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

Find hotels in Upperville, VA from £59

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Filter by

Star rating

Guest rating

Our top choices for Upperville hotels

A dining area with tables set for six, large windows, and a stone fireplace.
A rectangular swimming pool with a stone deck, surrounded by green lawns and trees.
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.

1. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
United States
Amanda
£339
includes taxes & fees
4 Nov - 5 Nov
Goodstone Inn & Restaurant
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 restaurant with round tables, booths, and a chandelier.
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

Salamander Middleburg
Middleburg
United States
Mohamed
£596
includes taxes & fees
15 Nov - 16 Nov
Salamander Middleburg
An outdoor patio area with stone tables and chairs, surrounded by potted plants and umbrellas.
A garden with a wooden door, surrounded by greenery and a stone wall.
A living room with a white sofa, a wooden coffee table, a TV on a white cabinet, and a wooden staircase.
A stone building with a central entrance, multiple windows, and flags.

3. The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
Downtown
United States
Margaret
£395
includes taxes & fees
19 Oct - 20 Oct
The Red Fox Inn & Tavern
A restaurant interior with a bar area, seating, and artwork on the walls.
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A spacious lobby with a reception desk, seating area with sofas, and a chandelier.
A hotel lobby with a reception desk, a minibar, a seating area, and a clothing rack.

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Jeffrey
£106
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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.

5. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
Middleburg
United States
Phyllis
£250
includes taxes & fees
20 Oct - 21 Oct
Briar Patch Bed & Breakfast Inn
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 covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.

6. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
Boyce
United States
Henry
£238
includes taxes & fees
2 Nov - 3 Nov
L'Auberge Provencale Inn & Restaurant
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 large conference room with a patterned carpet, recessed ceiling lights, and artwork on the walls.
A modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.

7. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Grace
£99
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Front Royal
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 room with multiple round tables and chairs, stone walls, large arched windows, and a chandelier.
An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.
A stone sign with "The Inn at Evergreen" and its establishment year "circa 1826" and "est. 1968".

8. Inn at Evergreen

Inn at Evergreen
Haymarket
United States
Gary
£221
includes taxes & fees
19 Oct - 20 Oct
Inn at Evergreen
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 modern hotel lobby with seating areas, a reception desk, and large windows offering a view of the outdoors.
A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".

9. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
United States
Justin
£117
includes taxes & fees
2 Nov - 3 Nov
TownePlace Suites by Marriott Front Royal
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.
A gym with treadmills, elliptical machines, and dumbbells.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

10. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
lucy
£86
includes taxes & fees
19 Oct - 20 Oct
La Quinta Inn & Suites by Wyndham Winchester
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
Lobby
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.

11. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Lisa
£84
includes taxes & fees
25 Oct - 26 Oct
Comfort Inn & Suites Winchester
A hotel lobby with a reception desk, seating area, and a fireplace.
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, two white armchairs, a black sofa, a flat-screen TV, and two windows with blinds.
A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

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

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Hyo Jun
£53
includes taxes & fees
4 Nov - 5 Nov
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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 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.

13. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
United States
Carol
£111
includes taxes & fees
28 Oct - 29 Oct
The George Washington Hotel, A Wyndham Grand Hotel
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.

14. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
Netherlands
pieter
£48
includes taxes & fees
4 Nov - 5 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
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.

15. Loudoun Valley Manor

Loudoun Valley Manor
Waterford
United States
Mindi
£121
includes taxes & fees
18 Nov - 19 Nov
Loudoun Valley Manor
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 brick building with a sign reading "Motel" and a neon sign for "Relax Inn" on the right.
A bathroom with a shower, toilet, and a bathtub.

16. Relax Inn Motel

Relax Inn Motel
Front Royal
United States
Sarah
£54
includes taxes & fees
19 Oct - 20 Oct
Relax Inn Motel
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.
A view of a swimming pool with a fountain, surrounded by a fence and greenery, with mountains in the background.
A bathroom with a large window, a bathtub, and a view of a green landscape.
A cozy room with a fireplace, wooden paneling, and comfortable seating.

17. Glen Gordon Manor

Glen Gordon Manor
Huntly
United States
Alexander and Judith
£241
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor
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.

18. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
United States
carrie
£65
includes taxes & fees
27 Oct - 28 Oct
Spark by Hilton Winchester
Exterior
Pool
Exterior
Room

19. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
Winchester
United States
Mandy
£75
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites By Hilton Winchester
A traditional Tudor-style house with a pond in the foreground, surrounded by well-maintained gardens and trees.
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.
A hotel room with a bed, a bedside table with a wine bottle and glass, and a fruit platter on the table.
Two people sitting at a table with plates of food and drinks, a vase with flowers, and a window in the background.

20. Hillbrook Inn

Hillbrook Inn
Charles Town
United States
Cecile
£144
includes taxes & fees
3 Nov - 4 Nov
Hillbrook Inn
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
A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Top Upperville Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"This was a very nice and clean place to stay in. I really enjoyed it and recommend it to everyone who is visiting."
Stefan 3-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"Clean and enjoyable, especially the hiking trails along the river. The hotel was very clean and offered some wonderful views. The fresh air made it so relaxing and enjoyable."
Michele 4-night trip
Posted 6 hours ago
Lansdowne Resort and Spa
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Location is excellent. Walking distance to restaurants, coffee shops and bars as well as historical sites. Staff is always excellent, neatly dressed, well spoken and professional. The property is an architectural gem. The lobby, bar and general interior details like the interior woodwork, floors, elevators and mail chutes are remarkable. Best shower ever! Go to Knead Bread for breakfast. It would be a standout in any major city."
Paul 1-night trip
Posted 8 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

8/10 Good
"Comfortable pillows, good shower. Could’ve used more room at the bathroom sink, and more hooks for towels. Front desk was excellent."
Christina 5-night trip
Posted 10 hours ago
Red Roof Inn Leesburg, VA
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"The staff was lovely, especially the housekeeping ladies!"
Elissa 3-night trip
Posted 17 hours ago
Clarion Inn Harpers Ferry - Charles Town
Hotel Burg

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."
christina 3-night trip
Posted 2 days ago
Hotel Burg
Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Great place to stay. We will be back"
Mikaela 3-night trip
Posted 3 days ago
Quality Inn Winchester
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

10/10 Excellent
"More expensive, but worth it."
Richard 1-night trip
Posted 4 days ago
Hilton Garden Inn Dulles North

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
£59
25 Oct - 26 Oct
includes taxes & fees
Travelodge by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA
£66
15 Nov - 16 Nov
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
Quality Inn Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
£70
15 Nov - 16 Nov
includes taxes & fees
9.2/10 Wonderful! (1,444 reviews)
Microtel Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

118 Mercedes Court Winchester VA
£71
1 Nov - 2 Nov
includes taxes & fees
TRU By Hilton Winchester
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA
£82
25 Oct - 26 Oct
includes taxes & fees
Best Western Leesburg Hotel & Conference Center
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
£84
25 Oct - 26 Oct
includes taxes & fees
Comfort Inn & Suites Winchester

Frequently asked questions

What is the best area to stay in Upperville?
The best area to stay in Upperville is directly within the village centre, as it offers the most convenient access to local attractions and a quintessential experience of the area.Upperville's village centre is small and picturesque, primarily centred around the intersection of John S. Mosby Highway (Route 50) and Trappe Road. This area is characterised by its historic stone and brick buildings, many of which house boutique shops, art galleries, and acclaimed dining establishments. The iconic Trinity Episcopal Church is a prominent landmark, and the area is surrounded by rolling hills and horse farms, providing a scenic backdrop.Couples looking for a romantic and sophisticated getaway will find the village centre particularly appealing. You'll be within easy walking distance of gourmet restaurants for intimate dinners and unique shops for browsing. The relaxed pace and beautiful surroundings make it ideal for a quiet escape.For those interested in equestrian activities, staying in the village centre provides excellent access to the renowned Upperville Colt & Horse Show grounds, which are just a short drive away.
When is the best time to go to Upperville?
The best time to go to Upperville is during the spring (late April to early June) and autumn (September to October) months, when the weather is mild and the natural beauty of the Virginia countryside is at its peak.Spring brings blooming dogwoods and redbuds, making it an ideal time for outdoor activities like horseback riding or visiting local vineyards. The Upperville Colt & Horse Show, a significant equestrian event, usually takes place in early June, drawing many visitors to the area.Autumn offers stunning foliage as the trees along the Blue Ridge Mountains turn vibrant shades of red, orange, and gold. This season is great for scenic drives, exploring the historic villages nearby, and enjoying the numerous harvest festivals and farm-to-table dining experiences.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Upperville.
How much is the nightly rate at a Upperville hotel?
Prices for hotels in Upperville often vary, but you can find a great deal from £59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia