dining area, wooden accents, and contemporary lighting fixtures.

15. SpringHill Suites by Marriott Winchester

Winchester

Michael

HK$959

HK$1,067 total

includes taxes & fees

13 Sept - 14 Sept

A spacious living room with a wooden floor, a large sofa, a coffee table, and a dining area with a wooden table and chairs.

A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a chandelier.

A large, two-story house with a circular driveway, surrounded by well-maintained lawns and trees.

A covered outdoor dining area with a glass table surrounded by chairs, a candle centerpiece, and a view of greenery through large windows.

16. Loudoun Valley Manor

Waterford

Michael

HK$1,176

HK$1,341 total

includes taxes & fees

7 Sept - 8 Sept

A covered porch with white columns, a bench, and hanging flower baskets.

A covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.

A bar area with wooden shelves stocked with bottles, a bar counter, and leather bar stools.

A two-story house with a swimming pool, outdoor furniture, and a covered patio area.

17. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

HK$1,757

HK$1,938 total

includes taxes & fees

7 Sept - 8 Sept

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

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

A hotel room with a large bed, a bedside table with a lamp, a small desk, and a kitchenette area.

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

18. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

HK$829

HK$940 total

includes taxes & fees

13 Sept - 14 Sept

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

A spacious lobby with a reception desk, seating area with sofas, and a chandelier.

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

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

19. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Alok

HK$958

HK$1,057 total

includes taxes & fees

13 Sept - 14 Sept

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

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

A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

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

20. Quality Inn Winchester

Winchester

Scott

HK$626

HK$697 total

includes taxes & fees

13 Sept - 14 Sept

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Stay near popular Upperville attractions

Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville.

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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

Quality Inn Winchester

8/10 Good

"Staff was very helpful"

Hotel Burg

10/10 Excellent

"Lovely stay at Hotel Burg - we would definitely return again!"

Lansdowne Resort and Spa

10/10 Excellent

"A lovely place to spend a weekend. Staff was helpful and friendly. Everything was great"

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent

"Great find! It’s new, it’s clean, great staff! Going again soon a stop on a longer trip into Virginia. It’s right off the highway!"

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"

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."

Wild And Wonderful Silos

10/10 Excellent

"Great stay! Very comfortable bed. The sauna is a wonderful touch."

More cheap stays in Upperville

Red Roof Inn Winchester, VA

991 Millwood Pike Winchester VA

HK$545

HK$606 total

7 Sept - 8 Sept

includes taxes & fees

7.4/10 Good! (1,001 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

HK$626

HK$697 total

13 Sept - 14 Sept

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

HK$677

HK$754 total

8 Sept - 9 Sept

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

HK$728

HK$810 total

4 Oct - 5 Oct

includes taxes & fees

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

HK$744

HK$855 total

13 Sept - 14 Sept

includes taxes & fees

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

HK$958

HK$1,066 total

29 Sept - 30 Sept

includes taxes & fees

Hotels in Upperville with star-rating

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 Salamander Resort And Spa and Spark by Hilton Winchester. See all available top hotels, or vacation rentals in Upperville.

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

Mountain View Bungalow in Front Royal: This holiday home rental outside of Upperville offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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. 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 8 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 Upperville Park and Sky Meadows State 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.

Upperville hotels from HK$541

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upperville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Upperville hotels

1. Motel 6 Front Royal, VA

2. Salamander Resort And Spa

3. The Red Fox Inn & Tavern

4. La Quinta Inn & Suites by Wyndham Winchester

5. Goodstone Inn & Restaurant

6. Comfort Inn & Suites Winchester

7. TownePlace Suites by Marriott Front Royal

8. Hampton Inn Front Royal

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

10. Fairfield Inn & Suites by Marriott Winchester

11. Microtel Inn & Suites by Wyndham Winchester

12. Spark by Hilton Winchester

13. Inn at Evergreen

14. Hilton Garden Inn Haymarket

15. SpringHill Suites by Marriott Winchester

16. Loudoun Valley Manor

17. L'Auberge Provencale Inn & Restaurant

18. Hampton Inn Winchester N/Conference Center, VA

19. DoubleTree by Hilton Front Royal Blue Ridge Shadows

20. Quality Inn Winchester

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Quality Inn Winchester

Hotel Burg

Lansdowne Resort and Spa

Holiday Inn Winchester Se-Historic Gateway by IHG

The George Washington Hotel, A Wyndham Grand Hotel

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Wild And Wonderful Silos

More cheap stays in Upperville

Red Roof Inn Winchester, VA

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Best Western Leesburg Hotel & Conference Center

Hampton Inn Front Royal

Hotels in Upperville with star-rating

Frequently asked questions

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