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Upperville Hotels from ₹5,024

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Top 10 Upperville hotels and places to stay

Our top choices for Upperville hotels

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay!"
The price is ₹7,643
₹8,315 total
includes taxes & fees
10 Sept - 11 Sept
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1003)
"staff was amazing and room was great "
The price is ₹8,542
₹9,294 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Winchester

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great place , great front desk staff, super clean & very quiet"
The price is ₹6,680
₹7,268 total
includes taxes & fees
21 Sept - 22 Sept
Quality Inn Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (770)
"Great stay!"
The price is ₹8,032
₹8,739 total
includes taxes & fees
12 Sept - 13 Sept
Holiday Inn Express Winchester South-Stephens City by IHG

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1014)
"Great stay"
The price is ₹8,538
₹9,562 total
includes taxes & fees
29 Sept - 30 Sept
Clarion Inn Harpers Ferry - Charles Town

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1326)
"Great place"
The price is ₹7,061
₹7,682 total
includes taxes & fees
15 Sept - 16 Sept
Microtel Inn & Suites by Wyndham Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (802)
"Very nice and clean hotel front desk lady was very nice and helpful "
The price is ₹9,666
₹10,952 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Winchester N/Conference Center, VA

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (243)
"Clean, and nice rooms, friendly staff"
The price is ₹5,465
₹6,083 total
includes taxes & fees
10 Sept - 11 Sept
Relax Inn Motel

Super 8 by Wyndham Front Royal

2.0 star property
7.6 out of 10, Good, (1000)
"We have stayed here many of times love it!"
The price is ₹5,825
₹6,484 total
includes taxes & fees
11 Sept - 12 Sept
Super 8 by Wyndham Front Royal

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Fantastic stay, thanks!"
The price is ₹8,928
₹10,112 total
includes taxes & fees
14 Sept - 15 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1001)
"Friendly staff, spotless rooms, safe property and location. Great place for those traveling with pets."
The price is ₹5,024
₹5,692 total
includes taxes & fees
7 Sept - 8 Sept
Motel 6 Winchester, VA

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Front desk person was very helpful"
The price is ₹8,242
₹9,338 total
includes taxes & fees
21 Sept - 22 Sept
Spark by Hilton Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (455)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is ₹9,441
₹10,272 total
includes taxes & fees
7 Sept - 8 Sept
TownePlace Suites by Marriott Winchester

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is ₹8,699
₹9,856 total
includes taxes & fees
16 Sept - 17 Sept
Hampton Inn Winchester-University/Mall Area

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (699)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is ₹8,410
₹9,150 total
includes taxes & fees
22 Sept - 23 Sept
TRU By Hilton Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great hotel! "
The price is ₹7,767
₹8,715 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (869)
"Nice rooms, staff was friendly "
The price is ₹9,444
₹10,275 total
includes taxes & fees
12 Sept - 13 Sept
Courtyard by Marriott Winchester

Hotel Burg

4.0 star property
9.8 out of 10, Exceptional, (16)
"A wonderful place to stay"
The price is ₹18,877
₹21,709 total
includes taxes & fees
23 Sept - 24 Sept
Hotel Burg

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (520)
"Great pool and quiet area to stay in"
The price is ₹6,347
₹7,065 total
includes taxes & fees
7 Sept - 8 Sept
Twi-Lite Inn

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (600)
"Great stay!"
The price is ₹6,497
₹7,069 total
includes taxes & fees
6 Oct - 7 Oct
Quality Inn Stephens City - Winchester South
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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Top Upperville Hotel Reviews

More cheap stays in Upperville

More cheap stays in Upperville

Find out more about 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 La Quinta Inn & Suites by Wyndham Winchester and Holiday Inn Winchester Se-Historic Gateway by IHG. 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. La Quinta Inn & Suites by Wyndham Winchester and Holiday Inn Winchester Se-Historic Gateway by IHG 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 Glenwood Park 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.