𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Upperville (2026)

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

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Hot tub

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Our top choices for Upperville hotels

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.

1. Comfort Inn & Suites Winchester

Winchester

Richard

S$135

includes taxes & fees

30 Aug - 31 Aug

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.

2. Hampton Inn Front Royal

Front Royal

Timothy

S$173

includes taxes & fees

1 Sept - 2 Sept

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

A cozy lobby with a stone fireplace, leather sofas, a wooden coffee table, and a chandelier.

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

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

3. Goodstone Inn & Restaurant

Middleburg

Amanda

S$754

includes taxes & fees

27 Aug - 28 Aug

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 hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

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

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

4. Spark by Hilton Winchester

Winchester

johnny

S$116

includes taxes & fees

17 Sept - 18 Sept

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

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

5. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

S$131

includes taxes & fees

30 Aug - 31 Aug

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

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

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

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

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

S$176

includes taxes & fees

13 Sept - 14 Sept

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

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.

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

7. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

S$314

includes taxes & fees

30 Aug - 31 Aug

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

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.

A stone building with a central entrance, multiple windows, and flags.

8. The Red Fox Inn & Tavern

Downtown

Margaret

S$668

includes taxes & fees

30 Aug - 31 Aug

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

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

A hotel reception area with a counter, a vending machine, and a sign indicating a minibar.

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

9. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

S$197

includes taxes & fees

13 Sept - 14 Sept

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

A hotel room with a red carpet, white sofas, a reception desk, and a large window with blinds.

A hotel room with two beds, a large window with curtains, an air conditioning unit, a nightstand with a phone and clock, and a wall with a waterfall painting.

A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

10. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Snehil Meet

S$92

includes taxes & fees

2 Sept - 3 Sept

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

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.

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

Winchester

Phillip

S$133

includes taxes & fees

20 Sept - 21 Sept

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.

12. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

S$152

includes taxes & fees

6 Sept - 7 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.

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

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

13. La Quinta Inn & Suites by Wyndham Winchester

Winchester

chouaib

S$145

includes taxes & fees

27 Aug - 28 Aug

A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

A Baymont Inn & Suites reception desk with a blue wall, two overhead lights, and a Dell computer.

A breakfast counter with various food items and a coffee machine.

A multi-story hotel with a courtyard, outdoor seating, and a guest parking area.

14. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Dave

S$81

includes taxes & fees

2 Sept - 3 Sept

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

15. Quality Inn Winchester

Winchester

Scott

S$119

includes taxes & fees

1 Sept - 2 Sept

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

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

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

A hotel room with a bed, a desk with a computer, a chair, and a TV.

16. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

S$135

includes taxes & fees

30 Aug - 31 Aug

A hotel room with a bed, a brown sofa, a round table, a lamp, a window with a decorative screen, and a framed picture on the wall.

A reception area with a wooden desk, a black rug, and a patterned wall.

A modern kitchen with dark cabinets, a white countertop, a built-in microwave, and a coffee maker.

A multi-story hotel with a prominent entrance, a parking lot, and surrounding greenery.

17. Candlewood Suites Winchester by IHG

Winchester

Bridget

S$119

includes taxes & fees

30 Aug - 31 Aug

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

18. Microtel Inn & Suites by Wyndham Winchester

Winchester

Ricky

S$123

includes taxes & fees

30 Aug - 31 Aug

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

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

A swimming pool with lounge chairs and a sunset view.

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.

19. Salamander Resort And Spa

Middleburg

Wayne

S$1,065

includes taxes & fees

7 Sept - 8 Sept

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

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.

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

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

Stephens City

Steven

S$124

includes taxes & fees

6 Sept - 7 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.

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

"Room was clean and the staff was very friendly, kind and helpful, especially the lovely ladies at the front desk. I really enjoyed my stay."

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"We’ve stayed here numerous times due"

TRU By Hilton Winchester

10/10 Excellent

"The bedroom and bathroom were very clean!!"

Quality Inn Winchester

10/10 Excellent

"We were pleasantly surprised and very pleased with this property. We enjoyed our overnight stay and would definitely stay again. Convenient to I-81, yet surprisingly quiet"

Comfort Inn & Suites Winchester

10/10 Excellent

"Clean room ,quiet,plenty to parking"

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"The property was clean! The rooms were comfortable and clean. Didn't like the small hard bed pillows! And when there's two people in the room, I wish they would provide two packets of regular coffee. Not one regular coffee and one decaf."

Hampton Inn Front Royal

10/10 Excellent

"Super clean, staff friendly. Perfect visit!"

Lansdowne Resort and Spa

10/10 Excellent

"Great clean place"

More cheap stays in Upperville

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

S$97

27 Aug - 28 Aug

includes taxes & fees

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

S$119

1 Sept - 2 Sept

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

S$123

30 Aug - 31 Aug

includes taxes & fees

9.2/10 Wonderful! (1,458 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

S$135

30 Aug - 31 Aug

includes taxes & fees

9.4/10 Exceptional! (1,139 reviews)

Red Roof Inn Leesburg, VA

721 East Market Street Leesburg VA

S$137

30 Aug - 31 Aug

includes taxes & fees

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

S$142

31 Aug - 1 Sept

includes taxes & fees

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.

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 Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and RdV Vineyards 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 S$81

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. Comfort Inn & Suites Winchester

2. Hampton Inn Front Royal

3. Goodstone Inn & Restaurant

4. Spark by Hilton Winchester

5. Fairfield Inn & Suites by Marriott Winchester

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

7. L'Auberge Provencale Inn & Restaurant

8. The Red Fox Inn & Tavern

9. TownePlace Suites by Marriott Front Royal

10. Super 8 by Wyndham Front Royal Near Shenandoah National Park

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

12. Hampton Inn Winchester N/Conference Center, VA

13. La Quinta Inn & Suites by Wyndham Winchester

14. Baymont by Wyndham Front Royal Near Shenandoah National Park

15. Quality Inn Winchester

16. Holiday Inn Winchester Se-Historic Gateway by IHG

17. Candlewood Suites Winchester by IHG

18. Microtel Inn & Suites by Wyndham Winchester

19. Salamander Resort And Spa

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

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

TRU By Hilton Winchester

Quality Inn Winchester

Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Hampton Inn Front Royal

Lansdowne Resort and Spa

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Red Roof Inn Leesburg, VA

Best Western Leesburg Hotel & Conference Center

Frequently asked questions

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