Middletown, VA

The Wayside Inn is a cherished historical landmark located on Main Street in Middletown. First established in 1797, it has served travelers, soldiers, and families for centuries and is considered one of America’s oldest continuously operating inns. Each room is uniquely decorated with antique furnishings, offering guests a glimpse into the 18th and 19th centuries. The inn also features a renowned restaurant serving hearty, Southern-inspired meals and local favorites. Guests can enjoy fireside dining, live music on weekends, and ghost tours that share eerie legends tied to the inn’s past. With its authentic colonial charm and rich storytelling, the Wayside Inn offers a truly immersive experience. It’s ideal for romantic getaways, history tours, or a peaceful overnight stay in a landmark setting. Visitors can explore nearby shops and attractions right from the inn’s central location. We provide personalized pick-up and drop-off service to and from the Wayside Inn for guests.

This nationally recognized park tells the story of the pivotal Civil War Battle of Cedar Creek and the lives of those who lived and fought there. The site features well-preserved battlefield grounds, walking trails, visitor centers, and guided tours that bring history to life. Belle Grove Plantation, a stunning 18th-century estate within the park, offers guided house tours, gardens, and seasonal events. The park hosts living history events, reenactments, and ranger programs that engage visitors of all ages. With miles of walking trails and educational signage throughout, guests can take a self-paced or guided journey into America’s past. There’s ample parking, but arriving by professional transportation adds convenience and a stress-free experience. History educators, students, and Civil War enthusiasts frequently visit the grounds throughout the year. The park is also a serene destination for quiet reflection or countryside photography. We provide transportation packages tailored to group tours or single guests.

The Middletown Veterans Memorial is a beautifully maintained monument honoring the brave men and women of the community who served in the U.S. Armed Forces. Located near the heart of town, it features engraved granite walls, flags, and tranquil landscaping that invite peaceful reflection. The site serves as the focal point for Memorial Day and Veterans Day ceremonies, bringing the community together to honor their heroes. Families, veterans, and visitors often stop by to pay their respects and take in the serene atmosphere. The memorial is accessible and open year-round, offering benches and shaded areas for comfort. The pride of Middletown’s citizens is reflected in the site’s upkeep and the reverence shown during commemorative events. Whether you’re visiting to learn about local history or to support a loved one’s legacy, the Veterans Memorial is a deeply meaningful stop. We offer respectful transportation for families attending events or visiting to honor fallen service members.