Destination guide

Head to the friendly city of Middletown

Enjoy the area's churches, architecture and festivals with a rental holiday home in Middletown. This welcoming city attracts visitors thanks to its shopping and restaurants. 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

Activities and attractions in Middletown

Are you looking for top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that Middletown has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Orange County Fairgrounds (1.5 mi / 2.4 km)
  • Soons Orchards (3.1 mi / 4.9 km)
  • Goshen Historic Track (5.9 mi / 9.5 km)
  • Castle Fun Center (9.1 mi / 14.6 km)
  • Warwick Valley Winery and Distillery (10.7 mi / 17.2 km)
  • Scenic Farms Golf Course (11 mi / 17.8 km)
Natural highlights

Exploring the natural landscape of Middletown

Whether you're looking for adventure or just want to spend some time taking in the scenery, Middletown is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Thomas Bull Memorial Park (8 mi / 12.9 km)
  • The Rock Sports Complex (10.1 mi / 16.3 km)
  • Pine Island Town Park (10.6 mi / 17.1 km)
  • Frederick Franck's Pacem in Terris (14.1 mi / 22.7 km)
  • Arrow Park Lake and Lodge (16.7 mi / 26.9 km)
  • Mary H Harriman Memorial Park (17.1 mi / 27.6 km)
How to get there

Transport options to and around Middletown

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 17.7 mi (28.5 km) from the city centre.

Where to stay near Middletown?

Our 2019 accommodation listings offer a large selection of 999 holiday rentals near Middletown. From 580 Houses to 121 Cabins, find unique holiday homes 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 homes near great places in Middletown. From HomeAway travellers, the most popular points of interest to stay near are:

  • Orange County Fairgrounds: 220 holiday rentals
  • Paramount Theatre: 238 holiday rentals
  • Orange County Fair Speedway: 232 holiday rentals
  • Warwick Valley Winery and Distillery: 189 holiday rentals
  • Holiday Mountain Ski and Fun Park: 181 holiday rentals

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 580 Houses in Middletown. Our other popular types of Middletown holiday rentals include:

  • Cabins: 121 holiday houses
  • Bungalows: 121 holiday houses
  • Cottages: 121 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Chalets and more.

Can I find a holiday accommodation with pool in Middletown?

Yes, you can select your preferred holiday accommodation with pool among our 323 holiday homes with pool available in Middletown. Please use our search bar to access the selection of holiday rentals available.

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