Top 10 Hotels in Upperville, VA from ₩90,084 - Competitive Prices

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Our top choices for Upperville hotels

A large, two-story house with a central entrance, multiple chimneys, and a well-maintained lawn with a pathway leading to the entrance.

1. Salamander Middleburg

Middleburg

Mohamed

₩1,015,674 total

includes taxes & fees

Nov 11 - Nov 12

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

2. The Red Fox Inn & Tavern

Downtown

Sally

₩706,504 total

includes taxes & fees

Nov 9 - Nov 10

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

3. Goodstone Inn & Restaurant

Middleburg

Karlyn

₩595,693 total

includes taxes & fees

Nov 30 - Dec 1

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

4. L'Auberge Provencale Inn & Restaurant

Boyce

James

₩426,034 total

includes taxes & fees

Dec 1 - Dec 2

An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

5. Hampton Inn Front Royal

Front Royal

Tammy

₩176,363 total

includes taxes & fees

Dec 3 - Dec 4

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

6. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

₩154,567 total

includes taxes & fees

Nov 8 - Nov 9

A restaurant interior with a bar area, seating, and artwork on the walls.

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

₩177,100 total

includes taxes & fees

Dec 6 - Dec 7

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

8. TownePlace Suites by Marriott Front Royal

Front Royal

JoEllen

₩202,384 total

includes taxes & fees

Dec 6 - Dec 7

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.

9. Inn at Evergreen

Haymarket

Gary

₩395,607 total

includes taxes & fees

Nov 15 - Nov 16

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

10. Briar Patch Bed & Breakfast Inn

Middleburg

Phyllis

₩378,403 total

includes taxes & fees

Dec 7 - Dec 8

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

11. Microtel Inn & Suites by Wyndham Winchester

Winchester

Kathleen

₩120,609 total

includes taxes & fees

Nov 8 - Nov 9

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

12. The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

Christophe

₩198,116 total

includes taxes & fees

Nov 19 - Nov 20

13. Comfort Inn & Suites Winchester

Winchester

Donna S.

₩148,195 total

includes taxes & fees

Nov 29 - Nov 30

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

14. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

₩138,299 total

includes taxes & fees

Nov 10 - Nov 11

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

15. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Nicholas

₩145,830 total

includes taxes & fees

Dec 6 - Dec 7

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

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

Stephens City

Michael

₩125,388 total

includes taxes & fees

Nov 9 - Nov 10

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

17. Spark by Hilton Winchester

Winchester

Albert

₩98,511 total

includes taxes & fees

Dec 6 - Dec 7

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

18. Hillbrook Inn

Charles Town

Cecile

₩257,340 total

includes taxes & fees

Nov 9 - Nov 10

A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

19. TRU By Hilton Winchester

Winchester

Kailyn

₩121,178 total

includes taxes & fees

Nov 15 - Nov 16

A spacious dining area with round tables and chairs, a large potted plant, and a wall with artwork.

20. The Inn at Charles Town - Hollywood Casino

Charles Town

HARRY

₩166,612 total

includes taxes & fees

Nov 19 - Nov 20

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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

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

Top Upperville Hotel Reviews

Travelodge by Wyndham Winchester

8/10 Good

"Staff was great. Beds were comfortable."

Spark by Hilton Winchester

10/10 Excellent

"I was blown away by the welcome we received—the front desk receptionist couldn’t have been better. She is GREAT at her job. This is our first time at a Spark hotel, so I didn’t know what to expect. We booked the suite because it looked like it was a separate room with a real door, but I wasn’t holding my breath because that sort of thing is almost IMPOSSIBLE to find nowadays in a low- to mid-priced hotel. I was thrilled that it is an entirely separate room…Yay!!! The room was comfortable, HUGE, clean, and had wonderful lighting. We were so super-comfortable here, and will seek out Spark hotels in the future!"

The Inn at Charles Town - Hollywood Casino

10/10 Excellent

"Pros: Clean rooms, well kept, the staff is wonderful and very helpful. Cons: The Continental Breakfast is more like small quick foods like hard boiled eggs, small / mini muffins. There was hot water to fix those small oatmeals. No hot foods such as eggs, pancakes, waffles, sausages, no fruit juices"

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"J’ai apprécié la proximité de la grande route. Ce que j’ai aimé moins c’est le bruit. C’est pas très bien isolé, nous étions au 3eme étage et on s’est fait réveillé par les gens au-dessus de nous à 4:00 le matin. Et on les entendais parler fort. Heureusement ils sont partis quelque temps après ….."

More cheap stays in Upperville

Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA

₩96,241

₩103,265 total

Dec 6 - Dec 7

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 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.

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.

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Find hotels in Upperville, VA from ₩90,084

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Our top choices for Upperville hotels

1. Salamander Middleburg

2. The Red Fox Inn & Tavern

3. Goodstone Inn & Restaurant

4. L'Auberge Provencale Inn & Restaurant

5. Hampton Inn Front Royal

6. La Quinta Inn & Suites by Wyndham Winchester

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

8. TownePlace Suites by Marriott Front Royal

9. Inn at Evergreen

10. Briar Patch Bed & Breakfast Inn

11. Microtel Inn & Suites by Wyndham Winchester

12. The George Washington Hotel, A Wyndham Grand Hotel

13. Comfort Inn & Suites Winchester

14. Fairfield Inn & Suites by Marriott Winchester

15. Holiday Inn Winchester Se-Historic Gateway by IHG

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

17. Spark by Hilton Winchester

18. Hillbrook Inn

19. TRU By Hilton Winchester

20. The Inn at Charles Town - Hollywood Casino

Stay near popular Upperville attractions

Upperville Park

Learn more about Upperville

Top Upperville Hotel Reviews

Travelodge by Wyndham Winchester

More cheap stays in Upperville

Baymont by Wyndham Warrenton

Frequently asked questions

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