𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Upperville from RM291 (2026) - Fully Refundable Options

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

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

1. Goodstone Inn & Restaurant

Middleburg

Amanda

RM1,210

RM1,924 total

includes taxes & fees

2 Nov - 3 Nov

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

A swimming pool with lounge chairs and a sunset view.

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

Mohamed

RM2,987

RM3,634 total

includes taxes & fees

29 Oct - 30 Oct

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

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

3. The Red Fox Inn & Tavern

Downtown

Margaret

RM1,571

RM1,791 total

includes taxes & fees

4 Oct - 5 Oct

A lush garden with a variety of plants and trees, a small stream, and a wooden fence in the background.

A bedroom with a large bed, two bedside tables with lamps, a bench, and a view through a glass door.

A covered porch with wicker furniture, a lantern, and potted plants.

A swimming pool with lounge chairs and a fence.

4. Briar Patch Bed & Breakfast Inn

Middleburg

Phyllis

RM1,313

RM1,497 total

includes taxes & fees

5 Oct - 6 Oct

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

5. Inn at Evergreen

Haymarket

Adriane

RM1,056

RM1,204 total

includes taxes & fees

4 Oct - 5 Oct

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.

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.

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Brian

RM482

RM532 total

includes taxes & fees

1 Nov - 2 Nov

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

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

7. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

RM567

RM634 total

includes taxes & fees

7 Oct - 8 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.

A gym with treadmills, elliptical machines, and dumbbells.

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

8. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Earl

RM419

RM466 total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with clear water, surrounded by large windows offering views of greenery.

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.

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

9. Hampton Inn Front Royal

Front Royal

Grace

RM497

RM553 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

10. Fairfield Inn & Suites by Marriott Winchester

Winchester

Dawn

RM378

RM421 total

includes taxes & fees

1 Nov - 2 Nov

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

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

11. Comfort Inn & Suites Winchester

Winchester

John

RM415

RM462 total

includes taxes & fees

25 Oct - 26 Oct

A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

A cozy room with a fireplace, wooden paneling, and comfortable seating.

A bathroom with a large window, a bathtub, and a view of a green landscape.

A dining area with a table set for two, featuring a bowl of bread, a glass of wine, and a vase of flowers.

12. Glen Gordon Manor

Huntly

Alexander and Judith

RM1,507

RM1,738 total

includes taxes & fees

2 Nov - 3 Nov

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.

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

13. Hilton Garden Inn Haymarket

Haymarket

Sana

RM615

RM713 total

includes taxes & fees

2 Nov - 3 Nov

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

14. Microtel Inn & Suites by Wyndham Winchester

Winchester

Katheryne

RM389

RM433 total

includes taxes & fees

1 Nov - 2 Nov

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.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

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

15. TRU By Hilton Winchester

Winchester

Kailyn

RM365

RM406 total

includes taxes & fees

1 Nov - 2 Nov

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

A spacious lobby with a round table, chairs, a chandelier, and an American flag.

A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

16. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

RM532

RM603 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

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.

17. Spark by Hilton Winchester

Winchester

carrie

RM316

RM358 total

includes taxes & fees

2 Nov - 3 Nov

A wooden cabin with a garage, surrounded by trees and a gravel driveway.

A cozy living room with a fireplace, a rocking chair, and a large window with a view of trees.

A wheelbarrow filled with green plants in a garden setting.

A wooden deck with a grill, two wicker chairs, and a table.

18. The Pond Cabin

Linden

RM975

RM1,863 total

includes taxes & fees

26 Oct - 27 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 woman using a stationary bike in a gym with red walls and multiple exercise machines.

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

Winchester

Allen

RM379

RM422 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A hotel room with a red carpet, two white armchairs, a black sofa, a flat-screen TV, and two windows with blinds.

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

Front Royal

Rosilene

RM261

RM291 total

includes taxes & fees

1 Nov - 2 Nov

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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

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"Well sized clean room with comfortable, hot showers and large fridge. Well, engineered room layout from electrical connections to lighting and HVAC controls but wished fridge had freezer option."

Travelodge by Wyndham Winchester

8/10 Good

"Ok"

Hampton Inn Front Royal

10/10 Excellent

"Clean and good breakfast"

TRU By Hilton Winchester

10/10 Excellent

"Convenient location. Clean and very comfortable beds and bedding. Staff was friendly and helpful. We left before breakfast was served. Lots of parking space"

Salamander Resort And Spa

10/10 Excellent

"Great place, and nice staff"

Hotel Burg

10/10 Excellent

"Beautiful hotel in downtown Leesburg. Close to all the shops and historic area."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"It could be a very nice hotel, but it needs some maintenance."

Lansdowne Resort and Spa

10/10 Excellent

"I brought my wife up here for her birthday weekend. The room we were staying in had a beautiful view of the environment and the mountains. The wait staff was very nice as we did in-room dining for our breakfast and we ate at the Cotton Rye restaurant for dinner. And the food was pretty good. My wife used the massage service and it was very lovely. We both did the Floating Bath service, and that was a pleasant experience. Things can get a little pricey around here. But overall, it was a very good stay. And we would love to come back."

More cheap stays in Upperville

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

RM290

RM320 total

11 Oct - 12 Oct

includes taxes & fees

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

RM343

RM382 total

26 Oct - 27 Oct

includes taxes & fees

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

RM365

RM406 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

RM389

RM433 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,443 reviews)

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

RM387

RM445 total

18 Oct - 19 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

RM415

RM462 total

25 Oct - 26 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Upperville?

Located 19.9 mi (32.1 km) from the heart of Upperville, The George Washington Hotel, A Wyndham Grand Hotel 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 Lansdowne Resort and Spa. 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?

The George Washington Hotel, A Wyndham Grand Hotel: Features 2 restaurants, an indoor pool and a full-service spa. Salamander Resort And Spa and Lansdowne Resort and Spa 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 9 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 RM291

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. Salamander Resort And Spa

3. The Red Fox Inn & Tavern

4. Briar Patch Bed & Breakfast Inn

5. Inn at Evergreen

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

7. TownePlace Suites by Marriott Front Royal

8. La Quinta Inn & Suites by Wyndham Winchester

9. Hampton Inn Front Royal

10. Fairfield Inn & Suites by Marriott Winchester

11. Comfort Inn & Suites Winchester

12. Glen Gordon Manor

13. Hilton Garden Inn Haymarket

14. Microtel Inn & Suites by Wyndham Winchester

15. TRU By Hilton Winchester

16. The George Washington Hotel, A Wyndham Grand Hotel

17. Spark by Hilton Winchester

18. The Pond Cabin

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

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

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Travelodge by Wyndham Winchester

Hampton Inn Front Royal

TRU By Hilton Winchester

Salamander Resort And Spa

Hotel Burg

Clarion Inn Harpers Ferry - Charles Town

Lansdowne Resort and Spa

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Quality Inn Winchester

TRU By Hilton Winchester

Microtel Inn & Suites by Wyndham Winchester

Best Western Leesburg Hotel & Conference Center

Comfort Inn & Suites Winchester

Frequently asked questions

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