Virginia, United States · North America
Middletown is worth a stop: 15 minutes from Strasburg, 15km from Skyline Caverns.
Middletown is a town located in Virginia, United States. With a population of 1,315, it is an important destination in North America.
On a road trip, Middletown sits in United States, where you drive on the right. It's in the America/New York time zone. Below you'll find where to stay, things to do nearby, and everything you need to add Middletown to your route.
The Middletown Historic District is a national historic district located in Middletown, Virginia. It originally encompassed 234 contributing properties, the majority of which are residential buildings and their associated outbuildings. The boundaries of the historic district are approximately Church Street, SenseneyRead more
Avenue, and First through Sixth Streets, except for a portion of Main Street that ends just south of Reliance Road (Route 627).
The non-residential historic structures include four specialty shops, a former theater, four churches, the Town Hall, two former schools, three warehouses and an inn. Notable buildings include the former Middletown Mission Church (c. 1818), Grace United Methodist Church (1897), the former Mt. Zion Church (1880), the former Middletown School (1909), the Town Hall (1880), the Wayside Inn (1797), Larrick's Tavern (1750), the former Wayside Theatre (1946), and Lafolette House (1800). Located in the district and separately listed on the National Register of Historic Places (NRHP) and Virginia Landmarks Register (VLR) is St. Thomas Chapel (1837).
The present-day Middletown area began developing in the mid-18th century due to the Great Wagon Road that brought settlers and commerce to the Shenandoah Valley. When the Virginia General Assembly formally established Middletown in 1796, there were already many residential and commercial buildings in the area. The town continued to develop thanks to the Valley Turnpike, present-day Main Street/U.S. Route 11, which connected the town to nearby Newtown (Stephens City) and Strasburg.
During the 19th century Middletown experienced continued residential and commercial growth until the Civil War. Many skirmishes took place in the area during Jackson's Valley campaign. The 1864 Battle of Cedar Creek, which began just south of the town limits before moving north through the town, resulted in many damaged properties. Commerce increased after a railroad track built in 1870 helped the town recover from the war's effects. Many of the town's historic houses were constructed in the late-19th century.
In the 20th century Route 11 was widened, utilities were installed, and the county's first high school opened in Middletown. Additional houses, warehouses, and commercial buildings, including a bank and movie theater, were constructed. A fire station built in the 1960s replaced historic houses, a trend that continued during the next few decades.
Due to the efforts of a local heritage group and with support from residents, a large portion of the town was listed as a historic district by the VLR and NRHP in 2003. Despite the historic designation, several contributing properties have been demolished. Town officials are hoping to avoid further demolition by encouraging residents to maintain their property and by preventing the construction of buildings that do not fit in with the character of the historic district.
Compare prices across Booking.com, Airbnb, Expedia, and more. Select your dates to see availability.
Pick your must-haves once: provider links open pre-filtered. Each filter lists which sites it applies to.
Compare before you book!
Prices can vary significantly between platforms. We recommend checking at least 2-3 sites to find the best deal for your stay in Middletown.
Discover famous landmarks, scenic roads, and more near Middletown.
Middletown offers many attractions including tourist sites, museums, parks, and local restaurants. Explore famous landmarks, scenic roads, and natural wonders on our interactive map and plan your visit.
Plan your road trip to Middletown with Plan Your Road Trips! Add Middletown as a destination, and we'll help you find the best route and discover more amazing places along the way.
Middletown is located in Virginia, United States, North America. The coordinates are 39.0276 latitude, -78.2806 longitude.
Middletown has a population of approximately 1,315 people, making it a town in United States.
Add to your itinerary
Start planning your road trip with Middletown as a destination. Create a custom route and discover more amazing places along the way.
Start Road TripDiscover destinations like Tinder
Swipe through stunning destinations near Middletown. Save your favourites and add them to your trip.
Essential numbers in United States
AAA roadside assistance: 1-800-222-4357. Right turn on red is legal in most states unless signed otherwise.
Full driving guide for United States4 notable places within an hour's drive.
natural wonder
A cave near Front Royal at the north end of Skyline Drive, known for anthodites: spiky white calcite crystals radiating in all directions, so rare they are guarded and shown only on the guided tour.
15 km · about 30 min drive
natural wonder
The largest and most popular caverns in the eastern US, featuring the Great Stalacpipe Organ and cathedral-sized chambers of formations.
45 km · about 50 min drive
scenic viewpoint
The highest viewpoint accessible by car on Skyline Drive, with a short trail to a 4,011-foot summit overlooking the Shenandoah Valley.
49 km · about 55 min drive
scenic viewpoint
One of 75 overlooks along Shenandoah's Skyline Drive, offering views of the Blue Ridge Mountains rolling in misty waves to the horizon.
53 km · about 60 min drive
Other places to explore near Middletown.
Create your perfect itinerary with our calendar-based planner. Add stops, discover attractions along the way, and share your trip with friends.
Start Planning