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Our top choices for Upperville hotels

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (878 reviews)
"The staff was wonderful! "
United States
Jayne
The price is NT$3,390
NT$3,840 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Winchester N/Conference Center, VA

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,105 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is NT$3,523
NT$3,833 total
includes taxes & fees
Apr 22 - Apr 23
Comfort Inn & Suites Winchester

Hometowne Studios By Red Roof Leesburg

Hometowne Studios By Red Roof Leesburg
2.5 star property
Leesburg
The price is NT$3,660
NT$4,209 total
includes taxes & fees
May 1 - May 2
Hometowne Studios By Red Roof Leesburg

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,265 reviews)
"Very nice would stay there again"
United States
John
The price is NT$3,465
NT$3,770 total
includes taxes & fees
Apr 29 - Apr 30
La Quinta Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (842 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is NT$2,923
NT$3,181 total
includes taxes & fees
May 3 - May 4
Fairfield Inn & Suites by Marriott Winchester

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,003 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is NT$3,086
NT$3,358 total
includes taxes & fees
May 17 - May 18
Country Inn & Suites by Radisson, Winchester, VA

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,001 reviews)
"Breakfast options were minimal."
United States
gregory
The price is NT$1,990
NT$2,215 total
includes taxes & fees
Apr 19 - Apr 20
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is NT$2,659
NT$2,893 total
includes taxes & fees
May 4 - May 5
Quality Inn Winchester

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
8.0 out of 10, Very Good, (1,010 reviews)
"The people working here were really kind!"
United States
Melissa
The price is NT$3,152
NT$3,530 total
includes taxes & fees
Apr 21 - Apr 22
Clarion Inn Harpers Ferry - Charles Town

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,448 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is NT$2,881
NT$3,135 total
includes taxes & fees
May 19 - May 20
Microtel Inn & Suites by Wyndham Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (265 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is NT$1,956
NT$2,178 total
includes taxes & fees
Apr 21 - Apr 22
Relax Inn Motel

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (843 reviews)
"Great stay!"
United States
Rene
The price is NT$3,587
NT$3,902 total
includes taxes & fees
May 4 - May 5
SpringHill Suites by Marriott Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (845 reviews)
"Nice clean hotel "
United States
Laura
The price is NT$3,159
NT$3,437 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn Express Winchester South-Stephens City by IHG

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
2.0 star property
Leesburg
8.6 out of 10, Excellent, (1,001 reviews)
"Room was clean, staff pleasant. "
United States
Brad
The price is NT$2,811
NT$3,233 total
includes taxes & fees
Apr 21 - Apr 22
Red Roof Inn Leesburg, VA

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,003 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is NT$2,274
NT$2,570 total
includes taxes & fees
Apr 22 - Apr 23
Rodeway Inn & Suites Charles Town

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is NT$2,891
NT$3,276 total
includes taxes & fees
May 3 - May 4
Spark by Hilton Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (961 reviews)
"Great location"
Canada
jim
The price is NT$3,376
NT$3,673 total
includes taxes & fees
May 11 - May 12
Courtyard by Marriott Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,090 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is NT$2,240
NT$2,437 total
includes taxes & fees
Apr 22 - Apr 23
Travelodge by Wyndham Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is NT$4,040
NT$4,497 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Front Royal

Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
2.0 star property
Charles Town
7.6 out of 10, Good, (783 reviews)
"Room was very clean, and the bed was comfortable. The desk people were friendly and helpful."
United States
Karen
The price is NT$1,877
NT$2,102 total
includes taxes & fees
Apr 26 - Apr 27
Motel 6 Charles Town, WV
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Upperville attractions

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.

Welcome sign to Upperville Virginia in Fauquier County.

Top Upperville Hotel Reviews

More cheap stays in Upperville

Hotels in Upperville with star-rating

Find out more about Upperville

Top reasons to visit Upperville

  • Scenic Wine Tours: Explore the picturesque wine country with lush vineyards and breathtaking landscapes.
  • Exhilarating Horse Shows: Experience thrilling equestrian events that highlight the area's rich horse culture.
  • Outdoor Adventures: Enjoy activities like pumpkin picking in the fall and hiking in beautiful parks.
  • Charming Accommodations: Stay in unique bed & breakfast and agritourism properties for a cozy experience.
  • Family-Friendly Atmosphere: Discover attractions and activities that cater to visitors of all ages.

Find great hotels near Upperville

Discover charming hotel accommodations in Upperville, Virginia, where you can enjoy a unique blend of bed & breakfast and agritourism properties. Perfect for pet-friendly travelers and those seeking adventure or a historic-themed getaway, Upperville offers a variety of options to suit your needs. Explore available hotels, read reviews, and find the best lodging near this picturesque destination for an unforgettable experience.

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: This 4-star hotel offers a luxurious stay with a distinctive golf-themed experience, nestled 25.7km from Upperville. Ideal for families and business travelers alike, this property features a state-of-the-art golf course where guests can enjoy a round of golf. The hotel prides itself on its family-friendly amenities, including complimentary cribs for little ones. Guests can indulge in the warm hospitality for which DoubleTree is known, making it a perfect blend of relaxation and recreation for your vacation.
  • Hampton Inn Front Royal: Located 27.4km from Upperville, Hampton Inn Front Royal is a welcoming retreat that embraces a nature-themed ambiance. This property is pet-friendly and proudly supports the LGBTQIA community, making it a great choice for diverse travelers. With amenities that allow pets on-site, including dogs and cats, you can enjoy your stay without leaving your furry friends behind. The hotel’s commitment to service and comfort is evident in its cozy accommodations and welcoming atmosphere, perfect for a relaxing getaway surrounded by nature.
  • Super 8 by Wyndham Front Royal: Situated 27.4km from Upperville, Super 8 by Wyndham Front Royal offers a budget-friendly, pet-friendly experience. The hotel allows pets, with specific policies in place, ensuring that your furry companions can join your travels. Known for its straightforward accommodations, Super 8 focuses on providing guests with essential comforts without breaking the bank. This no-frills option is perfect for travelers seeking convenience and affordability, making it a practical choice for your visit to the area.

Where to stay near Upperville

Upperville, Virginia, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Explore the picturesque wine country, where lush vineyards and stunning landscapes await. Stroll through the quaint Upperville Center, and relax at Upperville Park, offering a serene escape. Nearby neighborhoods provide a family-friendly vibe, alongside luxurious and relaxing atmospheres, making this area ideal for all types of travelers. Experience the beauty of Virginia as you create unforgettable memories in this delightful locale.

  • Middleburg: Nestled 12.9km from Upperville, Middleburg is a charming city known for its stunning landscapes and outdoor adventures. Its visitor numbers remain steady throughout the year, with peaks in April, July, and September, making it a great destination for year-round exploration. Travelers flock here for experiences that include hiking in nearby national and state parks, skiing at local ski fields, and enjoying the serene beauty of the surrounding countryside. Don't miss the opportunity to visit the local recreational areas, which offer a perfect blend of adventure and relaxation amidst breathtaking scenery.
  • Paris: Located just 6.4km from Upperville, Paris is a quaint city that captivates visitors with its picturesque views and welcoming atmosphere. Like Middleburg, Paris sees a steady influx of tourists, with peak seasons in June to July and September. The city's charm lies in its outdoor activities, including access to recreational areas and ski resorts, where adventure awaits. The nearby lakes and national state parks add to the allure, making it an ideal spot for nature lovers and those seeking a scenic retreat. Plan to explore the parks and take in the serene landscapes that define this lovely town.
  • Rectortown: A peaceful village located 8.0km from Upperville, Rectortown offers a unique blend of outdoor activities and natural beauty. With tourism peaking during the summer months, this village is perfect for those looking for adventure in a tranquil setting. Popular activities include golfing at local courses and exploring the recreational areas. The proximity to national parks and urban parks provides ample opportunities for hiking, picnicking, and enjoying the great outdoors. Rectortown is a hidden gem for those seeking a slower-paced vacation filled with scenic vistas and memorable experiences.

Things to do near Upperville

Upperville, Virginia, is perfect for outdoor and romantic getaways, offering a variety of activities such as scenic wine tours, exhilarating horse shows, and thrilling outdoor adventures. Visitors can enjoy pumpkin picking in the fall and participate in special events throughout the year. With its beautiful recreational areas and parks, Upperville is an ideal destination for those seeking a blend of relaxation and adventure.

Shopping

In Upperville, visit the Marshall Center, a charming shopping spot just 14.5km away, offering a mix of local shops and family-friendly vibes. If you're up for a drive, explore Hill High Country Store, located 17.7km away, or K & S Pewter, 20.9km away, for unique gifts.

Recreation

At Stoneleigh Golf and Country Club, enjoy a relaxing day on the greens with beautiful landscapes that promote tranquility and wellness. Fireman's Field offers recreational sports for an active lifestyle, while Haymarket IcePlex provides thrilling ice skating experiences for adventure enthusiasts seeking fun and fitness.

Adventure

Experience the great outdoors at Watermelon Park Campground, located 12.9km from Upperville, where you can enjoy camping, family activities, and adventure vibes. For thrill-seekers, Summit Point Motorsports Park, 112.9km away, offers exciting motor racing events. Hike the scenic Tuckers Lane Trailhead, located 17.7km from Upperville, for breathtaking views.

Nightlife

Experience the vibrant nightlife of Upperville with a visit to Bright Box Theater, only 32.2km away, for an enchanting evening of performances. Alternatively, enjoy a cozy night at Winchester Little Theater, also 32.2km away, or catch a family-friendly film at Regal Fox, just 30.6km away.

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

Booking tips and Expedia advantages for Upperville

To save money on your trip to Upperville, plan your visit between December and February, when accommodation prices are lower. Consider staying on a Monday for the best rates, as Saturdays tend to be the most expensive. Use Expedia's search tool to filter for budget-friendly options and special deals by arranging prices from lowest to highest. Additionally, look for package deals that combine your hotel, flights, and activities for further savings. Enjoy free local attractions and the natural beauty of the area to make the most of your visit without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Upperville are December to February, 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 options. To find the most affordable rates and special offers, 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 an ideal destination for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore a variety of attractions, including urban parks, historic houses, and serene lakes. The area offers rich cultural experiences and family-friendly activities, making it perfect for all types of travelers. Be sure to check out nearby attractions to enhance your vacation in this charming locale.

  • Sky Meadows State Park: Experience breathtaking views and immerse yourself in nature at Sky Meadows State Park, just 6.4km from Upperville. This park offers miles of scenic hiking trails, perfect for outdoor enthusiasts seeking adventure amidst rolling hills and picturesque landscapes.
  • Paris Barns: A charming attraction located 6.4km from Upperville, Paris Barns boasts stunning scenery that captures the essence of Virginia's countryside. Stroll through the serene surroundings and appreciate the beauty of the historic barns and lush fields.
  • Morven Park: Situated 16.4km from Upperville, Morven Park is a historic estate that showcases Virginia's rich cultural heritage. Explore beautifully preserved gardens, impressive architecture, and engaging exhibits that offer a glimpse into the past.

Best time to go to Upperville

The best time to visit Upperville is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 SunnyAverageAverage
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 LowSlightly Low

The nearest major airports for your trip to Upperville

Traveling to Upperville, Virginia, is convenient with several major airports nearby. Ronald Reagan Washington National Airport (DCA) is located 74.0km away, with upscale hotel options like Salamander Washington DC and Riggs Washington DC, both within 4.8km of the airport. Washington Dulles International Airport (IAD) is closer at 38.6km, featuring hotels such as the Hyatt Regency Dulles and Hilton Washington Dulles Airport, both just a couple of miles away. Additionally, Manassas Regional Airport (MNZ) is 43.5km from Upperville, offering accommodations like Westfields Marriott Washington Dulles, 17.7km away. These airports provide excellent access to Upperville and a range of nearby hotel options.

Frequently asked questions

Where is the best place to stay in Upperville?
Located 22.8 mi (36.7 km) from the heart of Upperville, Lansdowne Resort and Spa 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 Hilton Garden Inn Dulles North. 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?
Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Salamander Resort And Spa and Hilton Garden Inn Dulles North 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 7 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 RdV Vineyards and Glenwood Park 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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