Book Hotels in Middletown, VA
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Top Middletown hotels
Wayside Inn
"There was not an elevator. We were not able to stay at the Wayside Inn. We were taken aback when we were informed that the front door would be locked at 9pm. While there is a pad with a code for access, there is no staff on site. It was not what we expected, that is not the fault of staff or management. ..."
Reviewed on Aug 1, 2026
La Quinta Inn & Suites by Wyndham Winchester
"Breakfast was good. Room was nice. No complaints. Good location."
Reviewed on Aug 1, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
"Clean rooms and property. Very attentive staff."
Reviewed on Aug 2, 2026
The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley
Microtel Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester
Comfort Inn & Suites Winchester
Cheap Middletown hotels
Econo Lodge Inn & Suites Middletown - Winchester South
Middletown Hotel & Travel Guide
You'll find a number of rooms on Travelocity to select from when it's time to start dreaming about your adventure in Middletown. Right now, Travelocity's easy-to-use guide features 10 accommodation options within easy driving distance of Middletown's downtown area.
Middletown's town center is within roaming distance of hotels such as Wayside Inn and Econo Lodge Inn & Suites.
The The George Washington Hotel, A Wyndham Grand Hotel is about 13 miles (21 kilometers) outside of the town center of Middletown. Another alternative is the Hampton Inn Front Royal, which is about 6 miles (9 kilometers) away. You could also make a booking at the Hampton Inn - Winchester N/Convention Center or the Holiday Inn & Suites Front Royal Blue Ridge Shadows.
Why don't you explore more of the valleys and rolling hills found in Shenandoah Valley? You can take a little while in some other parts of Shenandoah Valley. Go hiking and caving or visit the region's local cultural and scenic sights. Great Travelocity-registered hotels await you.
Strasburg is found 8 miles (13 kilometers) to the southeast of Middletown. While here, you can spend some time at the Skyline Caverns. Front Royal is where you can find a range of good Travelocity-registered hotels. If you're after another option, visitors can stay at Strasburg, which is found 6 miles (9 kilometers) to the west of Middletown. While you are there, check out the Cedar Creek and Belle Grove National Historical Park. Travelocity-listed hotel establishments in Strasburg include the Fairfield Inn & Suites Strasburg Shenandoah Valley and Hotel Strasburg.
Give yourself a serving of local sport by making the voyage to Old Dominion Speedway, which is located 50 miles (77 kilometers) to the southeast of Middletown. Wise travelers that want to find a Travelocity-listed hotel close to the action can read about the Best Western Manassas or the Super 8 Manassas.
Situated 45 miles (72 kilometers) away from central Middletown is Washington Dulles International Airport. Stay nearby at Embassy Suites Dulles Airport or Washington Dulles Airport Marriott.
Top reasons for your vacation to Middletown
- Shenandoah National Park: Explore hiking trails and enjoy stunning views of the Blue Ridge Mountains.
- Belle Grove Plantation: Visit this historic site with federal-style architecture and beautiful gardens.
- Cedar Creek and Belle Grove National Historical Park: Explore this park that commemorates the Civil War.
- Outdoor Recreation: Enjoy fishing and boating on the nearby Shenandoah River.
- Local Affinities and Vibes: Immerse yourself in the local experiences, from entertainment to historical sites, churches, and theaters.
Find your favorite hotels in Middletown
If you're planning an outdoor vacation in Middletown, Virginia, you'll find a range of hotel accommodations to suit your needs. Whether you're looking for a luxurious hotel with suites or a more budget-friendly motel room, there are options available. Popular hotels in or near Middletown offer comfortable and convenient stays, providing a great base for exploring the area. For assistance in finding the best hotel for your family, you can refer to a hotel map or consult online reviews for recommendations.
| Hotel name | Type | Stars | Description |
| Wayside Inn | Hotel | 3.5 | This 3.5-star rated hotel is a great option for your outdoor vacation in Middletown. It is conveniently located close to the theater, historical sites, and wedding venues. The hotel offers various amenities including a library, smoking area, bar, and friendly staff. Start your day with a delicious breakfast, which is included in your stay. Additionally, the hotel is pet-friendly, allowing you to bring your furry family members along. |
| Econo Lodge Inn & Suites | Hotel | 2.0 | If you are looking for a budget-friendly option, the 2.0-star rated Econo Lodge Inn & Suites is a good choice. It is located in an urban area with easy access to attractions like theaters and a swimming pool. The hotel offers amenities such as an indoor pool, sofa bed, free breakfast, bar, business facilities, and is pet-friendly. |
Explore the best activities and sights in Middletown
Middletown, Virginia offers a range of outdoor activities and attractions suitable for a family vacation. Must-visit destinations include the nearby Shenandoah National Park, where you can explore hiking trails and enjoy stunning views of the Blue Ridge Mountains. For a guided tour, visit Belle Grove Plantation, a historic site with federal-style architecture and beautiful gardens. History buffs will enjoy exploring the Cedar Creek and Belle Grove National Historical Park, which commemorates the Civil War. Additionally, Middletown offers opportunities for outdoor recreation, such as fishing and boating on the nearby Shenandoah River.
- Belle Grove Plantation: Explore the rich history and captivating beauty of Belle Grove Plantation. This historic house transports you to a bygone era with its stunning architecture and picturesque river views. Immerse yourself in the culture as you wander through the halls adorned with hockey memorabilia. Marvel at the breathtaking scenery surrounding the plantation, with its towering skyscrapers and vibrant entertainment scene. Don't miss the chance to visit the nearby urban churches and cathedral, offering a serene escape from the bustling city. For nature enthusiasts, the nearby mountain provides a perfect backdrop for outdoor adventures. Belle Grove Plantation is a must-visit for those seeking a unique cultural experience.
- Cedar Creek Battlefield Foundation: Step back in time at Cedar Creek Battlefield Foundation, a historic place that offers a glimpse into the past. Explore the rich history of the area as you stroll along the river, taking in the scenic views. Marvel at the towering skyscrapers that surround the battlefield, showcasing the vibrant entertainment scene. The nearby churches offer a peaceful retreat for reflection and contemplation. Don't miss the opportunity to catch a show at the urban theater, showcasing local talent. But what truly sets Cedar Creek Battlefield Foundation apart is the warm and friendly people who make every visit memorable. Immerse yourself in the culture and history of this incredible place.
- Cedar Creek and Belle Grove National Historical Park: Embark on an adventure at Cedar Creek and Belle Grove National Historical Park, a national state park that promises unforgettable experiences. Immerse yourself in the beauty of the river as you explore the historical sites. Feel the thrill of hockey as you learn about the area's significance in the sport's history. Marvel at the scenic views that surround the park, with its towering skyscrapers and vibrant entertainment scene. The nearby churches and cathedral offer a serene escape for reflection and contemplation. Catch a show at the theater or engage with the friendly people who call this park home. Whether you're seeking adventure, scenic beauty, or outdoor experiences, Cedar Creek and Belle Grove National Historical Park has it all.
Where to stay in Middletown
For your outdoor vacation in Middletown, Virginia, get ready to immerse yourself in the local affinities and vibes that will make your trip truly memorable. Located in close proximity to entertainment, churches, theaters, cathedrals, and historical sites, Middletown offers a variety of experiences for you and your family. Explore the nearby secluded lake for a peaceful and serene getaway, visit the captivating historic destinations to learn about the area's rich history, and take in the breathtaking views of the beautiful ridge that surrounds Middletown. Get ready for an adventure-filled vacation in the heart of Virginia's natural beauty.
- Luray: Luray is a charming city located 26.8 miles away from Middletown. It is known for its rich history and offers a unique experience with its museums and historical sites. Families can explore the city's hiking trails and immerse themselves in nature, surrounded by breathtaking mountain views. Luray also offers shopping opportunities and picturesque scenery, perfect for capturing beautiful family photos. The city is home to natural parks where families can enjoy picnics or take part in outdoor excursions. With its cozy cafes and welcoming atmosphere, Luray provides a delightful destination for an outdoor vacation with your family.
- Winchester: Winchester, only 12.4 miles away from Middletown, is a city filled with historical charm and urban ambiance. Families can immerse themselves in the city's rich history by visiting its historical sites and monuments. Winchester also offers stunning scenery and skyscrapers, providing a unique blend of natural beauty and urban architecture. The city is family-friendly, with plenty of shopping and dining options to cater to everyone's tastes. Families can enjoy a visit to cafes and theaters for entertainment. Winchester's vibrant atmosphere and diverse attractions make it a worthwhile destination for an outdoor vacation with your family.
- Front Royal: Located just 8.9 miles away from Middletown, Front Royal is a city that offers a mix of urban and natural experiences. Families can admire the city's skyscrapers and urban landscape while also enjoying the beauty of the nearby mountains and river. Front Royal is perfect for outdoor enthusiasts, as it provides opportunities for hiking and exploring nature. The city's historical sites and monuments offer a glimpse into the past, making it an educational and enjoyable destination for families. With its family-friendly atmosphere, Front Royal is a great choice for an outdoor vacation with your loved ones.
The travel seasons of Middletown
Trips to Middletown show no change in popularity throughout the year. The peak season to visit is from July to September, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.
Food and dining in Middletown
When visiting Middletown, Virginia, you must indulge in the local cuisine. One popular restaurant in the area is Italian Touch, a highly rated and highly popular pizzeria. They serve delicious Italian dishes made with fresh ingredients. If you're looking for farm-to-table eateries, Middletown has a few options that offer locally sourced and organic meals. For a delightful brunch experience, check out the various restaurants in Middletown that serve a range of breakfast and lunch options. Whether you're a senior citizen or visiting with one, Middletown has dining options suitable for all ages. Additionally, if you're willing to explore beyond Middletown, Shepherdstown, VA also offers some great dining destinations.
How do I find a great hotel with Travelocity?
Ensure your entire crew enjoys an unforgettable vacation. Explore our extensive collection of family-friendly hotels, distinguished by a special badge indicating their extra amenities for children. Our tailored filters allow you to effortlessly refine your search, focusing on accommodations in close proximity to renowned attractions, offering enhanced cleaning measures, all while staying within your budget.
Why should I book with Travelocity?
Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules require hassle-free trips. Our aim is to ensure stress-free travel every time you and your family make a booking with us, so you can spend less time worrying and more time creating cherished memories. With our assistance, you can discover and plan your ideal trip, benefit from transparent pricing and reliable reviews, and enjoy 24/7 customer support guaranteed before, during, and after your vacation.
How can I save money on my trip to Middletown?
When planning your trip to Middletown, Virginia, consider visiting during the less popular season from November to January to save on travel expenses. Bundle your flights, hotel, and car bookings together to take advantage of discounted prices. Inexpensive local attractions include visiting historical sites, exploring the nearby river, and enjoying affordable dining options. By taking advantage of these tips, you can have a budget-friendly family trip to Middletown.
Frequently asked questions
Recent Middletown hotel reviews by fellow wanderers
Holiday Inn Winchester Se-Historic Gateway by IHG
"Clean rooms and property. Very attentive staff."
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