Hotels in Upperville
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Top Rated Upperville Hotels
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
18.49 mi from city center
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, a vending machine, and a TV in a common area.
Pet friendly
Parking included
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
Free Cancellation
Reserve now, pay when you stay
22.78 mi from city center
Renovated in 2016, Lansdowne Resort and Spa offers a golf course, an indoor pool, and outdoor tennis courts. Parking is USD 15.00 per night (USD 25.00 per day for valet parking)—but if you prefer not to drive, catch a ride in the airport shuttle during limited hours for USD 35 per person one-way. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, securing valuables, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf resort include conference space, a business center, and a seasonal outdoor pool.
Pool
Pet friendly
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
Free Cancellation
Reserve now, pay when you stay
21.74 mi from city center
Guests staying at Hilton Garden Inn Dulles North enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free airport shuttle (available on request). The front desk is staffed 24 hours a day to help with securing valuables and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Free airport shuttle
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
18.35 mi from city center
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Free Cancellation
18.48 mi from city center
At Holiday Inn Winchester Se-Historic Gateway by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
20.46 mi from city center
Built in 2022, the brand new Microtel Inn & Suites by Wyndham Winchester offers an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include express check-out, laundry facilities, and a vending machine.
Pool
Breakfast included
Clarion Hotel & Conference Center Leesburg
1500 E Market St, Leesburg, VA
Free Cancellation
Reserve now, pay when you stay
20.63 mi from city center
Clarion Hotel & Conference Center Leesburg features a gym, free WiFi in public areas, and a conference center. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
Clarion Inn Harpers Ferry - Charles Town
4328 William L Wilson Fwy, Harpers Ferry, WV
Free Cancellation
Reserve now, pay when you stay
23.33 mi from city center
Guests of Clarion Inn Harpers Ferry - Charles Town enjoy a casino, an indoor pool, and a 24-hour gym. A stay here includes free parking. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include free WiFi in public areas, meeting rooms, and conference space.
Pool
Breakfast included
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
7.8 mi from city center
Salamander Resort And Spa features a full-service spa, an indoor pool, and a children's pool. Valet and self parking are available if you're driving, or an airport shuttle (available 24 hours) can be put to good use for USD 170 per vehicle one-way. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury resort include a gym, a sauna, and free WiFi in public areas.
Pool
Spa
Best Western Leesburg Hotel & Conference Center
726 E Market St, Leesburg, VA
Free Cancellation
Reserve now, pay when you stay
19.87 mi from city center
Guests of Best Western Leesburg Hotel & Conference Center enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. If you plan to drive, free parking is available. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a seasonal outdoor pool.
Red Roof Inn Leesburg, VA
721 East Market Street, Leesburg, VA
Free Cancellation
Reserve now, pay when you stay
19.75 mi from city center
Red Roof Inn Leesburg, VA features free WiFi in public areas, a terrace, and laundry facilities. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include barbecue grills, a picnic area, and a vending machine.
Breakfast included
Pet friendly
Baymont by Wyndham Front Royal Near Shenandoah National Park
10 S Commerce Ave, Front Royal, VA
Free Cancellation
Reserve now, pay when you stay
16.93 mi from city center
Renovated in 2020, Baymont by Wyndham Front Royal Near Shenandoah National Park offers a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a computer station.
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.
Top reasons to visit Upperville
- Manassas Battlefield: Explore the site of two major Civil War battles and satisfy your inner history buff in this iconic attraction.
- Antietam Battlefield: Immerse yourself in picturesque landscapes and discover the historical significance of this renowned battlefield.
- Kernstown Battlefield: Delve into the area's involvement in the Civil War and satisfy your curiosity for military history.
- Potomac Mills: Shopaholics rejoice! This expansive outlet mall offers a diverse range of stores and dining options.
- Horse and Wine Country: Stay in charming Middleburg, indulge in the countryside resort experience, and explore Upperville's outdoor wonders.
Top things to see and do in Upperville
Located in Virginia, Upperville offers a variety of attractions and activities for visitors to enjoy. One popular attraction is the Manassas Battlefield, where history buffs can explore the site of two major Civil War battles. Another option is the Antietam Battlefield, which is known for its picturesque landscapes and historical significance. For those interested in military history, the Kernstown Battlefield is a must-visit, showcasing the area's involvement in the Civil War. Additionally, shoppers can head to Potomac Mills, a large outlet mall offering a wide range of stores and dining options. Whether you're interested in history or shopping, Upperville has something for everyone.
- Oriole Park at Camden Yards: Immerse yourself in the vibrant atmosphere of this urban sports facility. Get ready for an adrenaline rush as you witness thrilling baseball games. Take a stroll along the scenic waterfront and explore the nearby museums. With its historical charm and friendly people, this is the perfect spot for sports enthusiasts and history buffs alike.
- Shenandoah National Park: Embark on an adventure in this breathtaking national state park. Discover stunning scenery, from towering skyscrapers to majestic mountains. Indulge in delicious dining options and enjoy a shopping spree in the nearby urban areas. Hiking trails offer opportunities for exploration, while the family-friendly atmosphere ensures a memorable experience for all. Unwind in cozy cafes and immerse yourself in the beauty of nature at its finest.
- Luray Caverns: Step into a world of wonder as you explore these captivating caves. Marvel at the historical significance and natural beauty that surrounds you. Discover the rich history in the museums nearby and immerse yourself in the peacefulness of the mountains and lakes. Excursions and camping options abound, allowing you to fully immerse yourself in the outdoor adventure. Indulge in shopping and soak in the picturesque scenery of the nearby natural parks.
Best places to visit in Upperville
Upperville, Virginia, offers a countryside resort experience with close proximity to family-friendly dining. Stay in Middleburg, Virginia's horse and wine country, and explore the outdoor wonders of the Upperville area.
- Ashburn: Located just 21.8 miles away from Upperville, Ashburn is a vibrant city that offers a unique outdoor experience. With its sunny weather and friendly people, Ashburn is the perfect destination for an outdoor holiday. Explore the city's business and shopping districts, where you can find trendy cafes and dining options. Don't forget to indulge in some local beer and admire the beautiful flower displays. Ashburn truly has something for everyone, whether you're a nature lover or simply looking to relax in a friendly atmosphere.
- Harpers Ferry: Situated 24.3 miles away from Upperville, Harpers Ferry is a historical city surrounded by breathtaking natural beauty. Take a ferry ride and immerse yourself in the rich history of the area, visit the churches and cathedral, and explore the museums that showcase the town's fascinating past. For outdoor enthusiasts, Harpers Ferry offers hiking trails and opportunities to appreciate the stunning mountain and river views. Nature lovers will be captivated by the abundance of flora and fauna. Embark on guided tours to make the most of your visit to this remarkable destination.
- Winchester: Just 20.0 miles away from Upperville, Winchester is a city that seamlessly blends historical charm with urban amenities. Take a stroll through the city's picturesque streets and admire the stunning scenery. Marvel at the impressive skyscrapers and explore the shopping and dining options that cater to all tastes. Winchester is a family-friendly destination with cafes, theaters, and entertainment venues. Whether you're interested in history or seeking a cultural experience, Winchester has it all. Immerse yourself in the vibrant atmosphere of this city and create lasting memories.
Seasonal travel trends of Upperville
The popularity of Upperville shows a slight change throughout the year. The most popular time to visit is between April and June, with a seasonal peak in May. The off-peak tourist season is from November and January, with December typically being the quietest month.
Check out the month-by-month weather chart for Upperville to help you plan your next trip. With a monthly average of 76.5 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in September. Regardless of when you visit Upperville, every season has a reason to stay.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 31.8°F (-0.1°C) | Light Rain | Mostly Sunny |
| February | 35.2°F (1.8°C) | Light Rain | Mostly Sunny |
| March | 42.8°F (6.0°C) | Light Rain | Mostly Sunny |
| April | 53.4°F (11.9°C) | Light Rain | Mostly Sunny |
| May | 62.8°F (17.1°C) | Light Rain | Mostly Sunny |
| June | 71.2°F (21.8°C) | Light Rain | Mostly Sunny |
| July | 76.5°F (24.7°C) | Light Rain | Mostly Sunny |
| August | 74.3°F (23.5°C) | Light Rain | Mostly Sunny |
| September | 67.5°F (19.7°C) | Light Rain | Mostly Sunny |
| October | 56.3°F (13.5°C) | Light Rain | Mostly Sunny |
| November | 44.1°F (6.7°C) | Light Rain | Mostly Sunny |
| December | 37.2°F (2.9°C) | Light Rain | Mostly Sunny |
Where should you stay in Upperville?
What are some of the best hotels in Upperville?
Here are some top hotels in Upperville:
- Lansdowne Resort and Spa is located 22.8 mi away, and this resort has a golf course, 3 outdoor tennis courts, and a snack bar/deli.
- La Quinta Inn & Suites by Wyndham Winchester is located 18.4 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Hilton Garden Inn Dulles North is located 21.7 mi away, and this hotel has free WiFi, free parking, and a fitness center.
Upperville hotels essential information
Accommodation | 711 hotels |
|---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Travelodge by Wyndham Winchester, Lansdowne Resort and Spa, Hilton Garden Inn Dulles North, La Quinta Inn & Suites by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, Microtel Inn & Suites by Wyndham Winchester, Clarion Hotel & Conference Center Leesburg, Clarion Inn Harpers Ferry - Charles Town, Salamander Resort And Spa, Best Western Leesburg Hotel & Conference Center, Red Roof Inn Leesburg, VA, Baymont by Wyndham Front Royal Near Shenandoah National Park |
Booking tips for Upperville
Booking tips for Upperville
Find your perfect hotel with Orbitz
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Saving tips for your trip
Avoid the peak season from April to June when planning your trip to Upperville, Virginia. To save money, consider combining your flights, hotel, and car bookings as a bundle for a discounted price. While in Upperville, explore the local dining scene with three inexpensive options: try the affordable and delicious tacos at El Agave, grab a budget-friendly pizza at Anthony's Pizza, or enjoy a casual meal at the cozy and wallet-friendly Hunter's Head Tavern.
Recent Reviews
Holiday Inn Winchester Se-Historic Gateway by IHG
5/5 Excellent
"Convenient to downtown Winchester, Rt 11 and Stephen City!"
A verified traveler from NOKESVILLE stayed at Holiday Inn Winchester Se-Historic Gateway by IHG
Posted 1 day ago
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