Upperville Hotels from €57 - Fully Refundable Options

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

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

1. Goodstone Inn & Restaurant

Middleburg

Amanda

€403

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

A swimming pool with lounge chairs and a sunset view.

2. Salamander Middleburg

Middleburg

Mohamed

€745

includes taxes & fees

11 Nov - 12 Nov

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

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

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

€470

includes taxes & fees

25 Oct - 26 Oct

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 modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.

A gym with stationary bikes, a treadmill, and a rowing machine.

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

4. Hampton Inn Front Royal

Front Royal

Grace

€117

includes taxes & fees

16 Nov - 17 Nov

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 large, two-story house with a well-maintained lawn and a stone wall in the foreground.

A swimming pool with lounge chairs and a fence.

5. Briar Patch Bed & Breakfast Inn

Middleburg

Phyllis

€327

includes taxes & fees

22 Oct - 23 Oct

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.

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.

6. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

€102

includes taxes & fees

22 Oct - 23 Oct

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

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.

A bar area with wooden shelves stocked with bottles, a bar counter, and leather bar stools.

7. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

€283

includes taxes & fees

2 Nov - 3 Nov

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

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.

8. Inn at Evergreen

Haymarket

Gary

€263

includes taxes & fees

22 Oct - 23 Oct

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 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.

9. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

€139

includes taxes & fees

9 Nov - 10 Nov

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

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

Front Royal

Hyo Jun

€64

includes taxes & fees

4 Nov - 5 Nov

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

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

11. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

€57

includes taxes & fees

4 Nov - 5 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 bar area with a piano, seating, and a bar counter with bottles.

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

12. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Carol

€132

includes taxes & fees

28 Oct - 29 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 large, two-story house with a circular driveway, surrounded by well-maintained lawns and trees.

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

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

13. Loudoun Valley Manor

Waterford

Mindi

€153

includes taxes & fees

22 Oct - 23 Oct

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

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

14. Relax Inn Motel

Front Royal

Sarah

€65

includes taxes & fees

22 Oct - 23 Oct

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.

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

15. Comfort Inn & Suites Winchester

Winchester

Lisa

€100

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

A hotel room with a sofa, a desk, a TV, a dresser, and a bed.

A hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.

A spacious indoor area with a long table and chairs, a statue, and a large window.

16. Travelodge by Wyndham Winchester

Winchester

john

€70

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a bed, a sofa, a small table, a lamp, a mirror, and a picture on the wall.

A modern restaurant with a high ceiling, a flat-screen TV, and a variety of seating options including booths and tables.

A hotel room with a desk, chair, television, window with curtains, and a sofa.

17. Home2 Suites By Hilton Winchester

Winchester

Jean

€89

includes taxes & fees

1 Nov - 2 Nov

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

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

18. Glen Gordon Manor

Huntly

Alexander and Judith

€287

includes taxes & fees

16 Nov - 17 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 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.

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

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

19. Spark by Hilton Winchester

Winchester

carrie

€78

includes taxes & fees

1 Nov - 2 Nov

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

A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.

A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

A modern breakfast area with seating, a counter for hot food, and a view of the outdoors.

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

Stephens City

Michael

€86

includes taxes & fees

19 Nov - 20 Nov

View all properties

Hotels recommended for families in Upperville

Salamander Middleburg

Middleburg

€745

includes taxes & fees

11 Nov - 12 Nov

A cabin with a deck, a covered outdoor area, and a gravel path leading to the entrance.

A living room with a sofa, armchairs, a fireplace, a television, and a ceiling fan.

A two-story wooden cabin with a covered porch and a staircase leading to the upper level.

A dining area with a wooden table, chairs, a bench, a vase with flowers, a chandelier, a large mirror, and a poster on the wall.

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Linden

€417

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a balcony, string lights, and a swing.

A kitchen with a wooden table, bar stools, a coffee maker, a microwave, and a dishwasher.

A two-story house with a steeply pitched roof, a front porch, and a driveway.

A modern kitchen with wooden cabinets, stainless steel appliances, and a skylight.

Cozy A frame cabin in quaint Front Royal. Dog friendly

Front Royal

€257

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a fireplace, a dining area with a bench, and a large sliding glass door leading to an outdoor patio.

A modern kitchen with white cabinets, stainless steel appliances, and a plant on the counter.

A spacious living area with a sofa, coffee table, and a view of the outdoors through large windows.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table with benches.

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

Front Royal

€338

includes taxes & fees

3 Nov - 4 Nov

Hampton Inn Front Royal

Front Royal

€117

includes taxes & fees

16 Nov - 17 Nov

La Quinta Inn & Suites by Wyndham Winchester

Winchester

€102

includes taxes & fees

22 Oct - 23 Oct

A hotel room with a bed, a dining table with chairs, a small table with a vase of flowers, and a storage unit with shelves.

A white building with a white door, two trash bins, and a small black object on the wall.

A narrow hallway with a toilet, a white cabinet with a mirror, and a bed visible through an open door.

A close-up of a turkey with a red wattle and grey feathers, surrounded by other turkeys in a grassy outdoor setting.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Middleburg

€300

includes taxes & fees

23 Oct - 24 Oct

TownePlace Suites by Marriott Front Royal

Front Royal

€139

includes taxes & fees

9 Nov - 10 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

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"we had a large , very clean and air conditioned room. The reception was easy and very friendly and the breakfast was quick and easy"

Quality Inn Winchester

10/10 Excellent

"Nice place"

Spark by Hilton Winchester

10/10 Excellent

"What a pleasure staying a night in such a new, sparkling clean hotel! Location was fantastic with lots of stores and restaurants and the Highway very close! Our room was extremely clean and comfy! The front desk clerk on the night of Oct 18 was fantastic and friendly! Breakfast was just Continental, but better than nothing!"

Travelodge by Wyndham Winchester

8/10 Good

"Room was comfortable. Staff very helpful. Property was a bit shabby."

Salamander Resort And Spa

10/10 Excellent

"The Salamander resort is breathtaking! Spectacular property. The staff was always willing to answer questions or to help in any way possible. Our room was clean and very comfortable. I was so happy to see that it is pet friendly. My only complaint was that guests left their dogs in their rooms while they were out. I heard a few dogs that were clearly distressed at being left alone. As a dog owner, it really upset me. The guests should be required to not leave their pets alone."

Red Roof Inn Leesburg, VA

8/10 Good

"The hotel manager was very nice and accommodating. The air conditioner needs to be upgraded. It was noisy turning on and off all night. Other than that it was a good stay."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"The staff was lovely, especially the housekeeping ladies!"

Hotel Burg

8/10 Good

"tiny tiny room with no closet- not sure what the “resort fee” was for- but it was in town and by a trail so that was nice. Was definitely not worth what we paid- but they get you with convenience i guess… very clean room."

More cheap stays in Upperville

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

€70

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,077 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

€78

15 Nov - 16 Nov

includes taxes & fees

9.4/10 Exceptional! (1,015 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

€83

15 Nov - 16 Nov

includes taxes & fees

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

€85

1 Nov - 2 Nov

includes taxes & fees

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

€93

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

€100

15 Nov - 16 Nov

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.

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?

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.

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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. Salamander Middleburg

3. The Red Fox Inn & Tavern

4. Hampton Inn Front Royal

5. Briar Patch Bed & Breakfast Inn

6. La Quinta Inn & Suites by Wyndham Winchester

7. L'Auberge Provencale Inn & Restaurant

8. Inn at Evergreen

9. TownePlace Suites by Marriott Front Royal

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

11. Baymont by Wyndham Front Royal Near Shenandoah National Park

12. The George Washington Hotel, A Wyndham Grand Hotel

13. Loudoun Valley Manor

14. Relax Inn Motel

15. Comfort Inn & Suites Winchester

16. Travelodge by Wyndham Winchester

17. Home2 Suites By Hilton Winchester

18. Glen Gordon Manor

19. Spark by Hilton Winchester

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

Hotels recommended for families in Upperville

Salamander Middleburg

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Cozy A frame cabin in quaint Front Royal. Dog friendly

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

Hampton Inn Front Royal

La Quinta Inn & Suites by Wyndham Winchester

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

TownePlace Suites by Marriott Front Royal

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Winchester

Spark by Hilton Winchester

Travelodge by Wyndham Winchester

Salamander Resort And Spa

Red Roof Inn Leesburg, VA

Clarion Inn Harpers Ferry - Charles Town

Hotel Burg

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

TRU By Hilton Winchester

Best Western Leesburg Hotel & Conference Center

Comfort Inn & Suites Winchester

Frequently asked questions

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