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

Upperville Hotels

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Our top choices for Upperville hotels

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, (2,274 reviews)
"Breakfast was great and the staff were very nice!"
United States
Madeline
The price is P6,704
P7,462 total
includes taxes & fees
Jul 5 - Jul 6
La Quinta Inn & Suites by Wyndham 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, (905 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is P6,765
P7,664 total
includes taxes & fees
Aug 2 - Aug 3
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, (1,117 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is P6,097
P6,786 total
includes taxes & fees
Jul 29 - Jul 30
Comfort Inn & Suites Winchester

Red Roof Inn Warrenton

Red Roof Inn Warrenton
2.0 star property
Warrenton
6.2 out of 10, (830 reviews)
"Would stay here again"
United States
Cindy
The price is P5,322
P5,817 total
includes taxes & fees
Jul 7 - Jul 8
Red Roof Inn Warrenton

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.2 out of 10, (1,006 reviews)
"Great service!"
United States
Fabrizio
The price is P4,279
P4,591 total
includes taxes & fees
Jul 9 - Jul 10
Baymont by Wyndham Warrenton

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (534 reviews)
"Friendly front desk guy. So nice and good prices in reservations always. "
United States
Xiomara
The price is P3,601
P4,009 total
includes taxes & fees
Jul 6 - Jul 7
Days Inn by Wyndham Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (284 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 P4,186
P4,659 total
includes taxes & fees
Jul 6 - Jul 7
Relax Inn Motel

Motel 6 Charles Town, WV

Motel 6 Charles Town, WV
2.0 star property
Charles Town
7.6 out of 10, Good, (806 reviews)
"Clean inexpensive and well staffed."
United States
Bradley
The price is P3,662
P4,102 total
includes taxes & fees
Jul 12 - Jul 13
Motel 6 Charles Town, WV

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,425 reviews)
"Excellent stay"
United States
Michael
The price is P5,221
P5,810 total
includes taxes & fees
Jul 6 - Jul 7
Microtel Inn & Suites by Wyndham 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, (861 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is P6,033
P6,715 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express Winchester South-Stephens City by IHG

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is P5,704
P6,348 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (885 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is P5,704
P6,348 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites by Marriott Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is P4,747
P5,378 total
includes taxes & fees
Jul 26 - Jul 27
Spark by Hilton 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, (1,001 reviews)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
The price is P5,762
P6,413 total
includes taxes & fees
Jul 28 - Jul 29
Country Inn & Suites by Radisson, Winchester, VA

Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
7.2 out of 10, Good, (304 reviews)
"Basic accommodations, clean room, friendly staff, decent continental breakfast options. Overall, a very nice stay for the price range. "
United States
Kevin
The price is P4,156
P4,696 total
includes taxes & fees
Jul 6 - Jul 7
Travelodge By Wyndham Charles Town/Harpers Ferry

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Great hotel good location"
United States
Federico
The price is P5,036
P5,605 total
includes taxes & fees
Jul 19 - Jul 20
TRU By Hilton Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (868 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is P6,989
P7,778 total
includes taxes & fees
Jul 19 - Jul 20
SpringHill Suites 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, (530 reviews)
"Good location, good value, helpful staff. Would use the facility again"
United States
Robert
The price is P4,001
P4,453 total
includes taxes & fees
Jul 5 - Jul 6
Motel 6 Front Royal, VA

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (320 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
The price is P4,377
P4,828 total
includes taxes & fees
Jul 28 - Jul 29
Econo Lodge Inn & Suites Middletown - Winchester South

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (850 reviews)
"The property served our needs well. "
United States
Jeffry
The price is P7,511
P8,359 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Hotel & Suites Winchester by IHG
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.

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

Top Upperville Hotel Reviews

More cheap stays in Upperville

Find out more about Upperville

Top reasons to visit Upperville

  • Stunning Scenery: Upperville offers breathtaking landscapes perfect for outdoor enthusiasts and romantic getaways.
  • Renowned Wine Tours: Explore the region's famous wine country, ideal for tastings and vineyard tours.
  • Charming Local Events: Enjoy seasonal activities like pumpkin picking and various special events throughout the year.
  • Family-Friendly Atmosphere: The area boasts attractions suitable for all ages, ensuring fun for everyone.
  • Unique Accommodations: Choose from cosy bed and breakfasts to agritourism stays for a memorable experience.

Find great hotels near Upperville

Discover the charm of Upperville, Virginia, where a delightful array of accommodations awaits you. From cosy bed and breakfasts to unique agritourism properties, there’s something to suit every traveller. Whether you're seeking a pet-friendly getaway, an adventure-filled escape, or a historic-themed experience, Upperville's hotels offer a warm welcome and comfortable stay. Explore the best options available, read reviews, and find the perfect lodging near this picturesque locale.

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: This 4-star hotel offers a unique blend of luxury and leisure, perfect for business travellers and golf enthusiasts alike. Located 25.7km from Upperville, it features a welcoming atmosphere for LGBTQIA guests and is affiliated with LGBTQI travel guides. The property boasts a golf-themed experience, allowing guests to enjoy well-maintained golf courses and facilities. The spacious rooms are designed for comfort, and the on-site dining options provide a delightful culinary experience. With its picturesque surroundings and commitment to exceptional service, this hotel is an ideal choice for a relaxing getaway.
  • Hampton Inn Front Royal: Situated 27.4km from Upperville, Hampton Inn Front Royal is a charming hotel that caters to business travellers and nature lovers. Known for its LGBTQIA-friendly environment, this property is affiliated with LGBTQI travel guides. Guests can unwind in comfortable, well-appointed rooms and take advantage of the hotel's amenities, including a fitness centre and complimentary breakfast. The hotel’s proximity to nature trails and scenic views makes it an excellent base for exploring the great outdoors while enjoying modern conveniences.
  • Motel 6 Front Royal, VA: As a pet-friendly motel located 27.4km from Upperville, Motel 6 Front Royal, VA is perfect for travellers who wish to bring their furry companions along. With a welcoming policy for pets, including dogs and cats, guests can enjoy a comfortable stay without leaving their pets behind. The motel offers essential amenities at an affordable rate, making it a practical choice for budget-conscious visitors. Its convenient location provides easy access to local attractions, ensuring a pleasant and hassle-free experience for both guests and their pets.

Where to stay near Upperville

Upperville, Virginia, offers a delightful blend of outdoor adventures and romantic getaways, perfect for tourists seeking tranquillity and beauty. Explore the scenic Upperville Park, indulge in the region's renowned wine country, or wander through the charming Upperville centre. The surrounding areas provide a family-friendly atmosphere, ideal for relaxation and luxury, allowing visitors to fully experience the enchanting landscapes and vibrant vibes of Virginia.

  • Middleburg: Nestled 12.9km from Upperville, Middleburg is a charming town that offers a delightful blend of outdoor adventure and picturesque scenery. While traveller arrivals are fairly consistent throughout the year, the peak seasons are during April, July, and September. Visitors are drawn to Middleburg for its recreational areas, ski fields, and stunning national parks. Don't miss exploring the local landmarks, which include a national state park and a beautiful lake, perfect for a serene day out.
  • Paris: Located just 6.4km away from Upperville, Paris is a quaint city that beckons outdoor enthusiasts and adventure seekers alike. With visitor numbers peaking in June to July and September, this area provides plenty of opportunities for outdoor activities, including skiing at nearby resorts and enjoying scenic parks. Paris is home to lovely lakes and a national state park, making it a delightful spot for nature lovers seeking a tranquil escape.
  • Rectortown: A charming village situated 8.0km from Upperville, Rectortown is ideal for those seeking adventure and beautiful landscapes. Traveller arrivals peak during the summer months of June to August, with a steady flow throughout the year. Rectortown’s highlights include recreational areas and a golf course, perfect for a leisurely day outdoors. Explore the nearby national parks and urban parks to fully appreciate the natural beauty of this serene location.

Things to do in and around Upperville

Upperville, Virginia, offers a charming retreat for outdoor enthusiasts and couples alike, with its stunning scenery and romantic ambiance. Visitors can enjoy a variety of activities, including wine tours, horse shows, and outdoor adventures. The area is also perfect for pumpkin picking and hosts special events throughout the year, making it an ideal destination for a memorable holiday.

Shopping

In Upperville, visit the Marshall Center, a charming shopping centre 14.5km away, offering a mix of family-friendly shops and local businesses. If you're up for a drive, the Hill High Country Store and Archwood Green Barns Farmers' Market, both 17.7km away, provide unique gifts and local produce.

Recreation

Explore Upperville Park for a tranquil retreat, where you can enjoy leisurely walks amidst nature's beauty. For golf enthusiasts, Stoneleigh Golf and Country Club offers a splendid outdoor experience just 17.7km away, while Shenandoah Valley Golf Club, located 20.9km from Upperville, provides a picturesque golfing setting.

Adventure

Summit Point Motorsports Park offers exhilarating motor racing experiences located 29.0km from Upperville, perfect for adrenaline seekers. Watermelon Park Campground, situated 12.9km away, provides a family-friendly outdoor atmosphere for camping adventures. For scenic hiking, Tuckers Lane Trailhead, located 17.7km from Upperville, showcases stunning natural beauty.

Nightlife

Experience a delightful evening at Bright Box Theater, located 32.2km away, where romance and culture intertwine. Alternatively, enjoy family-friendly films at Regal Fox cinema, 30.6km away, or immerse yourself in the local arts at Winchester Little Theater, also 32.2km distant, offering a charming atmosphere.

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

Booking tips and Expedia advantages for Upperville

For a budget-friendly visit to Upperville, plan your trip between December and February for lower accommodation prices, particularly on Mondays. Utilise Expedia’s search tool to compare room rates and find eco-certified hotels, ensuring you get the best deals. Consider booking a package deal that combines your hotel, flights, and activities for additional savings. Lastly, explore free local attractions and utilise public transport to minimise travel costs, making the most of your stay in this charming Virginia town.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as budget, preferred location, and type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels currently available. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your Upperville hotel reservation with your flights and activities by opting for an Expedia package deal.

Find the best attractions near Upperville

Upperville, Virginia, is an ideal destination for those seeking outdoor adventures, scenic views, and romantic getaways. Visitors can explore urban parks, historic houses, and nearby lakes, all while enjoying a rich blend of culture and family-friendly experiences. This charming location offers a variety of attractions that cater to diverse interests, ensuring a memorable holiday for everyone.

  • Museum of Hounds & Hunting North America: Discover the rich heritage of hunting and hound sports at this unique museum, showcasing an impressive collection of art, artefacts, and exhibits that celebrate the bond between humans and hounds. A must-visit for sports enthusiasts and culture aficionados alike.
  • Sky Meadows State Park: Immerse yourself in the breathtaking scenery and outdoor adventures at this stunning national park. With miles of hiking trails, picnic spots, and beautiful meadows, it’s the perfect escape for nature lovers and adventure seekers.
  • Paris Barns: Experience the charming rural atmosphere at Paris Barns, where you can enjoy picturesque views and the serene beauty of the countryside. It's an ideal spot for relaxation and photography enthusiasts.

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

Upperville, Virginia, can be conveniently accessed via several major airports. Washington, DC (IAD - Washington Dulles International) is located 38.6km away, with excellent hotel options like Hyatt Regency Dulles and Hilton Washington Dulles Airport, both within 3.2km. Washington, DC (DCA - Ronald Reagan Washington National) is 74.0km from Upperville, offering luxurious stays at Salamander Washington DC and Riggs Washington DC, each approximately 4.8km from the airport. Additionally, Manassas, VA (MNZ - Manassas Regional) is 43.5km away, featuring nearby hotels such as Westfields Marriott Washington Dulles, situated 17.7km from the airport, ensuring comfortable accommodation for 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 Spark by Hilton Winchester and TRU By Hilton Winchester. 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.
What are some accommodations with pools in Upperville?
Lansdowne Resort and Spa: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. TRU By Hilton Winchester and Salamander Resort And Spa are a couple of other choices that offer an onsite pool. View all hotels with pools in Upperville.
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.