Find hotels in Upperville, VA from SAR 226

  • 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

Go beyond your typical stay in Upperville

Check prices for these dates

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. 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 SAR 964
SAR 1,600 total
includes taxes & fees
10 Dec - 11 Dec
Goodstone Inn & Restaurant

2. The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (462 reviews)
"Lovely stay. Room was noisy but we were next to the road."
United States
Sally
The price is SAR 1,734
SAR 1,977 total
includes taxes & fees
15 Nov - 16 Nov
The Red Fox Inn & Tavern

3. Salamander Middleburg

Salamander Middleburg
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (430 reviews)
"This property is amazing"
United States
jonathan
The price is SAR 2,343
SAR 2,866 total
includes taxes & fees
14 Dec - 15 Dec
Salamander Middleburg

4. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.4 out of 10, Exceptional, (180 reviews)
"Everything about this special place is incredible."
United States
James
The price is SAR 1,081
SAR 1,192 total
includes taxes & fees
17 Nov - 18 Nov
L'Auberge Provencale Inn & Restaurant

5. 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 SAR 920
SAR 1,048 total
includes taxes & fees
1 Dec - 2 Dec
Briar Patch Bed & Breakfast Inn

6. Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.6 out of 10, Exceptional, (148 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 SAR 966
SAR 1,101 total
includes taxes & fees
14 Dec - 15 Dec
Inn at Evergreen

7. 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, (1,003 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is SAR 440
SAR 485 total
includes taxes & fees
13 Dec - 14 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows

8. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (619 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is SAR 507
SAR 566 total
includes taxes & fees
18 Nov - 19 Nov
TownePlace Suites by Marriott Front Royal

9. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,004 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
The price is SAR 443
SAR 494 total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Front Royal

10. 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, (2,268 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is SAR 348
SAR 387 total
includes taxes & fees
29 Nov - 30 Nov
La Quinta Inn & Suites by Wyndham Winchester

11. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,153 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is SAR 348
SAR 387 total
includes taxes & fees
19 Nov - 20 Nov
Comfort Inn & Suites Winchester

12. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Rooms good sized, beds comfortable, quiet ( slept great), great breakfast. Highly recommend!!"
United States
Jesse
The price is SAR 305
SAR 339 total
includes taxes & fees
20 Nov - 21 Nov
TRU By Hilton Winchester

13. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (975 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is SAR 348
SAR 387 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Winchester

14. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,438 reviews)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is SAR 297
SAR 331 total
includes taxes & fees
15 Nov - 16 Nov
Microtel Inn & Suites by Wyndham Winchester

15. 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, (1,003 reviews)
"Great hotel."
United States
Nicholas
The price is SAR 372
SAR 425 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG

16. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
10.0 out of 10, Exceptional, (99 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is SAR 1,122
SAR 1,294 total
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor

17. Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket
3.0 star property
Haymarket
9.6 out of 10, Exceptional, (366 reviews)
"Everything about the stay was lovely."
United States
Karen
The price is SAR 603
SAR 699 total
includes taxes & fees
6 Dec - 7 Dec
Hilton Garden Inn Haymarket

18. 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, (1,003 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is SAR 489
SAR 554 total
includes taxes & fees
22 Nov - 23 Nov
The George Washington Hotel, A Wyndham Grand Hotel

19. Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (340 reviews)
"Very nice with adjacent winery!"
United States
Julia
The price is SAR 552
SAR 629 total
includes taxes & fees
14 Dec - 15 Dec
Loudoun Valley Manor

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 SAR 548
SAR 708 total
includes taxes & fees
14 Dec - 15 Dec
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.

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

Find out more about Upperville

Top reasons to visit Upperville

  • Scenic Outdoor Adventures: Enjoy the breathtaking beauty of Upperville Park, perfect for picnics and leisurely walks.
  • Wine Country Exploration: Indulge in exquisite local wines while touring the renowned Wine Country.
  • Exciting Horse Shows: Experience thrilling equestrian events that showcase the region's rich horse culture.
  • Charming Accommodations: Stay in delightful bed and breakfasts and unique agritourism properties.
  • Family-Friendly Activities: Participate in seasonal events like pumpkin picking and explore historic sites.

Find great hotels near Upperville

Explore the charming lodging options in Upperville, Virginia, where you can choose from delightful bed and breakfast establishments and unique agritourism properties. Ideal for travelers seeking pet-friendly accommodations and a historic-themed vacation experience, Upperville offers a variety of available hotels. Discover the best hotels in the area along with reviews to help you make an informed choice for your stay in this picturesque destination.

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: Experience a blend of luxury and leisure at this 4-star gem, situated 25.7km from Upperville. Ideal for families, business travelers, and golf enthusiasts, this hotel features an on-site golf course that invites guests to partake in a unique golfing experience. Families will appreciate thoughtful amenities such as complimentary cribs for children, ensuring a comfortable stay for guests of all ages. The elegant accommodations and dedicated services create a welcoming atmosphere for all who visit.
  • Hampton Inn Front Royal: Located 27.4km from Upperville, Hampton Inn Front Royal is a pet-friendly haven that warmly welcomes LGBTQIA travelers and their furry companions. With a commitment to inclusivity, this hotel offers a range of amenities tailored for nature lovers and pet owners alike, including a pet policy that allows dogs and cats on-site. Guests can enjoy comfortable, cozy rooms while exploring the beautiful natural surroundings, making it a perfect retreat for those seeking adventure and comfort in equal measure.
  • Super 8 by Wyndham Front Royal: Just 27.4km from Upperville, Super 8 by Wyndham Front Royal is an excellent choice for pet owners looking for a budget-friendly stay. This pet-friendly property allows dogs on-site with certain restrictions, ensuring a comfortable environment for both pets and their owners. With its convenient location and essential amenities, guests can enjoy an affordable yet satisfying experience. Whether you’re traveling for leisure or with your furry friend, this hotel provides a welcoming atmosphere without breaking the bank.

Where to stay near Upperville

Upperville, Virginia, offers a charming blend of outdoor adventure and romantic getaways. Discover the breathtaking beauty of Virginia in Upperville Park, perfect for family-friendly picnics and leisurely strolls. Explore the renowned Wine Country, where you can indulge in exquisite local wines. The nearby neighborhoods provide a relaxing atmosphere, ideal for unwinding after a day of exploration. Experience the unique vibes of Upperville, whether you seek luxury, adventure, or a peaceful retreat.

  • Middleburg: Nestled just 12.9km from Upperville, Middleburg is a charming town known for its scenic landscapes and outdoor adventures. Visitors flock to this area for its recreational opportunities, including skiing and exploring nearby national parks. The vibrant local culture is reflected in its quaint shops and eateries, making it a perfect spot for a leisurely day trip. Don't miss the stunning views of the surrounding countryside, especially during peak visiting months of April, July, and September.
  • Paris: Located a mere 6.4km from Upperville, Paris offers a blend of small-town charm and thrilling outdoor activities. Known for its beautiful scenery, the city attracts visitors looking for adventure, particularly in the warmer months of June, July, and September. With access to recreational areas, ski resorts, and lovely parks, Paris is ideal for a day filled with exploration and relaxation. The picturesque lakes and state parks nearby provide perfect spots for picnicking and enjoying nature.
  • Delaplane: Only 9.7km from Upperville, Delaplane is a hidden gem that invites outdoor enthusiasts and nature lovers alike. The town boasts a variety of activities, including skiing and hiking in the beautiful surroundings. With visitor numbers peaking in May, July, and September, Delaplane offers a delightful atmosphere to unwind and enjoy the great outdoors. The nearby national parks and lakes provide stunning backdrops for a day of adventure or a peaceful retreat.

Things to do near Upperville

Upperville, Virginia is perfect for outdoor and romantic getaways, offering a variety of activities such as wine tours, exciting horse shows, and thrilling outdoor adventures. Visitors can enjoy the scenic recreational areas and parks, indulge in pumpkin picking, and participate in special events throughout the year. Whether you're seeking adventure or relaxation, Upperville has something for everyone.

Shopping

In Upperville, check out the Marshall Center for a variety of shops with a family-friendly atmosphere. If you're up for a drive, visit Hill High Country Store and K & S Pewter, both offering unique gifts and souvenirs about 11 and 20.9km away, respectively.

Recreation

At Stoneleigh Golf and Country Club, enjoy a round of golf in a serene setting, surrounded by nature. For a more active experience, head to Fireman's Field for various sports events, or skate at Haymarket IcePlex, where you can embrace the thrill of ice skating in a fun atmosphere.

Adventure

Camp at Watermelon Park Campground for a family-friendly outdoor experience filled with adventure vibes, located 12.9km from Upperville. At Summit Point Motorsports Park, 112.9km away, unleash your inner racer in thrilling motor racing events. Hike Tuckers Lane Trailhead, 17.7km from town, for scenic views and outdoor excitement.

Nightlife

Experience the vibrant nightlife of Upperville with a visit to Bright Box Theater and Winchester Little Theater, both offering a mix of romance and culture just 32.2km away. For a family-friendly option, catch a movie at Regal Fox, located 30.6km from Upperville, providing entertainment for all.

*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 lower accommodation rates, especially on Mondays. Utilize Expedia's search tool to find the best hotel deals by sorting options from the cheapest to most expensive and consider bundling your hotel, flights, and activities for additional savings. Exploring free local activities can enhance your experience without straining your budget, and remember that Saturday stays tend to be pricier, so aim for mid-week visits when possible.

  • 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 choose your budget, desired location, and additional preferences. You can easily sort your results to display hotels from the most affordable to the most expensive, allowing you to find the best deals right away. Additionally, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Upperville hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Upperville

Upperville, Virginia, is a fantastic destination for outdoor enthusiasts, adventure seekers, and couples looking for a romantic getaway. Explore the area's urban parks, historic houses, and scenic lakes, offering a mix of culture and family-friendly experiences. With several nearby attractions to discover, Upperville caters to all types of travelers seeking unforgettable experiences in a beautiful setting.

  • Sky Meadows State Park: Experience the beauty of nature at Sky Meadows State Park, where you can enjoy scenic hiking trails, breathtaking views, and diverse wildlife. Ideal for outdoor enthusiasts, the park offers opportunities for picnicking and exploring its picturesque landscapes.
  • Paris Barns: Visit Paris Barns, a charming attraction known for its stunning scenery. This picturesque setting is perfect for leisurely walks and photography, allowing you to soak in the tranquil atmosphere of the Virginia countryside.
  • National Sporting Library & Museum: Explore the National Sporting Library & Museum, a unique destination that celebrates sports culture and history. With fascinating exhibits and a rich collection, this museum offers insight into the world of equestrian sports and beyond.

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

Traveling to Upperville, Virginia, is convenient with access to several major airports. Washington, DC (IAD-Washington Dulles Intl.) is located 38.6km away and offers nearby hotels such as the 4-star Hyatt Regency Dulles and Hilton Washington Dulles Airport, both within 3.2km. Washington, DC (DCA-Ronald Reagan Washington National) is 74.0km away, featuring luxurious options like Salamander Washington DC and Pendry Washington DC - The Wharf, both 3.2km from the airport. Manassas, VA (MNZ-Manassas Regional) is also accessible at 43.5km, with hotel options like Westfields Marriott Washington Dulles and Wyndham Garden Manassas located nearby, ensuring a comfortable stay during your visit.

Frequently Asked Questions

What are some of the best vacation home rentals in Upperville?

Mountain View Bungalow in Front Royal: This vacation home rental outside of Upperville offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all 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.

Where can I learn more about changing or cancelling my trip to Upperville?

To find more details about rescheduling or cancelling your trip to Upperville, head over to our customer service page.

What are some accommodations 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 that offer an onsite pool. View all hotels with pools in Upperville.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like staying in Upperville?

Visitors can enjoy all that Upperville has to offer including its restaurants. In Upperville, there are 9 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.

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 traveler data. Other good choices for your stay in the area are Salamander Resort And Spa and Lansdowne Resort and Spa. See all available top hotels, or vacation rentals in Upperville.