Hotels in Upperville

Upperville: A Tapestry of Tranquility and Timeless Charm

Nestled in the heart of Virginia's Hunt Country, Upperville offers a charming escape for those seeking a blend of natural beauty and rich heritage. This idyllic village, renowned for its picturesque landscapes and equestrian culture, is a gateway to the magnificent Middleburg getaway. Visitors can wander through historic sites, explore scenic trails, and indulge in local cuisine at quaint eateries. The annual Upperville Colt & Horse Show captivates equestrian enthusiasts, while the surrounding vineyards and rolling hills invite relaxation and exploration. Experience the allure of this off-the-beaten-path destination, where Southern charm meets outdoor adventure.

Discover great hotels in Upperville

Upperville, Virginia, offers a delightful range of accommodation options, from upscale hotels to charming countryside retreats. Visitors can find comfortable rooms in serene settings, perfect for a relaxing getaway. Whether you seek a boutique experience or a peaceful escape, Upperville's hotels cater to diverse preferences. These are some of the hotels preferred by our travelers in Upperville:

1. Weddings at HighholdborneOpens in a new window: This charming 3.5-star guesthouse offers a welcoming atmosphere perfect for leisure travellers seeking a pet-friendly getaway. Guests appreciate the thoughtful amenities available, including comfortable accommodations that invite relaxation. The property stands out with its unique ability to allow pets onsite, making it a delightful choice for those travelling with furry companions. The warm and inviting ambience creates a home-like feel, ensuring a memorable experience that resonates with visitors looking for a comfortable stay in Upperville.
2. Goodstone Inn & RestaurantOpens in a new window: Goodstone Inn & Restaurant is a vibrant 4.0-star hotel that caters to adventure enthusiasts and LGBTQIA travellers looking for excitement. With a range of adventure sports and recreation activities available both onsite and nearby, this hotel promises an exhilarating experience. Guests can partake in hiking and biking adventures, maximising their outdoor exploration. The hotel's inclusive environment and emphasis on adventure make it a standout option for travellers eager to immerse themselves in the thrill of nature while enjoying high-quality accommodations.
3. Salamander Resort And SpaOpens in a new window: Salamander Resort And Spa is a luxurious 5.0-star resort that offers an exceptional experience tailored for leisure travellers seeking adventure and relaxation. With a natural hot spring within reach, guests can indulge in tranquil moments while enjoying various adventure sports like mountain biking and ziplining. The property prioritises family-friendly amenities, while still providing an opulent setting that attracts discerning visitors. The combination of exquisite services and unique recreational opportunities creates an unforgettable stay, capturing the essence of adventure and relaxation in one stunning location.

Top locations to stay in Upperville

When visiting Upperville, Virginia, consider staying in Middleburg, Boyce, or Berryville. Middleburg offers a luxurious escape with its spas and wineries, while Boyce is perfect for family-friendly experiences. Berryville caters well to business travellers. For first-time visitors, Middleburg is the ideal choice, combining charm and leisure activities in a magnificent getaway.

1. MiddleburgOpens in a new window: Middleburg is a charming town known for its wonderful spa experiences and exquisite wineries. Nestled in the heart of Virginia’s horse country, it offers a perfect blend of relaxation and indulgence. You can spend your days exploring picturesque vineyards, sampling local wines, or unwinding at upscale spas. The town’s quaint boutiques and art galleries provide a delightful shopping experience, making it a great spot for both leisure and luxury. Don’t miss the chance to stroll along the historic streets, where you’ll find beautiful architecture and a warm, welcoming atmosphere.
2. BoyceOpens in a new window: Boyce is a delightful, family-friendly destination that exudes small-town charm. Known for its close-knit community and scenic countryside, it’s an ideal place for families looking to escape the hustle and bustle of city life. Enjoy outdoor activities such as hiking and picnicking in nearby parks, or explore the local shops that showcase unique crafts and treasures. The warm atmosphere makes it easy to connect with locals and experience the heart of Virginia’s culture.
3. BerryvilleOpens in a new window: Berryville is a quaint town that caters to business travellers and those seeking a peaceful retreat. Its serene environment is perfect for unwinding after a busy day. You’ll find a variety of local shops and cafes to enjoy, along with scenic parks for a relaxing stroll. The town’s welcoming vibe and slower pace make it a lovely stop for anyone looking to experience the charm of rural Virginia.

4 tips for savvy savings when booking a hotel in Upperville

1. Book for the cheapest times: The most affordable time to visit Upperville is during January, February, and December, when hotel prices are generally lower. For those on a budget, a stay of at least 2 to 3 days is recommended to fully appreciate the area's significant landmarks and cultural sites. Visitors can explore family-friendly attractions, delve into local history, and enjoy dining experiences that offer great value for money. During these months, prices may drop, making it an ideal time for a budget-friendly getaway.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Upperville, consider visiting the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted rates on hotels approaching your travel date. Additionally, activating email alerts or push notifications could keep you informed about flash sales and special promotions, increasing your chances of securing a budget-friendly stay. The Smart Shopping tool available via the app allows you to compare hotel prices and amenities, ensuring good availability. With these resources, you’re more likely to spot opportunities to book affordable accommodation in Upperville.
3. Be flexible with dates: Prices can fluctuate due to various factors, including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates might help you save on your stay at a hotel in Upperville. For those in search of distinctive accommodations, boutique hotels can provide a more personalised experience and, at times, better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, helping you to find a more favourable deal.
4. Consider your location: Opting to stay closer to key attractions or city centres may provide convenience, but it often comes with higher costs. For more affordable options, you might consider hotels in less central areas or neighbourhoods, striking a balance between price and accessibility to the sites you wish to visit. You could also look into independent hotels located further afield, which are usually more likely to be affordable and can offer a more authentic experience.

Best time to go to Upperville

Upperville experiences its lowest average temperature in January, at 31.8°F (-0.1°C), while July is the hottest month, with an average temperature of 76.5°F (24.7°C). September is typically the wettest month. If you’re looking to soak up the lively atmosphere in Upperville, April to June are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, January, October, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.