𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Upperville (2026)

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

Hot tub

Cottage

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Upperville hotels

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

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.

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

1. Goodstone Inn & Restaurant

Middleburg

Amanda

S$579

includes taxes & fees

4 Nov - 5 Nov

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

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.

2. Salamander Middleburg

Middleburg

Mohamed

S$1,040

includes taxes & fees

11 Nov - 12 Nov

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

3. The Red Fox Inn & Tavern

Downtown

Margaret

S$675

includes taxes & fees

12 Oct - 13 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

S$427

includes taxes & fees

12 Oct - 13 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.

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.

5. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Brian

S$161

includes taxes & fees

1 Nov - 2 Nov

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

A dining area with tables set for service, large windows with views of greenery, and a chandelier.

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.

6. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

S$407

includes taxes & fees

2 Nov - 3 Nov

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 exercise equipment, a mirror, and a window with a view of a snowy landscape.

A modern kitchen with a flat-screen TV, a microwave, and a refrigerator.

7. Hampton Inn Front Royal

Front Royal

Grace

S$168

includes taxes & fees

1 Nov - 2 Nov

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.

8. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

S$199

includes taxes & fees

27 Oct - 28 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.

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

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.

9. Inn at Evergreen

Haymarket

Gary

S$366

includes taxes & fees

11 Nov - 12 Nov

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.

10. Comfort Inn & Suites Winchester

Winchester

John

S$142

includes taxes & fees

18 Oct - 19 Oct

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

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."

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

11. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

S$189

includes taxes & fees

28 Oct - 29 Oct

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

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.

A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

12. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

S$154

includes taxes & fees

18 Oct - 19 Oct

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

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.

13. Loudoun Valley Manor

Waterford

Mindi

S$219

includes taxes & fees

12 Oct - 13 Oct

An outdoor patio with a grill, seating, and string lights.

A snack kiosk with refrigerated drink dispensers and shelves stocked with snacks.

14. Home2 Suites By Hilton Winchester

Winchester

Mandy

S$128

includes taxes & fees

2 Nov - 3 Nov

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.

15. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

S$132

includes taxes & fees

1 Nov - 2 Nov

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.

16. Spark by Hilton Winchester

Winchester

carrie

S$110

includes taxes & fees

18 Oct - 19 Oct

A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

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

A sign for a 'Relax Inn' with a clear view of the building in the background.

A brick building with a sign reading "Motel" and a neon sign for "Relax Inn" on the right.

17. Relax Inn Motel

Front Royal

Sarah

S$93

includes taxes & fees

12 Oct - 13 Oct

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 room with two grey armchairs, a small table with a vase of flowers, a television mounted on the wall, and a desk with a computer.

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

18. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

S$84

includes taxes & fees

4 Nov - 5 Nov

An indoor swimming pool with clear blue water, surrounded by tiled flooring and equipped with a pool ladder.

A snack display with various brands and a 'Treat Shop' sign.

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

A modern kitchen with wooden cabinets, a coffee machine, and a toaster.

19. Hampton Inn by Hilton Gainesville-Haymarket

Gainesville

Annika

S$160

includes taxes & fees

1 Nov - 2 Nov

A traditional Tudor-style house with a pond in the foreground, surrounded by well-maintained gardens and trees.

Two people sitting at a table with plates of food and drinks, a vase with flowers, and a window in the background.

A hotel room with a bed, a bedside table with a wine bottle and glass, and a fruit platter on the table.

A room with a wooden floor, a small wooden table with a coffee maker, a chair, and a door leading to a balcony with a wooden railing.

20. Hillbrook Inn

Charles Town

Cecile

S$246

includes taxes & fees

13 Oct - 14 Oct

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

Travelodge by Wyndham Winchester

10/10 Excellent

"Nice property."

Lansdowne Resort and Spa

10/10 Excellent

"I always enjoy my stay. Very customer service oriented and friendly staff. I love Spa Mineral!"

Quality Inn Winchester

10/10 Excellent

"The room was clean and updated. The only minor complaint is the shower didn't get as hot as I am used too. It was in a good neighborhood with lots of options for eating."

Comfort Inn & Suites Winchester

10/10 Excellent

"It’s in a very nice shopping plaza next to a grocery store restaurant in movie theater, so it was perfect for me. It’s been relatively recently renovated, but besides that it was very very clean and the staff was excellent from front desk to the night audit and even the woman who did breakfast was really lovely and the door to breakfast prep was open so I could see how clean it was in there."

TRU By Hilton Winchester

10/10 Excellent

"Rim was clean, staff was professional and courteous"

Red Roof Inn Leesburg, VA

8/10 Good

"N/A"

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"This facility is excellent. The breakfast was excellent with many extras including honey packets. It has a very good selection 8 plus to add to yogurt, etc. I had a very nice cream cheese bagel with honey drizzled. They also had eggs and sausage. It also has a coffee/herbal tea station in the lobby. The pool was spotless. Perfectly clean. Perfect. The room was spacious. There were plenty of spaces to congregate both inside and outside. The seasonal fall decor was a very nice touch. It was very full and impressive. I very highly reccomend this facility. Superb."

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"Wry helpful reception. Clean hotel , beautiful golf course With a nice restaurant. Great place"