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

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Our top choices for Upperville hotels

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.

1. Salamander Resort And Spa

Salamander Resort And Spa
Middleburg
United States
JOYSE
$658 nightly
$750 total
Sep 27 - Sep 28
Total with taxes and fees
Salamander Resort And Spa
A swimming pool with a waterfall feature, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees and a view of a residential neighborhood.
A hotel room with two beds, a desk, a chair, and a window with curtains.
A large, multi-story hotel with a central courtyard, surrounded by lush greenery and a well-maintained lawn.
A group of people performing yoga on outdoor mats in a park-like setting with trees and greenery.

2. Lansdowne Resort and Spa

Lansdowne Resort and Spa
Leesburg
United States
Kevin
$285 nightly
$325 total
Sep 27 - Sep 28
Total with taxes and fees
Lansdowne Resort and Spa
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.

3. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
United States
Carol
$130 nightly
$148 total
Oct 1 - Oct 2
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
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.

4. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
Mitzi
$104 nightly
$115 total
Sep 27 - Sep 28
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.
A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.
A spacious restaurant with a central island, seating areas, and a mural on the back wall.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

5. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
United States
Kailyn
$98 nightly
$109 total
Oct 4 - Oct 5
Total with taxes and fees
TRU By Hilton Winchester
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 dining area with a fireplace, wooden chairs, and tables set for a meal.
A living room with a white sofa, a wooden coffee table, a TV on a white cabinet, and a wooden staircase.

6. The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
Downtown
United States
Michael
$436 nightly
$498 total
Sep 27 - Sep 28
Total with taxes and fees
The Red Fox Inn & Tavern
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 cozy lobby with a stone fireplace, leather sofas, a wooden coffee table, and a chandelier.
A modern house with a stone facade, large windows, and a sloped roof.

7. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg
United States
Bernice
$524 nightly
$598 total
Sep 28 - Sep 29
Total with taxes and fees
Goodstone Inn & Restaurant
A spacious lobby with a large chandelier, a fireplace, and two sofas with ottomans.
A spacious dining area with multiple tables and chairs, a bar, and a seating area with couches.
A spacious banquet hall with round tables, chairs, and hanging light fixtures.
A spacious lobby with a central seating area, a reception desk, and a fireplace.

8. Holiday Inn Chantilly - Dulles Arpt Area by IHG

Holiday Inn Chantilly - Dulles Arpt Area by IHG
Chantilly
United States
James
$105 nightly
$121 total
Oct 15 - Oct 16
Total with taxes and fees
Holiday Inn Chantilly - Dulles Arpt Area by IHG
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
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 modern lounge area with seating, a TV, and a children's play area.
A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

9. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
United States
Belinda
$102 nightly
$113 total
Oct 25 - Oct 26
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester
An outdoor patio with tables and chairs, a brick wall, and a building with multiple windows and a porch.
A spacious lounge with a leather sofa, bar area, and large windows.
A hotel with a brick facade, multiple windows, and a well-lit entrance.

10. Hotel Burg

Hotel Burg
Leesburg's Old and Historic District
United States
Cheryl
$271 nightly
$311 total
Sep 30 - Oct 1
Total with taxes and fees
Hotel Burg
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.
An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

11. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
United States
Jon
$78 nightly
$89 total
Oct 4 - Oct 5
Total with taxes and fees
Spark by Hilton Winchester
A spacious dining area with round tables and chairs, a large potted plant, and a wall with artwork.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and a large TV screen.
A bar area with a buffalo-themed mural, multiple screens, and bar stools.
A building with a sign reading "HOLLYWOOD Casino at Charles Towne RV Park".

12. The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
Charles Town
United States
Julie
$118 nightly
$132 total
Oct 5 - Oct 6
Total with taxes and fees
The Inn at Charles Town - Hollywood Casino
A lobby with a fireplace, seating area, and a hallway leading to elevators.
A lobby with wooden flooring, red chairs, a table with a vase of flowers, a flat-screen TV, and a reception desk.
A spacious restaurant with multiple tables and booths, a kitchen area, and large windows offering views of the outdoors.
A hotel room with a bed, a sofa, a desk, and a TV.

13. Comfort Suites Manassas Battlefield Park

Comfort Suites Manassas Battlefield Park
Sudley
United States
Asia
$93 nightly
$106 total
Oct 18 - Oct 19
Total with taxes and fees
Comfort Suites Manassas Battlefield Park
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.
An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

14. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Ruth
$122 nightly
$135 total
Oct 4 - Oct 5
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
A hotel room with a television, desk, chair, sofa, and kitchenette.
A hotel dining area with multiple tables and chairs, large windows, and a television screen.

15. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
John
$94 nightly
$104 total
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn & Suites Winchester
A bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.
A hotel room with a gray sofa, a small wooden table, a bed with white linens, a black floor lamp, and a framed abstract artwork on the wall.
A modern hotel room with a grey sofa, a small round table, a desk with a chair, a floor lamp, and a large abstract artwork on the wall.
A modern kitchen with white cabinets, a black backsplash, and various kitchen appliances.

16. Hyatt Place Chantilly Dulles Airport-South

Hyatt Place Chantilly Dulles Airport-South
Centreville
United States
Leilani
$118 nightly
$136 total
Oct 11 - Oct 12
Total with taxes and fees
Hyatt Place Chantilly Dulles Airport-South
A modern hotel with a prominent logo, multiple windows, and a well-lit entrance.
A stage with a white sofa, floral decorations, and draped curtains.
A modern hotel lobby with a central reception desk, bar area, and seating arrangements.
A modern kitchen with a bar area, a flat-screen TV, and a seating area with a colorful rug.

17. La Quinta Inn & Suites by Wyndham Manassas Va-Dulles Airport

La Quinta Inn & Suites by Wyndham Manassas Va-Dulles Airport
Yorkshire
United States
Christen
$105 nightly
$120 total
Oct 4 - Oct 5
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Manassas Va-Dulles Airport
A modern bar area with a high ceiling, hanging pendant lights, and a bar counter with stools.
A reception desk with a marble design, a dark wall with gold decorative elements, and hanging pendant lights.
A multi-level atrium with seating areas, tables, and a bar.
A multi-story hotel with a central entrance, large windows, and a flat roof.

18. Embassy Suites by Hilton Dulles North Loudoun

Embassy Suites by Hilton Dulles North Loudoun
Ashburn
United States
Steven
$150 nightly
$171 total
Oct 4 - Oct 5
Total with taxes and fees
Embassy Suites by Hilton Dulles North Loudoun
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 reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.
A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.

19. Quality Inn Winchester

Quality Inn Winchester
Winchester
United States
Joseph
$84 nightly
$94 total
Oct 25 - Oct 26
Total with taxes and fees
Quality Inn 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
John
$174 nightly
$192 total
Oct 6 - Oct 7
Total with taxes and fees
Hillbrook Inn
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Where to stay near Upperville

Upperville, a picturesque town, offers a delightful blend of outdoor adventures and scenic beauty. Explore the charming upperville areas and the nearby historic Shepherdstown. With family-friendly vibes and a relaxing atmosphere, you're sure to enjoy the perfect getaway in this enchanting region, including the inviting western Fairfax.
A vineyard with rows of grapevines under a clear sky.
Photo by Stephanie Sutton
A sunset over a snow-covered landscape with bare trees and a clear sky.
A group of dogs standing on grass, with a horse in the background.
A group of hounds on a grassy field with a horse and rider in the foreground.
A horse and rider on a paved path with a group of dogs following.

Middleburg

For travelers seeking a memorable getaway, Middleburg offers a charming blend of culture and nature that enchants every visitor. Explore the historic streets of the Middleburg Historic District, immerse yourself in the art at Red Fox Fine Art, and enjoy the serene landscapes of Aldie Mill Historic Park. With its appeal for outdoor and adventure lovers, Middleburg is only about 8 miles by car from Upperville, making it an ideal spot for a relaxing stay. Choosing Middleburg for your accommodations ensures a delightful experience in Virginia's scenic countryside.

A lush green field with wildflowers and a distant view of rolling hills and a red-roofed building.
Photo by Michael Gibson
A grassy path leading through a field with a forested hill in the background.
Photo by Michael Gibson
A gravel path flanked by wooden fences and surrounded by trees.
Photo by Michael Gibson
A narrow dirt path through a grassy field with wildflowers and tall grasses.
Photo by Michael Gibson
A forest trail with a sign indicating the direction to Northbridge.
Photo by Michael Gibson

Paris

Experience the charm of Paris, Virginia, an excellent hub for nature lovers and history enthusiasts eager to explore attractions such as Sky Meadows State Park, Myron Glaser Cabin Tract, and the unique Paris Barns. This delightful destination offers a blend of outdoor adventures and scenic beauty, making it perfect for a weekend getaway or a refreshing retreat. Located about a 4-mile drive from Upperville, Paris is a smart choice for travelers looking to unwind and immerse themselves in the local culture.

A snowy landscape with rolling hills and a clear sky.
Photo by Nicholas Theo
A restaurant interior with large stainless steel tanks, wooden beams, and a mural on the wall.
Photo by Eric Mondres

Rectortown

If you are a nature enthusiast or a family looking for a weekend getaway, make your vacation planning effortless by staying in Rectortown. This charming village, located about 7 miles by car from Upperville, offers easy access to stunning outdoor experiences, including Sky Meadows State Park and Sherwood Lake. Enjoy the scenic beauty while exploring the historic Middleburg Historic District. Rectortown is a smart choice for those seeking adventure and tranquility in a picturesque setting.

A rustic log cabin with a stone chimney, surrounded by lush greenery and a white picket fence.
A vineyard with rows of grapevines under a partly cloudy sky.
Photo by Stephanie Sutton
A vineyard with white tents and a rustic wooden structure.
Photo by Eric Mondres
A rural landscape with rolling hills, a large cloud, and a distant tower.
Photo by Stephanie Sutton
A vineyard with rows of grapevines and a dirt path.
Photo by Kacy Kish

Delaplane

Immerse yourself in Delaplane, where weekend getaway enthusiasts can easily access the stunning Sky Meadows State Park and the charming Paris Barns. This picturesque destination offers a perfect blend of outdoor adventure and scenic beauty, making it an ideal choice for those seeking nature and wine experiences. Located about 6 miles by car from Upperville, Delaplane is a smart choice for travelers looking to unwind and explore the surrounding natural attractions.

Bloomfield

Travelers visiting the area often choose Bloomfield, especially families and nature enthusiasts seeking close proximity to outdoor adventures and local charm. In Bloomfield, you can explore the scenic Blue Ridge Regional Park, enjoy fresh produce at Great Country Farms, and immerse yourself in the rich history of the Middleburg Historic District. Located about 10 miles by car from Upperville, Bloomfield offers a tranquil retreat that makes for an excellent hotel booking choice, perfect for a memorable getaway.

Stay near popular attractions around Upperville

Upperville is a hidden gem for outdoor enthusiasts and culture seekers alike. With attractions on Upperville, including scenic parks and galleries, visitors can explore the charming Upperville center or venture to the historic Antietam Battlefield, making your stay both adventurous and enriching.
A grassy path leading through a field with a forested hill in the background.
Photo by Michael Gibson

Sky Meadows State Park

9.6/10 (4 reviews)
A go-to area recognized for its adventure and stunning scenery, Sky Meadows State Park invites outdoor lovers to explore its beautiful landscapes. Located about 5 miles by car from Upperville, it offers an ideal base for enjoying nature while being conveniently close to local amenities.
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A red fox standing in the snow.

Red Fox Fine Art

9.6/10 (10 reviews)
Highly recommended for art lovers, Red Fox Fine Art in Middleburg showcases a captivating collection of local and regional artwork, reflecting the area's rich cultural vibes. Located about 8 miles by car from Upperville, it offers a convenient stop for those exploring the charming Virginia countryside.
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Paris Barns

Often cited as a favorite among nature lovers, Paris Barns offers stunning scenic views that create a perfect backdrop for relaxation and exploration. Located about 5 miles by car from Upperville, it’s an easy stop for those looking to enjoy the beauty of Virginia. Staying nearby allows convenient access to this picturesque retreat.
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National Sporting Library & Museum

9.8/10 (8 reviews)
Considered a premier spot for sports and culture lovers, the National Sporting Library & Museum offers a unique glimpse into the rich heritage of equestrian sports. Located about 10 miles by car from Upperville, this museum provides an engaging experience that makes it easy to explore the local area.
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Museum of Hounds & Hunting North America

2.0/10 (1 review)
An essential stop for sports enthusiasts, the Museum of Hounds & Hunting North America offers a unique glimpse into the rich traditions of hunting and hound sports. Located about 8 miles by car from Upperville, this museum showcases captivating exhibits that celebrate the culture and history of this cherished pastime, making it a convenient addition to your travel plans.
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The Byrne Gallery

10.0/10 (1 review)
Enjoy the simplicity of art appreciation at The Byrne Gallery, a vibrant space showcasing a variety of cultural exhibits. Located about 8 miles by car from Upperville, this gallery offers a unique glimpse into the local art scene, making it a convenient stop for those exploring the area.
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Holy Cross Abbey

10.0/10 (2 reviews)
Perfectly suited for spiritual seekers and culture enthusiasts, Holy Cross Abbey offers a serene retreat with rich monastic traditions. Located about 24 miles by car from Upperville, the abbey invites visitors to explore its tranquil grounds and embrace its cultural vibes, making it a convenient stop on your Virginia journey.
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Duvall Designs Gallery

A must-see for art lovers, Duvall Designs Gallery in Millwood offers a rich cultural experience showcasing unique artworks. Located about 10 miles by car from Upperville, this gallery provides an easy visit for those exploring the area, making it a great stop on your journey.
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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.

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

Top Upperville Hotel Reviews

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"not now"
Joe 1-night trip
Posted 2 hours ago
Hampton Inn Front Royal
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good
"The hotel is beautiful. We'll maintained. The room was great with a minimalist vibe, but still well appointed. I was disappointed with the breakfast. Very basic hotel fare. Items were in separate areas so you were left searching for the food. Also tried the treadmill in the fitness center. No instructions on how to operate that particular model. Overall it was a good stay and the staff were friendly."
Diana 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Good place"
CHRISTI 1-night trip
Posted 4 hours ago
Travelodge by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Room was very clean.The staff were helpful and pleasant. The rooms are pretty basic but I would definitely stay again! Fair price!"
Patricia 1-night trip
Posted 11 hours ago
Microtel Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"Super clean! Great value"
Barry 1-night trip
Posted 15 hours ago
TRU By Hilton Winchester
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Good clean hotel, quiet night, overall pleasant experience"
daniel 1-night trip
Posted 1 day ago
Clarion Inn Harpers Ferry - Charles Town
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"This property is very clean and comfortable. We enjoyed the indoor pool on a rainy afternoon. Our room was well equipped with a good desk & chair, comfortable bed, very clean bathroom, coffee maker, refrigerator, and plenty of space. I liked that the breakfast varied from day to day (we were there for 5 days), including fresh waffles, eggs, cereals, yogurt, eggs, bakery, and more. Staff is friendly and helpful."
Carol 5-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Fabulous mini-frills hotel. Staff is exemplary and efficient, courteous and kind. Rooms are spacious and clean. Great stop on your way here, there, and everywhere!"
Beth 2-night trip
Posted 2 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Hotel Burg

Hotel Burg

10/10 Excellent
"Great place!"
Michael 1-night trip
Posted 2 days ago
Hotel Burg

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
$69 nightly
$76 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,075 reviews)
Travelodge by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA
$84 nightly
$94 total
Oct 25 - Oct 26
Total with taxes and fees
Quality Inn Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
$94 nightly
$104 total
Oct 18 - Oct 19
Total with taxes and fees
9.4/10 Exceptional! (1,132 reviews)
Comfort Inn & Suites Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

118 Mercedes Court Winchester VA
$98 nightly
$109 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
TRU By Hilton Winchester
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

726 E Market St Leesburg VA
$95 nightly
$109 total
Sep 29 - Sep 30
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Best Western Leesburg Hotel & Conference Center
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
$102 nightly
$113 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (1,452 reviews)
Microtel Inn & Suites by Wyndham Winchester

Hotels in Upperville with star-rating

Find out more about Upperville

Top reasons to visit Upperville

  • Outdoor Adventures: Upperville is perfect for hiking, exploring parks, and enjoying the stunning countryside.
  • Wine Tours: Experience the local vineyards and taste some of Virginia's finest wines.
  • Horse Shows: Attend exciting equestrian events that showcase the region's rich horse culture.
  • Seasonal Activities: Enjoy family-friendly fun like pumpkin picking during fall.
  • Charming Accommodations: Stay in cozy bed & breakfasts or unique agritourism properties that offer local charm.

Find great hotels near Upperville

Upperville, Virginia, offers a charming selection of accommodations, including cozy bed & breakfasts and unique agritourism properties. Whether you're seeking pet-friendly options, adventure-filled stays, or a historic-themed vacation experience, you'll find a variety of hotels and vacation rentals to fit your needs. Explore the delightful lodging choices in Upperville and enjoy the perfect blend of comfort and local charm during your visit.

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: Nestled 16 miles from Upperville, DoubleTree by Hilton Front Royal Blue Ridge Shadows is a 4-star hotel that offers a unique blend of golf-themed leisure and family-friendly amenities, earning a remarkable guest rating of 9.0. Ideal for business travelers and families alike, this property features an expansive golf course where guests can enjoy a round of golf amidst the stunning Blue Ridge Mountains. Families will appreciate the dedicated children's amenities, including complimentary breakfast for kids and free cribs. With its commitment to providing quality service and a luxurious stay, this hotel is perfect for those looking to unwind and bond over a round of golf.
  • Hampton Inn Front Royal: Located 17 miles from Upperville, Hampton Inn Front Royal is a budget-friendly option that boasts a guest rating of 9.0. This hotel caters to business travelers and nature enthusiasts, offering a welcoming environment that’s also pet-friendly. Guests can enjoy the beautiful natural surroundings while taking advantage of amenities designed for wellness and comfort. The hotel allows pets and has specific policies in place to ensure a pleasant stay for furry companions. With convenient access to local parks and natural attractions, this property is perfect for those looking to explore the great outdoors without sacrificing comfort.
  • Super 8 by Wyndham Front Royal Near Shenandoah National Park: Super 8 by Wyndham Front Royal is a budget-friendly hotel situated 17 miles from Upperville, making it a great choice for pet owners seeking affordable accommodations. This property allows dogs and has specific pet policies to ensure that both guests and their furry friends feel at home. With a focus on comfort and convenience, the hotel provides easy access to Shenandoah National Park, making it an excellent base for outdoor adventures. Its inviting atmosphere and pet-friendly amenities make it an ideal spot for travelers looking to enjoy a nature-filled getaway.

Where to stay near Upperville

Discover the charm of Upperville, Virginia, a cozy country getaway perfect for outdoor enthusiasts and families alike. Explore the scenic beauty of the surrounding countryside, or indulge in a luxurious retreat in nearby Middleburg. With its welcoming atmosphere and numerous adventure opportunities, Upperville offers a delightful blend of relaxation and excitement, making it an ideal destination for those seeking a memorable vacation experience.

  • Middleburg: Located 8 miles from Upperville, Middleburg is a charming city that draws visitors year-round, especially during the peak months of April, July, and September. Known for its stunning outdoor scenery and adventurous spirit, Middleburg offers a variety of recreational options, including shopping centers and beautiful parks. Highlights include nearby national parks and scenic lakes, making it an ideal spot for nature enthusiasts and those looking to unwind in a picturesque setting.
  • Paris: Just 4 miles from Upperville, Paris is a quaint city that attracts travelers with its captivating landscapes and outdoor adventures. The best times to visit are during June to July and September, when the local charm is in full bloom. Paris features recreational areas perfect for hiking, skiing, and golfing. Visitors can explore nearby national parks and serene lakes, ensuring a delightful experience for anyone seeking a blend of relaxation and adventure in a scenic backdrop.
  • Rectortown: Situated 5 miles from Upperville, Rectortown is a picturesque village that attracts visitors with its natural beauty and outdoor activities. Peak travel seasons occur in July, August, and October, offering a welcoming atmosphere for guests. The village features recreational areas and golf courses, making it a great destination for sports enthusiasts. Local attractions include national parks and historic sites, providing a unique glimpse into the area’s rich heritage while enjoying the scenic landscapes.

Things to do near Upperville

Upperville, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering a variety of activities such as visiting local attractions, enjoying wine tours, and attending horse shows. You can also experience seasonal fun with pumpkin picking and explore recreational areas and parks. Don't miss out on the entertainment venues that add to the charm of this picturesque town.

Shopping

In Upperville, you can explore local shops featuring unique gifts and souvenirs. If you're up for a drive, check out the nearby Dulles Town Center, offering a variety of stores and dining options, or visit the historic Middleburg, known for its charming boutiques and artisan shops.

Recreation

At Sleepy Hollow Country Club, indulge in luxury wellness experiences with serene surroundings. Enjoy top-notch amenities, including spa treatments and recreational activities, all while soaking in the idyllic countryside atmosphere. Perfect for relaxation and rejuvenation, this venue offers an elegant escape from everyday life.

Adventure

In Upperville, explore the scenic trails of the Appalachian Trail for hiking and breathtaking views. Experience thrilling horseback riding at local stables, or go wine tasting at nearby vineyards, savoring exquisite Virginia wines while enjoying picturesque landscapes.

Nightlife

In Upperville, the nightlife is charming and laid-back. Enjoy a cozy evening at the local wine bars, where you can savor Virginia wines. For a lively atmosphere, check out nearby pubs offering live music and friendly conversations, perfect for unwinding after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Upperville

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Upperville are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Upperville is Monday. The most expensive day to stay in Upperville is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the most affordable prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Upperville hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Upperville

Upperville, Virginia, is perfect for outdoor enthusiasts and adventure seekers. Visitors can enjoy stunning scenery while exploring popular attractions like urban parks, serene lakes, and local galleries. Whether you're looking for a family-friendly outing or a cultural experience, Upperville offers a variety of points of interest that cater to all types of travelers, making it an ideal vacation destination.

  • Sky Meadows State Park: Located 4 miles from Upperville, Sky Meadows State Park offers stunning natural scenery and a variety of outdoor adventures. Enjoy hiking trails that wind through lush landscapes, perfect for nature lovers and those seeking a peaceful escape.
  • Dinosaur Land: A fun-filled theme park situated 14 miles away, Dinosaur Land is a whimsical destination for families. Featuring life-sized dinosaur sculptures and playful attractions, it promises a day of entertainment for visitors of all ages.
  • Paris Barns: Just 4 miles from Upperville, Paris Barns is a charming attraction that showcases picturesque scenery. Whether you're exploring the grounds or enjoying a leisurely stroll, it's an idyllic spot for relaxation and scenic views.

Best time to go to Upperville

The best time to visit Upperville can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Upperville falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Upperville falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly SunnyModerately LowSlightly Low
February35.2°F (1.8°C)Light RainMostly SunnyAverageSlightly Low
March42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
April53.4°F (11.9°C)Light RainMostly SunnyModerately HighAverage
May62.8°F (17.1°C)Light RainMostly SunnyModerately HighSlightly High
June71.2°F (21.8°C)Light RainMostly SunnyModerately HighSlightly High
July76.5°F (24.7°C)Light RainMostly SunnyAverageAverage
August74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
September67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
October56.3°F (13.5°C)Light RainMostly SunnyModerately LowSlightly High
November44.1°F (6.7°C)Light RainMostly SunnyAverageAverage
December37.2°F (2.9°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Upperville

Traveling to Upperville, Virginia is convenient with access to major airports including Washington, DC (DCA-Ronald Reagan Washington National), located 46 miles away, and Washington, DC (IAD-Washington Dulles Intl.), just 24 miles away. Nearby hotels at DCA include the 5-star InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 2 miles away. At IAD, options include the 4-star Westin Washington Dulles Airport and the Washington Dulles Airport Marriott, both within a mile. For those considering Baltimore, MD (BWI-Baltimore Washington Intl.), located 67 miles away, the 5-star Pendry Baltimore and Four Seasons Hotel Baltimore are excellent CHOices, situated 8 miles from the airport.

Frequently asked questions

What is the best area to stay in Upperville?
The best area to stay in Upperville is directly within the village center, as it offers the most convenient access to local attractions and a peaceful environment.Upperville's village center is characterized by its historic stone and brick buildings, equestrian estates, and rolling hills. The main thoroughfare, John S. Mosby Highway (Route 50), runs directly through the village, with most establishments clustered around it. This area provides a tranquil setting, ideal for couples seeking a peaceful getaway.Couples will appreciate the village center's proximity to local vineyards and equestrian events, providing a relaxed yet engaging experience.
When is the best time to go to Upperville?
The best time to visit Upperville is during the spring (late April to early June) and fall (mid-September to late October) when the weather is most pleasant.Spring in Upperville brings mild temperatures and blooming landscapes, making it ideal for exploring the rolling hills and horse country. This season is particularly appealing for couples who enjoy scenic drives, horseback riding, or visiting local vineyards, as the countryside is at its most picturesque. The Upperville Colt & Horse Show, a prominent equestrian event, also takes place in early June, drawing many visitors.Fall offers crisp air, vibrant foliage, and comfortable temperatures great for outdoor activities. Travelers looking for a relaxing getaway will appreciate the stunning autumn colors, which provide a beautiful backdrop for exploring the area's historic sites and enjoying farm-to-table dining.
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 $71 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.

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