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Our top choices for Upperville hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,098 reviews)
"Very friendly front desk Quiet surroundings. Great restaurant nearby"
United States
Rosemary
The price is SAR 396
SAR 431 total
includes taxes & fees
8 Jun - 9 Jun
Comfort Inn & Suites Winchester

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, (888 reviews)
"Location was excellent"
United States
Jennie
The price is SAR 403
SAR 457 total
includes taxes & fees
8 Jun - 9 Jun
Hampton Inn Winchester N/Conference Center, VA

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, (2,269 reviews)
"Hotel was clean, staff were attentive and breakfast was good."
Canada
Sandra
The price is SAR 435
SAR 473 total
includes taxes & fees
26 May - 27 May
La Quinta Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,008 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is SAR 307
SAR 347 total
includes taxes & fees
28 May - 29 May
Spark by Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (856 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is SAR 348
SAR 378 total
includes taxes & fees
31 May - 1 Jun
Fairfield Inn & Suites by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,458 reviews)
"This was my first stay at a Microtel and i was very impressed wirh the design and how well sound was controlled. I'll definitely stay again. "
United States
Carol
The price is SAR 351
SAR 382 total
includes taxes & fees
19 May - 20 May
Microtel Inn & Suites by Wyndham Winchester

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, (1,009 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is SAR 259
SAR 288 total
includes taxes & fees
17 May - 18 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,002 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is SAR 353
SAR 384 total
includes taxes & fees
9 Jun - 10 Jun
Country Inn & Suites by Radisson, Winchester, VA

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very Good, (1,002 reviews)
"Breakfast menu ok. Parking was safe and easy."
United States
Elizabeth
The price is SAR 364
SAR 419 total
includes taxes & fees
15 Jun - 16 Jun
Best Western Leesburg Hotel & Conference Center

Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
2.0 star property
Charles Town
7.6 out of 10, Good, (791 reviews)
"Clean inexpensive and well staffed."
United States
Bradley
The price is SAR 223
SAR 250 total
includes taxes & fees
26 May - 27 May
Motel 6 Charles Town, WV

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,000 reviews)
"Definitely a nice place to stay"
United States
Shannon
The price is SAR 458
SAR 517 total
includes taxes & fees
21 May - 22 May
Holiday Inn Express Charles Town by IHG

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (855 reviews)
"I'd vouch for them as if it was my Hotel, Very nice place to stay."
United States
Jhoan
The price is SAR 397
SAR 432 total
includes taxes & fees
4 Jun - 5 Jun
TRU By Hilton Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (274 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is SAR 244
SAR 271 total
includes taxes & fees
24 May - 25 May
Relax Inn Motel

HomeTowne Studios by Red Roof Leesburg

HomeTowne Studios by Red Roof Leesburg
2.5 star property
Leesburg
The price is SAR 435
SAR 501 total
includes taxes & fees
21 May - 22 May
HomeTowne Studios by Red Roof Leesburg

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
2.0 star property
Leesburg
8.6 out of 10, Excellent, (1,002 reviews)
"We were pleased with our stay. As a senior, I would have liked a support bar inside the shower,"
United States
Gary
The price is SAR 339
SAR 389 total
includes taxes & fees
1 Jun - 2 Jun
Red Roof Inn Leesburg, VA

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,011 reviews)
"Very friendly staff....new owners Restaurant has great food"
United States
Brian
The price is SAR 386
SAR 432 total
includes taxes & fees
28 May - 29 May
Clarion Inn Harpers Ferry - Charles Town

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,068 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is SAR 266
SAR 290 total
includes taxes & fees
17 May - 18 May
Travelodge by Wyndham Winchester

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.4 out of 10, (1,000 reviews)
"Only staff was good"
United States
Mian a
The price is SAR 263
SAR 283 total
includes taxes & fees
2 Jun - 3 Jun
Baymont by Wyndham Warrenton

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (977 reviews)
"Beautiful hotel!"
United States
David
The price is SAR 401
SAR 437 total
includes taxes & fees
31 May - 1 Jun
Courtyard by Marriott Winchester

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (515 reviews)
"No drinking water faucet ."
United States
Naveen
The price is SAR 225
SAR 251 total
includes taxes & fees
24 May - 25 May
Motel 6 Front Royal, VA
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

Find out more about Upperville

Top reasons to visit Upperville

  • Scenic Outdoor Adventures: Enjoy the breathtaking beauty of Upperville Park, perfect for picnics and leisurely walks.
  • Wine Country Exploration: Indulge in exquisite local wines while touring the renowned Wine Country.
  • Exciting Horse Shows: Experience thrilling equestrian events that showcase the region's rich horse culture.
  • Charming Accommodations: Stay in delightful bed and breakfasts and unique agritourism properties.
  • Family-Friendly Activities: Participate in seasonal events like pumpkin picking and explore historic sites.

Find great hotels near Upperville

Explore the charming lodging options in Upperville, Virginia, where you can choose from delightful bed and breakfast establishments and unique agritourism properties. Ideal for travelers seeking pet-friendly accommodations and a historic-themed vacation experience, Upperville offers a variety of available hotels. Discover the best hotels in the area along with reviews to help you make an informed choice for your stay in this picturesque destination.

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: Experience a blend of luxury and leisure at this 4-star gem, situated 25.7km from Upperville. Ideal for families, business travelers, and golf enthusiasts, this hotel features an on-site golf course that invites guests to partake in a unique golfing experience. Families will appreciate thoughtful amenities such as complimentary cribs for children, ensuring a comfortable stay for guests of all ages. The elegant accommodations and dedicated services create a welcoming atmosphere for all who visit.
  • Hampton Inn Front Royal: Located 27.4km from Upperville, Hampton Inn Front Royal is a pet-friendly haven that warmly welcomes LGBTQIA travelers and their furry companions. With a commitment to inclusivity, this hotel offers a range of amenities tailored for nature lovers and pet owners alike, including a pet policy that allows dogs and cats on-site. Guests can enjoy comfortable, cozy rooms while exploring the beautiful natural surroundings, making it a perfect retreat for those seeking adventure and comfort in equal measure.
  • Super 8 by Wyndham Front Royal: Just 27.4km from Upperville, Super 8 by Wyndham Front Royal is an excellent choice for pet owners looking for a budget-friendly stay. This pet-friendly property allows dogs on-site with certain restrictions, ensuring a comfortable environment for both pets and their owners. With its convenient location and essential amenities, guests can enjoy an affordable yet satisfying experience. Whether you’re traveling for leisure or with your furry friend, this hotel provides a welcoming atmosphere without breaking the bank.

Where to stay near Upperville

Upperville, Virginia, offers a charming blend of outdoor adventure and romantic getaways. Discover the breathtaking beauty of Virginia in Upperville Park, perfect for family-friendly picnics and leisurely strolls. Explore the renowned Wine Country, where you can indulge in exquisite local wines. The nearby neighborhoods provide a relaxing atmosphere, ideal for unwinding after a day of exploration. Experience the unique vibes of Upperville, whether you seek luxury, adventure, or a peaceful retreat.

  • Middleburg: Nestled just 12.9km from Upperville, Middleburg is a charming town known for its scenic landscapes and outdoor adventures. Visitors flock to this area for its recreational opportunities, including skiing and exploring nearby national parks. The vibrant local culture is reflected in its quaint shops and eateries, making it a perfect spot for a leisurely day trip. Don't miss the stunning views of the surrounding countryside, especially during peak visiting months of April, July, and September.
  • Paris: Located a mere 6.4km from Upperville, Paris offers a blend of small-town charm and thrilling outdoor activities. Known for its beautiful scenery, the city attracts visitors looking for adventure, particularly in the warmer months of June, July, and September. With access to recreational areas, ski resorts, and lovely parks, Paris is ideal for a day filled with exploration and relaxation. The picturesque lakes and state parks nearby provide perfect spots for picnicking and enjoying nature.
  • Delaplane: Only 9.7km from Upperville, Delaplane is a hidden gem that invites outdoor enthusiasts and nature lovers alike. The town boasts a variety of activities, including skiing and hiking in the beautiful surroundings. With visitor numbers peaking in May, July, and September, Delaplane offers a delightful atmosphere to unwind and enjoy the great outdoors. The nearby national parks and lakes provide stunning backdrops for a day of adventure or a peaceful retreat.

Things to do near Upperville

Upperville, Virginia is perfect for outdoor and romantic getaways, offering a variety of activities such as wine tours, exciting horse shows, and thrilling outdoor adventures. Visitors can enjoy the scenic recreational areas and parks, indulge in pumpkin picking, and participate in special events throughout the year. Whether you're seeking adventure or relaxation, Upperville has something for everyone.

Shopping

In Upperville, check out the Marshall Center for a variety of shops with a family-friendly atmosphere. If you're up for a drive, visit Hill High Country Store and K & S Pewter, both offering unique gifts and souvenirs about 11 and 20.9km away, respectively.

Recreation

At Stoneleigh Golf and Country Club, enjoy a round of golf in a serene setting, surrounded by nature. For a more active experience, head to Fireman's Field for various sports events, or skate at Haymarket IcePlex, where you can embrace the thrill of ice skating in a fun atmosphere.

Adventure

Camp at Watermelon Park Campground for a family-friendly outdoor experience filled with adventure vibes, located 12.9km from Upperville. At Summit Point Motorsports Park, 112.9km away, unleash your inner racer in thrilling motor racing events. Hike Tuckers Lane Trailhead, 17.7km from town, for scenic views and outdoor excitement.

Nightlife

Experience the vibrant nightlife of Upperville with a visit to Bright Box Theater and Winchester Little Theater, both offering a mix of romance and culture just 32.2km away. For a family-friendly option, catch a movie at Regal Fox, located 30.6km from Upperville, providing entertainment for all.

*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 during your visit to Upperville, plan your trip between December and February for lower accommodation rates, especially on Mondays. Utilize Expedia's search tool to find the best hotel deals by sorting options from the cheapest to most expensive and consider bundling your hotel, flights, and activities for additional savings. Exploring free local activities can enhance your experience without straining your budget, and remember that Saturday stays tend to be pricier, so aim for mid-week visits when possible.

  • 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: Expedia's search tool enables you to choose your budget, desired location, and additional preferences. You can easily sort your results to display hotels from the most affordable to the most expensive, allowing you to find the best deals right away. Additionally, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Upperville hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Upperville

Upperville, Virginia, is a fantastic destination for outdoor enthusiasts, adventure seekers, and couples looking for a romantic getaway. Explore the area's urban parks, historic houses, and scenic lakes, offering a mix of culture and family-friendly experiences. With several nearby attractions to discover, Upperville caters to all types of travelers seeking unforgettable experiences in a beautiful setting.

  • Sky Meadows State Park: Experience the beauty of nature at Sky Meadows State Park, where you can enjoy scenic hiking trails, breathtaking views, and diverse wildlife. Ideal for outdoor enthusiasts, the park offers opportunities for picnicking and exploring its picturesque landscapes.
  • Paris Barns: Visit Paris Barns, a charming attraction known for its stunning scenery. This picturesque setting is perfect for leisurely walks and photography, allowing you to soak in the tranquil atmosphere of the Virginia countryside.
  • National Sporting Library & Museum: Explore the National Sporting Library & Museum, a unique destination that celebrates sports culture and history. With fascinating exhibits and a rich collection, this museum offers insight into the world of equestrian sports and beyond.

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 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 access to several major airports. Washington, DC (IAD-Washington Dulles Intl.) is located 38.6km away and offers nearby hotels such as the 4-star Hyatt Regency Dulles and Hilton Washington Dulles Airport, both within 3.2km. Washington, DC (DCA-Ronald Reagan Washington National) is 74.0km away, featuring luxurious options like Salamander Washington DC and Pendry Washington DC - The Wharf, both 3.2km from the airport. Manassas, VA (MNZ-Manassas Regional) is also accessible at 43.5km, with hotel options like Westfields Marriott Washington Dulles and Wyndham Garden Manassas located nearby, ensuring a comfortable stay during your visit.

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 Spark by Hilton Winchester. 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?
Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Salamander Resort And Spa and The George Washington Hotel, A Wyndham Grand Hotel 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 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.