Destination guide

Explore the riverfront setting in Middletown

Come and experience Middletown and its entertainment, churches and theatre scene. This city's riverfront, hockey games and bars draw many visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in Middletown

Do you want to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Middletown a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Valerie Hill Winery (4.3 mi / 7 km)
  • Jackson's Chase Golf Course (4.6 mi / 7.4 km)
  • Blue Ridge Shadows Golf Club (5.6 mi / 9.1 km)
  • Appleland Sports Center (6.5 mi / 10.4 km)
  • Dinosaur Land (7.7 mi / 12.5 km)
  • Secret Passage Ranch (9.5 mi / 15.3 km)
Natural features

Exploring the natural landscape of Middletown

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Middletown is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Cedar Creek and Belle Grove National Historical Park (1.2 mi / 1.9 km)
  • Hupp's Hill Civil War Park (4.3 mi / 6.9 km)
  • Front Royal Entrance Shenandoah National Park (9.5 mi / 15.3 km)
  • Skyline Caverns (9.5 mi / 15.3 km)
  • Natural Art Garden Center (9.6 mi / 15.5 km)
  • State Arboretum of Virginia (11.8 mi / 18.9 km)
How to get there

Transport to and around Middletown

The nearest airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 30.3 mi (48.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Washington, DC (IAD-Washington Dulles Intl.), which is 44.9 mi (72.3 km) away.

Where to stay around Middletown?

Our 2019 accommodation listings offer a large selection of 9 holiday lettings near Middletown. From 3 Houses to 4 Cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Middletown for a long holiday or a weekend break is on HomeAway.

What are the most popular points of interest and landmarks to stay near when travelling to Middletown?

HomeAway offers a large selection of holiday accommodations near great places in Middletown. From HomeAway travellers, the most popular points of interest to stay near are:

  • Wayside Theater: 107 holiday lettings
  • Shenandoah River State Park: 247 holiday lettings
  • Burwell-Morgan Mill: 111 holiday lettings
  • Warren Rifles Confederate Museum: 171 holiday lettings
  • Winchester Medical Center: 53 holiday lettings

But there are many other points of interest around Middletown listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Middletown?

Yes, of course. HomeAway offers 3 Houses in Middletown. Our other popular types of Middletown holiday rentals include:

  • Cabins: 4 self catering accommodations
  • Cottages: 4 self catering accommodations
  • Bungalows: 4 self catering accommodations

Can I find a holiday accommodation with internet/wifi in Middletown?

Yes, you can select your preferred holiday accommodation with internet/wifi among our 8 holiday homes with internet/wifi available in Middletown. Please use our search bar to access the selection of holiday rentals available.