Upperville Hotels from ₹6,623

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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, (2,252 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is ₹8,442
₹9,185 total
includes taxes & fees
28 Jan - 29 Jan
La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is ₹7,563
₹8,228 total
includes taxes & fees
15 Feb - 16 Feb
Quality Inn 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, (1,002 reviews)
"Have stayed here multiple times -always good"
United States
Robert
The price is ₹7,552
₹8,216 total
includes taxes & fees
22 Feb - 23 Feb
Country Inn & Suites by Radisson, Winchester, VA

Holiday Inn Express Hotel & Suites Warrenton by IHG

Holiday Inn Express Hotel & Suites Warrenton by IHG
2.5 star property
Warrenton
8.6 out of 10, Excellent, (777 reviews)
"Convenient location for my business trip spacious, and clean, thank you"
United States
Robert
The price is ₹8,184
₹8,945 total
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn Express Hotel & Suites Warrenton by IHG

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,441 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is ₹7,651
₹8,324 total
includes taxes & fees
2 Feb - 3 Feb
Microtel Inn & Suites by Wyndham Winchester

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,006 reviews)
"Overall, this hotel was clean, quiet, a good option to explore Harper's Ferry. "
United States
Jessie
The price is ₹8,207
₹9,192 total
includes taxes & fees
3 Feb - 4 Feb
Clarion Inn Harpers Ferry - Charles Town

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (803 reviews)
"Great stay!"
United States
Rene
The price is ₹9,849
₹10,715 total
includes taxes & fees
8 Feb - 9 Feb
SpringHill Suites by Marriott Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,102 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is ₹9,024
₹9,818 total
includes taxes & fees
22 Feb - 23 Feb
Comfort Inn & Suites Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,076 reviews)
"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is ₹6,437
₹7,003 total
includes taxes & fees
28 Jan - 29 Jan
Travelodge by Wyndham Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (929 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is ₹9,839
₹10,705 total
includes taxes & fees
3 Feb - 4 Feb
Courtyard by Marriott Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
"Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy "
United States
Frederick
The price is ₹7,239
₹8,202 total
includes taxes & fees
22 Feb - 23 Feb
Spark by Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (816 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ₹8,520
₹9,270 total
includes taxes & fees
1 Feb - 2 Feb
Fairfield Inn & Suites by Marriott Winchester

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, (1,001 reviews)
"Great stay"
United States
Lori
The price is ₹7,541
₹8,480 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (815 reviews)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is ₹6,805
₹7,404 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is ₹8,973
₹9,987 total
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn Front Royal

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)
"Good condition "
United States
Phillip
The price is ₹5,701
₹6,346 total
includes taxes & fees
28 Jan - 29 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,005 reviews)
"Great hotel!"
United States
CHARLES
The price is ₹11,646
₹13,195 total
includes taxes & fees
5 Feb - 6 Feb
The George Washington Hotel, A Wyndham Grand Hotel

Hampton Inn Warrenton

Hampton Inn Warrenton
2.5 star property
Warrenton
9.0 out of 10, Wonderful, (157 reviews)
"Nice place, super convenient to Horse Country!"
United States
Elisabeth
The price is ₹9,842
₹10,758 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Warrenton

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (789 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is ₹8,973
₹9,763 total
includes taxes & fees
8 Feb - 9 Feb
TRU By Hilton Winchester

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (552 reviews)
"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is ₹7,541
₹8,204 total
includes taxes & fees
1 Feb - 2 Feb
Candlewood 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.

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

  • Scenic Outdoor Adventures: Upperville offers stunning landscapes perfect for hiking, relaxing in parks, and enjoying tranquil lakeside moments.
  • Cultural Exploration: Visitors can immerse themselves in the area's rich heritage by exploring historic houses and local attractions.
  • Charming Accommodation: Enjoy delightful stays in unique bed and breakfasts and agritourism properties, ideal for a memorable experience.
  • Family-Friendly Activities: The locale provides a variety of activities suitable for families, ensuring fun for all ages.
  • Nearby Luxury Towns: Explore nearby towns for additional luxury accommodation options, enhancing your stay in Upperville.

Find great hotels near Upperville

Discover a range of delightful accommodation options in Upperville, Virginia, featuring charming bed and breakfasts and unique agritourism properties. Ideal for travellers seeking pet-friendly environments and an adventurous, historic-themed vacation experience, this picturesque area offers a warm welcome to visitors. Whether you are looking for abba hotels, AC hotels, or accommodations in nearby Middleburg, you’ll find the perfect place to unwind and explore the beauty of Upperville.

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: Nestled 25.7km from Upperville, DoubleTree by Hilton Front Royal Blue Ridge Shadows is a luxurious 4-star hotel that caters to diverse travellers, particularly those seeking a family-friendly and LGBTQIA-welcoming experience. This property boasts a striking golf theme, allowing guests to indulge in golf-related activities right at their doorstep. With amenities designed for children, including complimentary cribs, it’s a perfect choice for families. Guests appreciate the warm hospitality and the inviting atmosphere, making it a delightful retreat after a day of exploration.
  • Super 8 by Wyndham Front Royal: Located 27.4km from Upperville, Super 8 by Wyndham Front Royal offers a budget-friendly, pet-friendly environment ideal for animal lovers. This hotel permits pets on-site, making it a convenient choice for those travelling with furry companions. With specific policies in place, including restrictions for certain pets and waived fees for service animals, guests can enjoy a comfortable stay without leaving their pets behind. The warm and accommodating atmosphere, combined with essential amenities, ensures a pleasant experience for both guests and their pets.
  • Hampton Inn Front Royal: Situated 27.4km from Upperville, Hampton Inn Front Royal is an excellent choice for business travellers seeking a blend of professionalism and comfort. This hotel is LGBTQIA-welcoming and provides various business amenities, including accessible business centres and meeting spaces, making it perfect for corporate gatherings. Additionally, its proximity to nature makes it a tranquil retreat. Guests appreciate the modern facilities and the attentive service, creating an ideal environment for both work and relaxation.

Where to stay near Upperville

Upperville, Virginia, is a hidden gem for those seeking outdoor adventures and picturesque scenery. Enjoy family-friendly activities and explore the charming local atmosphere, from relaxing parks to romantic spots perfect for a getaway. Nearby, discover delightful towns offering luxury accommodation options on TripAdvisor, ensuring a memorable stay. Whether you fancy a leisurely hike or simply wish to soak in the tranquil surroundings, Upperville promises an unforgettable experience.

  • Middleburg: Situated 12.9km from Upperville, Middleburg is a charming town known for its picturesque landscapes and outdoor adventures. Visitors flock here year-round, especially during April, July, and September, when the scenery is at its finest. The town offers a plethora of recreational activities, from exploring its national state park to enjoying the serene views by the lake. Middleburg's shopping mall centre provides a delightful retail experience, making it a perfect blend of nature and leisure.
  • Paris: Located a mere 6.4km from Upperville, Paris is a quaint town that draws visitors for its captivating outdoor experiences and stunning scenery. Peak travel times are during June to July and September, when the area's natural beauty is most vibrant. Here, outdoor enthusiasts can enjoy a variety of activities, including hiking in the national state park and relaxing by the lake. The local campground and ski resort also offer exciting options for adventure seekers, ensuring there's something for everyone.
  • Rectortown: Just 8.0km from Upperville, Rectortown is a charming village that appeals to those seeking adventure and sports. The peak travel period spans from May to July, when outdoor activities are abundant. Visitors can experience thrilling adventures at local ski resorts and recreational areas, all set against the backdrop of stunning national parks. Rectortown's inviting atmosphere makes it an ideal spot for families and thrill-seekers alike, ensuring a memorable visit.

Things to do in and around Upperville

Upperville offers a delightful escape for outdoor enthusiasts and adventure seekers alike. Visitors can enjoy the picturesque scenery while exploring the local recreational areas. Shopping enthusiasts will find plenty to delight in at the shopping mall centre and shopping centre, making it an ideal destination for a well-rounded vacation experience.

Shopping

The Marshall Center, located 14.5km from Upperville, offers a delightful shopping experience with a blend of family and local vibes. If you're up for a drive, you can also explore Hill High Country Store and Archwood Green Barns Farmers' Market, both situated 17.7km away, for unique gifts.

Recreation

At Upperville Park, immerse yourself in nature's tranquillity, perfect for relaxation and rejuvenation. For golf enthusiasts, both Stoneleigh Golf and Country Club and Shenandoah Valley Golf Club offer impressive courses surrounded by scenic landscapes, ideal for enjoying outdoor sports while unwinding in a serene atmosphere.

Adventure

Experience the great outdoors at Watermelon Park Campground, located 12.9km from Upperville, where adventure and family vibes await. For thrill-seekers, Summit Point Motorsports Park, located 112.9km away, offers exhilarating motor racing. Enjoy scenic hikes at Tuckers Lane Trailhead, located 17.7km from Upperville, surrounded by nature.

Nightlife

In Upperville, the nightlife scene is vibrant with options like Bright Box Theater, offering culture and romance just 32.2km away, and Regal Fox cinema, providing entertainment vibes 30.6km away. For a charming evening, Winchester Little Theater boasts family-friendly performances, also 32.2km distant.

*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 the lowest accommodation rates. Booking on a Monday rather than a Saturday can also help reduce costs. Use Expedia’s search tool to compare prices effectively, and consider bundling your hotel, flights, and activities for additional savings. Seek out eco-certified hotels for a sustainable stay. Be sure to look for special deals, including availability and best price options, to maximise your budget while enjoying free local activities and attractions.

  • 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 specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, ensuring you view the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels ready for booking.
  • Consider bundling your trip: You can potentially save on costs by combining your Upperville hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Upperville

Upperville offers a delightful blend of outdoor adventures and cultural experiences, perfect for families and nature enthusiasts. Visitors can explore scenic parks, enjoy tranquil moments by the lake, and discover the charm of historic houses. The area's attractions provide a wonderful opportunity to immerse oneself in the natural beauty and rich heritage that Upperville has to offer.

  • Sky Meadows State Park: Immerse yourself in the great outdoors at Sky Meadows State Park, where breathtaking scenery and adventure await. With miles of hiking trails, this park offers a perfect blend of natural beauty and recreational activities.
  • Paris Barns: Experience the charming scenery of Paris Barns, a delightful attraction that showcases the picturesque landscape of the Virginia countryside. It's an ideal spot for leisurely walks and photography.
  • Myron Glaser Cabin Tract: Step back in time at the Myron Glaser Cabin Tract, a historic building that provides a glimpse into the local culture and heritage. It's a unique site to appreciate the architectural history of the area.

Best time to go to Upperville

The best time to visit Upperville is dependant 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

Travelling to Upperville, Virginia, is convenient with several major airports nearby. Washington, DC (DCA-Ronald Reagan Washington National) is 74.0km away, with excellent hotel options like the InterContinental Washington D.C. - The Wharf, Riggs Washington DC, and Salamander Washington DC, all within 4.8km of the airport. Washington, DC (IAD-Washington Dulles International) is a closer option at 38.6km, featuring hotels such as the Hyatt Regency Dulles and Hilton Washington Dulles Airport, both just 3.2km from the terminal. Additionally, Manassas, VA (MNZ-Manassas Regional) is 43.5km away, with hotels including Westfields Marriott and Wyndham Garden, approximately 11 and 8.0km from the airport, respectively.

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 traveller data. Two other options for your trip to 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, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.
What are some accommodation options 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 with an on-site pool. View all hotels with pools in Upperville.
What's it like to stay in Upperville?
Visitors can enjoy all that Upperville has to offer, including its restaurants. In Upperville, there are 6 hotels and other accommodation options to choose from. Find out more about Upperville.
What should I see while I'm in Upperville?
A couple of favourite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and RdV Vineyards in the area. Take a look at what more there is to see and do in Expedia's Upperville guide.
What's the weather like in Upperville?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Upperville is 1123 mm.

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