Top 10 Hotels in Upperville, VA from ￥10,183 - Competitive Prices

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

Cabin

Hot tub

Family friendly

Cottage

Chalet

Condo

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Upperville hotels

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

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

A swimming pool with lounge chairs and a sunset view.

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.

1. Salamander Middleburg

Middleburg

Mohamed

￥104,465

￥127,312 total

includes taxes & fees

Nov 18 - Nov 19

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

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.

A living room with a white sofa, a wooden coffee table, a TV on a white cabinet, and a wooden staircase.

2. The Red Fox Inn & Tavern

Downtown

Margaret

￥73,141

￥83,380 total

includes taxes & fees

Nov 3 - Nov 4

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

3. Goodstone Inn & Restaurant

Middleburg

Amanda

￥44,211

￥71,511 total

includes taxes & fees

Nov 15 - Nov 16

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

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

4. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

￥16,263

￥18,099 total

includes taxes & fees

Oct 22 - Oct 23

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 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.

5. L'Auberge Provencale Inn & Restaurant

Boyce

Henry

￥45,585

￥50,280 total

includes taxes & fees

Nov 2 - Nov 3

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 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".

6. TownePlace Suites by Marriott Front Royal

Front Royal

JoEllen

￥22,001

￥24,585 total

includes taxes & fees

Nov 9 - Nov 10

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 a flat-screen TV, a microwave, and a refrigerator.

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.

7. Hampton Inn Front Royal

Front Royal

Grace

￥18,701

￥20,814 total

includes taxes & fees

Nov 16 - Nov 17

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.

8. Inn at Evergreen

Haymarket

Gary

￥40,086

￥45,698 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A swimming pool with lounge chairs and a fence.

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

9. Briar Patch Bed & Breakfast Inn

Middleburg

Phyllis

￥46,410

￥52,908 total

includes taxes & fees

Oct 22 - Oct 23

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.

10. Comfort Inn & Suites Winchester

Winchester

Lisa

￥15,885

￥17,680 total

includes taxes & fees

Nov 15 - Nov 16

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

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

A bar area with a piano, seating, and a bar counter with bottles.

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

￥20,637

￥23,381 total

includes taxes & fees

Oct 28 - Oct 29

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 room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.

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.

12. Microtel Inn & Suites by Wyndham Winchester

Winchester

Christopher

￥13,296

￥14,797 total

includes taxes & fees

Nov 15 - Nov 16

A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

A swimming pool with lounge chairs and a changing room.

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.

13. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jeffrey

￥15,670

￥17,915 total

includes taxes & fees

Nov 18 - Nov 19

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

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

14. Spark by Hilton Winchester

Winchester

carrie

￥11,945

￥13,533 total

includes taxes & fees

Nov 2 - Nov 3

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.

15. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

￥14,665

￥16,323 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

Stephens City

Michael

￥13,770

￥15,326 total

includes taxes & fees

Nov 19 - Nov 20

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.

17. Loudoun Valley Manor

Waterford

Mindi

￥20,912

￥23,838 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

Front Royal

Hyo Jun

￥10,130

￥11,274 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

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

19. Hilton Garden Inn Haymarket

Haymarket

Chanel

￥26,504

￥30,744 total

includes taxes & fees

Nov 19 - Nov 20

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

A large conference room with multiple tables and chairs, carpeted floor, and ceiling lights.

A spacious lobby with a seating area featuring yellow patterned chairs, a flat-screen TV mounted on the wall, and a large window providing natural light.

A conference room with a projector screen, arranged chairs, and a carpeted floor.

20. Hampton Inn Winchester N/Conference Center, VA

Winchester

Elizabeth

￥16,743

￥18,970 total

includes taxes & fees

Nov 1 - Nov 2

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

Comfort Inn & Suites Winchester

8/10 Good

"Nice hotel. I would stay here again."

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"

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

￥11,238

￥12,395 total

Nov 1 - Nov 2

includes taxes & fees

8.6/10 Excellent! (1,077 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

￥12,479

￥13,889 total

Nov 15 - Nov 16

includes taxes & fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

￥13,296

￥14,797 total

Nov 15 - Nov 16

includes taxes & fees

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

￥13,498

￥15,023 total

Nov 1 - Nov 2

includes taxes & fees

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA

￥14,321

￥16,467 total

Oct 25 - Oct 26

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

￥15,885

￥17,680 total

Nov 15 - Nov 16

includes taxes & fees

9.4/10 Exceptional! (1,139 reviews)

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 traveler data. Other good choices for your stay in 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 vacation home rentals in Upperville?

Mountain View Bungalow in Front Royal: This vacation 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, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.

Where can I learn more about changing or cancelling my trip to Upperville?

To find more details about rescheduling or cancelling your trip to Upperville, head over to our customer service page.

What are some accommodations 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 that offer an onsite pool. View all hotels with pools in Upperville.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like staying in Upperville?

Visitors can enjoy all that Upperville has to offer including its restaurants. In Upperville, there are 9 hotels and other accommodations to choose from. Find out more about Upperville.

What are the top places to visit in Upperville?

A couple of favorite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and RdV Vineyards in the area. Check out what more to see and do in Expedia's Upperville guide.

What's the seasonal weather like in Upperville?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.

Explore a world of travel with Expedia

Book Hotels in Upperville on Expedia.com

Find hotels in Upperville, VA from ￥10,183

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upperville

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Upperville hotels

1. Salamander Middleburg

2. The Red Fox Inn & Tavern

3. Goodstone Inn & Restaurant

4. La Quinta Inn & Suites by Wyndham Winchester

5. L'Auberge Provencale Inn & Restaurant

6. TownePlace Suites by Marriott Front Royal

7. Hampton Inn Front Royal

8. Inn at Evergreen

9. Briar Patch Bed & Breakfast Inn

10. Comfort Inn & Suites Winchester

11. The George Washington Hotel, A Wyndham Grand Hotel

12. Microtel Inn & Suites by Wyndham Winchester

13. Holiday Inn Winchester Se-Historic Gateway by IHG

14. Spark by Hilton Winchester

15. Fairfield Inn & Suites by Marriott Winchester

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

17. Loudoun Valley Manor

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

19. Hilton Garden Inn Haymarket

20. Hampton Inn Winchester N/Conference Center, VA

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Comfort Inn & Suites Winchester

Country Inn & Suites by Radisson, Winchester, VA

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

Explore a world of travel with Expedia

Go further with the Expedia app