Best Upperville Hotels in 2026 from HK$557 - Fully Refundable Options

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Upperville

Pet friendly

Apartment

Pool

Spa

Hot tub

Family friendly

Cottage

Waterpark

Cabin

Chalet

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Upperville hotels

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

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

1. Goodstone Inn & Restaurant

Middleburg

Amanda

HK$2,536

HK$3,937 total

includes taxes & fees

20 Sept - 21 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 stone building with a central entrance, multiple windows, and flags.

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

2. The Red Fox Inn & Tavern

Downtown

Margaret

HK$3,020

HK$3,443 total

includes taxes & fees

16 Sept - 17 Sept

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

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.

3. Comfort Inn & Suites Winchester

Winchester

Sandra

HK$728

HK$810 total

includes taxes & fees

11 Oct - 12 Oct

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.

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

A gym with treadmills, elliptical machines, and dumbbells.

4. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Earl

HK$894

HK$995 total

includes taxes & fees

20 Sept - 21 Sept

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 swimming pool with lounge chairs and a sunset view.

5. Salamander Resort And Spa

Middleburg

Wayne

HK$5,481

HK$6,686 total

includes taxes & fees

23 Sept - 24 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 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.

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.

6. Spark by Hilton Winchester

Winchester

Peter

HK$605

HK$685 total

includes taxes & fees

28 Sept - 29 Sept

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

7. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

HK$1,090

HK$1,218 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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.

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

Winchester

Nancy

HK$747

HK$831 total

includes taxes & fees

5 Oct - 6 Oct

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

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

9. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

HK$753

HK$853 total

includes taxes & fees

5 Oct - 6 Oct

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

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.

10. Microtel Inn & Suites by Wyndham Winchester

Winchester

Katheryne

HK$703

HK$782 total

includes taxes & fees

22 Sept - 23 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 hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.

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

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

Stephens City

Kevin

HK$664

HK$739 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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.

12. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

HK$727

HK$809 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

13. SpringHill Suites by Marriott Winchester

Winchester

Michael

HK$959

HK$1,068 total

includes taxes & fees

28 Sept - 29 Sept

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.

14. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Alok

HK$958

HK$1,057 total

includes taxes & fees

24 Sept - 25 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 large, two-story house with a circular driveway, surrounded by well-maintained lawns and trees.

A gazebo with a brick pathway leading to it, surrounded by a grassy area with purple flowers.

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

15. Loudoun Valley Manor

Waterford

Michael

HK$1,176

HK$1,341 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.

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

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

A stone sign with "The Inn at Evergreen" and its establishment year "circa 1826" and "est. 1968".

16. Inn at Evergreen

Haymarket

Adriane

HK$2,021

HK$2,304 total

includes taxes & fees

23 Sept - 24 Sept

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

A modern living room with a sofa, red chairs, a coffee table, and a bookshelf with various items.

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

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

17. Hilton Garden Inn Haymarket

Haymarket

Sana

HK$1,180

HK$1,369 total

includes taxes & fees

27 Sept - 28 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.

18. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

HK$824

HK$940 total

includes taxes & fees

20 Sept - 21 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 modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.

19. Hampton Inn Front Royal

Front Royal

Timothy

HK$916

HK$1,019 total

includes taxes & fees

29 Sept - 30 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 covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.

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

20. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

HK$1,758

HK$1,939 total

includes taxes & fees

21 Sept - 22 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

TRU By Hilton Winchester

8/10 Good

"The room was clean but did have an odor"

Quality Inn Winchester

10/10 Excellent

"Staff were great"

Hotel Burg

10/10 Excellent

"The staff. Good parking. Nice atmosphere."

DoubleTree by Hilton Front Royal Blue Ridge Shadows

8/10 Good

"The staff members were great...friendly and courteous....the facility it showing some age...and it's a bit pricey....the restaurant was a nice touch and convenient...we'd stay here again..."

Spark by Hilton Winchester

10/10 Excellent

"Very friendly staff and clean room"

Lansdowne Resort and Spa

10/10 Excellent

"Great stay"

Travelodge by Wyndham Winchester

10/10 Excellent

"We stay here a couple of times a year. Always super clean. Great place for the $. Breakfast is not as good as it used to be. Instant coffee. A lot of carbs c"

Comfort Inn & Suites Winchester

10/10 Excellent

"Nice stay. Thank you. Hope to visit again."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"We’ve stayed at this location before. The location is great to Harper’s Ferry and the view is very nice, since it is up on a hilltop. The rooms were an average hotel room, nothing fancy, but clean and comfortable. Amenities included body wash, shampoo and conditioner, which was very nice. The bathroom is small but functional. The floor gets dangerously slippery when wet, so use a towel on floor. Breakfast had all the continental breakfast options: yogurt, waffles, eggs, sausage, toast, cereal, etc. no internet service from dining room. Staff was friendly and helpful. Parking free and easy. Room was clean and A/C worked well. Slight smell in room and hallways, but not bad. Dinner in restaurant was good. I’d say a little pricey for the stay, but overall good place to stay near Harpers Ferry."

More cheap stays in Upperville

Red Roof Inn Winchester, VA

991 Millwood Pike Winchester VA

HK$545

HK$607 total

16 Sept - 17 Sept

includes taxes & fees

7.4/10 Good! (1,003 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

HK$660

HK$735 total

24 Sept - 25 Sept

includes taxes & fees

9.4/10 Exceptional! (1,009 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

HK$703

HK$782 total

22 Sept - 23 Sept

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

HK$728

HK$810 total

11 Oct - 12 Oct

includes taxes & fees

9.4/10 Exceptional! (1,129 reviews)

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

HK$778

HK$895 total

29 Sept - 30 Sept

includes taxes & fees

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

HK$916

HK$1,019 total

29 Sept - 30 Sept

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

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 Spark by Hilton Winchester and Salamander Resort And Spa. 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 The George Washington Hotel, A Wyndham Grand Hotel 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 HK$557

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. Goodstone Inn & Restaurant

2. The Red Fox Inn & Tavern

3. Comfort Inn & Suites Winchester

4. La Quinta Inn & Suites by Wyndham Winchester

5. Salamander Resort And Spa

6. Spark by Hilton Winchester

7. TownePlace Suites by Marriott Front Royal

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

9. Hampton Inn Winchester N/Conference Center, VA

10. Microtel Inn & Suites by Wyndham Winchester

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

12. Fairfield Inn & Suites by Marriott Winchester

13. SpringHill Suites by Marriott Winchester

14. DoubleTree by Hilton Front Royal Blue Ridge Shadows

15. Loudoun Valley Manor

16. Inn at Evergreen

17. Hilton Garden Inn Haymarket

18. Holiday Inn Winchester Se-Historic Gateway by IHG

19. Hampton Inn Front Royal

20. L'Auberge Provencale Inn & Restaurant

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

TRU By Hilton Winchester

Quality Inn Winchester

Hotel Burg

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Spark by Hilton Winchester

Lansdowne Resort and Spa

Travelodge by Wyndham Winchester

Comfort Inn & Suites Winchester

Clarion Inn Harpers Ferry - Charles Town

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

Explore a world of travel with Expedia

Go further with the Expedia app