Photo by Michael Gibson

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, (2242)
"Staff is very pleasant and personable. "
United States
Julie
The price is P5,817
P6,329 total
includes taxes & fees
Jan 5 - Jan 6
La Quinta Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1415)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is P4,663
P5,073 total
includes taxes & fees
Jan 4 - Jan 5
Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1096)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is P5,607
P6,101 total
includes taxes & fees
Jan 25 - Jan 26
Comfort Inn & Suites Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (780)
"Clean rooms, courteous staff"
United States
Holly
The price is P4,358
P4,742 total
includes taxes & fees
Jan 26 - Jan 27
TRU 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, (1000)
"Have stayed here multiple times -always good"
United States
Robert
The price is P4,887
P5,317 total
includes taxes & fees
Feb 1 - Feb 2
Country Inn & Suites by Radisson, Winchester, VA

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (791)
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is P6,306
P6,861 total
includes taxes & fees
Feb 1 - Feb 2
SpringHill Suites by Marriott Winchester

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very Good, (1000)
"Very clean, pleasant, helpful staff. Very attentive breakfast staff. "
United States
Barbara
The price is P4,876
P5,608 total
includes taxes & fees
Jan 4 - Jan 5
Best Western Leesburg Hotel & Conference Center

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (808)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is P5,455
P5,935 total
includes taxes & fees
Jan 12 - Jan 13
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, (1001)
"The place is spotless, comfortable and quiet. Very convenient as well, right off of 81"
United States
Michael
The price is P4,544
P5,148 total
includes taxes & fees
Jan 25 - Jan 26
Spark by Hilton Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1001)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is P5,752
P6,345 total
includes taxes & fees
Jan 8 - Jan 9
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1008)
"Room was clean, nice view to the nature, staff was great."
United States
Rao
The price is P5,261
P5,893 total
includes taxes & fees
Jan 11 - Jan 12
Clarion Inn Harpers Ferry - Charles Town

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, (809)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is P4,362
P4,746 total
includes taxes & fees
Jan 4 - Jan 5
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is P4,828
P5,430 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Winchester Se-Historic Gateway by IHG

Lansdowne Resort and Spa

Lansdowne Resort and Spa
4.0 star property
Leesburg
8.8 out of 10, Excellent, (1003)
"The location and amenities were great. The service was also very good with nice, responsive staff."
United States
Chrisantha
The price is P10,584
P14,253 total
includes taxes & fees
Jan 7 - Jan 8
Lansdowne Resort and Spa

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1005)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is P6,719
P7,478 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn Front Royal

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1006)
"Great hotel!"
United States
CHARLES
The price is P7,457
P8,448 total
includes taxes & fees
Feb 1 - Feb 2
The George Washington Hotel, A Wyndham Grand Hotel

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, (1001)
"Good condition "
United States
Phillip
The price is P3,650
P4,063 total
includes taxes & fees
Jan 16 - Jan 17
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (923)
"Easy check in, friendly staff, clean and quiet room. Location convenient to store."
United States
Brenda
The price is P6,300
P6,854 total
includes taxes & fees
Feb 2 - Feb 3
Courtyard by Marriott Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1002)
"Great stay"
United States
Jaron
The price is P4,460
P4,852 total
includes taxes & fees
Jan 13 - Jan 14
Quality Inn Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (483)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is P6,314
P6,869 total
includes taxes & fees
Jan 3 - Jan 4
TownePlace Suites by Marriott Winchester
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.

Hiking Sky Meadows State Park...
Photo by Michael Gibson
Open Photo by Michael Gibson

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 Hilton Garden Inn Dulles North and Salamander Resort And Spa. 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: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Hilton Garden Inn Dulles North 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 6 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.