Upperville Hotels from €60 - 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

€432

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.

2. Comfort Inn & Suites Winchester

Winchester

Sandra

€89

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with clear blue 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 gym with weightlifting equipment, including dumbbells and a bench.

3. Hampton Inn Front Royal

Front Royal

Timothy

€117

includes taxes & fees

28 Sept - 29 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 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.

4. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

€89

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

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.

5. Spark by Hilton Winchester

Winchester

Alexandra

€75

includes taxes & fees

28 Sept - 29 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 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.

6. The Red Fox Inn & Tavern

Downtown

Margaret

€378

includes taxes & fees

7 Sept - 8 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 stone fireplace, blue upholstered sofas, and a chandelier.

An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Alok

€116

includes taxes & fees

13 Sept - 14 Sept

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

8. La Quinta Inn & Suites by Wyndham Winchester

Winchester

Raquel

€104

includes taxes & fees

6 Sept - 7 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.

9. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

€213

includes taxes & fees

7 Sept - 8 Sept

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

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

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.

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

Front Royal

Snehil Meet

€63

includes taxes & fees

4 Oct - 5 Oct

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

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

11. Quality Inn Winchester

Winchester

Scott

€77

includes taxes & fees

14 Sept - 15 Sept

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

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 breakfast counter with various food items and a coffee machine.

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

12. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Shelley

€59

includes taxes & fees

13 Sept - 14 Sept

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

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

A modern breakfast bar with a variety of food items, a coffee machine, and a fruit display.

13. Home2 Suites By Hilton Winchester

Winchester

Jose

€95

includes taxes & fees

28 Sept - 29 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 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.

14. Microtel Inn & Suites by Wyndham Winchester

Winchester

Ricky

€83

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 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.

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

15. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

€103

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

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

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

16. Loudoun Valley Manor

Waterford

Michael

€147

includes taxes & fees

16 Sept - 17 Sept

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

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

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.

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

Stephens City

Kevin

€84

includes taxes & fees

13 Sept - 14 Sept

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

A bathroom with a shower, toilet, and a bathtub.

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.

18. Relax Inn Motel

Front Royal

Jamila

€61

includes taxes & fees

15 Sept - 16 Sept

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

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".

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

19. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

€134

includes taxes & fees

27 Sept - 28 Sept

A swimming pool area with a fence, lounge chairs, and a flag.

A building entrance with a neon 'OPEN' sign, a reception desk, and a clock.

A compact hotel room with a small round table, a coffee maker, a vase with flowers, a lamp, a framed picture on the wall, and a refrigerator.

A hotel room with two beds, a nightstand with lamps, a vase with flowers, and framed leaf artwork on the walls.

20. Twi-Lite Inn

Front Royal

Jacob

€79

includes taxes & fees

15 Sept - 16 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

Comfort Inn & Suites Winchester

10/10 Excellent

"Friendly greeting, excellent, spacious room, clean, comfortable beds. Breakfast was nice and plenty of parking."

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 😁"

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Clean room quiet front desk employees are always awesome !!"

Quality Inn Winchester

10/10 Excellent

"Convenient and surprisingly nice for the price"

Hotel Burg

10/10 Excellent

"Great property and the staff is fantastic.!!"

Best Western Leesburg Hotel & Conference Center

8/10 Good

"Staff was pleasant and very accomadating. Breakfast was disappointing...would have appreciated some yogurt and more fruit options and a few tea bags choices. But area was clean and pleasant. My friend's room facing the poolside of the building was updated and had better AC control. My room facing the parking lot had an AC that was loud making it difficult to sleep. But overall a great experience for 3 nights that was very reasonable! Will stay there again!"

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

€67

7 Sept - 8 Sept

includes taxes & fees

7.4/10 Good! (1,001 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

€77

14 Sept - 15 Sept

includes taxes & fees

9.4/10 Exceptional! (1,002 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

€83

7 Sept - 8 Sept

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

€89

4 Oct - 5 Oct

includes taxes & fees

9.4/10 Exceptional! (1,126 reviews)

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

€94

14 Sept - 15 Sept

includes taxes & fees

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

€117

28 Sept - 29 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.

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.

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Aldie Holiday Rentals

Upperville Hotels

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. Comfort Inn & Suites Winchester

3. Hampton Inn Front Royal

4. Fairfield Inn & Suites by Marriott Winchester

5. Spark by Hilton Winchester

6. The Red Fox Inn & Tavern

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

8. La Quinta Inn & Suites by Wyndham Winchester

9. L'Auberge Provencale Inn & Restaurant

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

11. Quality Inn Winchester

12. Baymont by Wyndham Front Royal Near Shenandoah National Park

13. Home2 Suites By Hilton Winchester

14. Microtel Inn & Suites by Wyndham Winchester

15. Hampton Inn Winchester N/Conference Center, VA

16. Loudoun Valley Manor

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

18. Relax Inn Motel

19. TownePlace Suites by Marriott Front Royal

20. Twi-Lite Inn

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Comfort Inn & Suites Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

The George Washington Hotel, A Wyndham Grand Hotel

La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Hotel Burg

Best Western Leesburg Hotel & Conference Center

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

Frequently asked questions

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