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

Upperville Hotels from ₹6,991

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Upperville hotels

1. Salamander Middleburg

Salamander Middleburg
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (427 reviews)
"Great place, and nice staff"
United States
Mohamed
The price is ₹58,753
₹71,911 total
includes taxes & fees
11 Nov - 12 Nov
Salamander Middleburg

2. The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (461 reviews)
"Lovely stay. Room was noisy but we were next to the road."
United States
Sally
The price is ₹43,879
₹50,021 total
includes taxes & fees
4 Nov - 5 Nov
The Red Fox Inn & Tavern

3. Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (58 reviews)
"Charming and delicious and perfect getaway!! Minutes from middleburg and yet the countryside was glorious!!!"
United States
Karlyn
The price is ₹25,439
₹41,666 total
includes taxes & fees
30 Nov - 1 Dec
Goodstone Inn & Restaurant

4. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.4 out of 10, Exceptional, (180 reviews)
"Restaurant and bar are closed Mondays and Tuesdays. Expect barebones staffing and no food or drinks. Felt like staying at a strangers empty house."
United States
Henry
The price is ₹27,347
₹30,164 total
includes taxes & fees
3 Nov - 4 Nov
L'Auberge Provencale Inn & Restaurant

5. Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.6 out of 10, Exceptional, (147 reviews)
"I loved the charm of the inn, and I had my best sleep of the week on their comfortable beds. The breakfast the next morning was delicious!! A great value for a bed and breakfast!!"
United States
Gary
The price is ₹23,737
₹27,060 total
includes taxes & fees
3 Dec - 4 Dec
Inn at Evergreen

6. 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, (2,271 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is ₹10,284
₹11,446 total
includes taxes & fees
4 Nov - 5 Nov
La Quinta Inn & Suites by Wyndham Winchester

7. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (615 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is ₹12,819
₹14,329 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal

8. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,001 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
The price is ₹10,654
₹11,858 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Front Royal

9. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
3.0 star property
Middleburg
7.0 out of 10, Good, (26 reviews)
"Beautiful property"
United States
Phyllis
The price is ₹22,326
₹25,452 total
includes taxes & fees
3 Dec - 4 Dec
Briar Patch Bed & Breakfast Inn

10. 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, (1,004 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is ₹12,027
₹13,266 total
includes taxes & fees
3 Dec - 4 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows

11. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (964 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is ₹8,798
₹9,792 total
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Winchester

12. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,432 reviews)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is ₹7,824
₹8,708 total
includes taxes & fees
22 Nov - 23 Nov
Microtel Inn & Suites by Wyndham Winchester

13. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,146 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
The price is ₹9,488
₹10,560 total
includes taxes & fees
3 Dec - 4 Dec
Comfort Inn & Suites Winchester

14. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is ₹7,553
₹8,406 total
includes taxes & fees
8 Nov - 9 Nov
TRU By Hilton Winchester

15. 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, (1,002 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is ₹12,380
₹14,027 total
includes taxes & fees
9 Nov - 10 Nov
The George Washington Hotel, A Wyndham Grand Hotel

16. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,007 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is ₹6,170
₹6,991 total
includes taxes & fees
15 Nov - 16 Nov
Spark by Hilton Winchester

17. 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, (1,007 reviews)
"Great hotel."
United States
Nicholas
The price is ₹9,401
₹10,748 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG

18. Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
9.0 out of 10, Wonderful, (1,003 reviews)
"Had a very nice stay, close to several stores which was also convenient."
United States
Annika
The price is ₹8,798
₹10,029 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn by Hilton Gainesville-Haymarket

19. 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, (922 reviews)
"Great hotel"
United States
Michael
The price is ₹7,501
₹8,349 total
includes taxes & fees
7 Nov - 8 Nov
Holiday Inn Express Winchester South-Stephens City by IHG

20. Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
9.2 out of 10, Wonderful, (693 reviews)
"It was beautiful location. The staff was amazing and the food was excellent highly recommend."
United States
Cecile
The price is ₹14,148
₹18,220 total
includes taxes & fees
3 Nov - 4 Nov
Hillbrook Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

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

  • 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 19.9 mi (32.1 km) from the heart of Upperville, The George Washington Hotel, A Wyndham Grand Hotel 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 Lansdowne 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, 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?
The George Washington Hotel, A Wyndham Grand Hotel: Features 2 restaurants, an indoor pool and a full-service spa. Salamander Resort And Spa and Lansdowne Resort and Spa 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 9 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.

Explore a world of travel with Expedia