Destination guide

Why people love visiting scenic Middletown

The area's entertainment and festivals are just some of the reasons to come on holiday to Middletown. This scenic city is known for its basketball games, university setting and riverfront. Bushnell Park and Lake Compounce are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.


Activities and attractions in and around Middletown

Are you hoping to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Middletown a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Lake Compounce (15.3 mi / 24.7 km)
  • Brownstone Exploration & Discovery Park (2 mi / 3.2 km)
  • Cromwell Meadows Wildlife Management Area (3.1 mi / 5 km)
  • Arrigoni Winery (3.5 mi / 5.6 km)
  • Indian Springs Golf Club (4.1 mi / 6.6 km)
  • Lyman Orchards (4.7 mi / 7.5 km)
Natural features

Exploring the natural features in Middletown

Whether you're an active traveller or just want to spend some time taking in the scenery, Middletown is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Bushnell Park (15.1 mi / 24.3 km)
  • Harbor Park (1 mi / 1.7 km)
  • Middletown Nature Gardens (1.3 mi / 2.1 km)
  • Dooley Pond Public Access (2.3 mi / 3.7 km)
  • Ron McCutcheon Park (2.4 mi / 3.8 km)
  • Wadsworth Falls State Park (2.6 mi / 4.2 km)
How to get there

Travelling to and around Middletown

Fly into Hartford, CT (HFD-Hartford - Brainard), the closest airport, located 13.5 mi (21.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to New Haven, CT (HVN-Tweed - New Haven Regional), which is 22.8 mi (36.6 km) away.

How many holiday rentals are available around Middletown?

Our 2020 accommodation listings offer a large selection of 363 holiday lettings around Middletown. From 216 houses to 95 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What is the best area to stay when travelling to Middletown?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Middletown:

  • Downtown: 37 holiday homes
  • Westbrook Center: 62 holiday homes
  • Madison Center: 30 holiday homes
  • Saybrook Manor: 37 holiday homes
  • Mill River: 26 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Middletown? offers a large selection of holiday accommodations near great places in Middletown. From travellers, the most popular points of interest to stay near are:

  • General Mansfield House: 90 holiday lettings
  • Van Vleck Observatory: 91 holiday lettings
  • Middletown Nature Gardens: 154 holiday lettings
  • Wesleyan University: 90 holiday lettings
  • Ron McCutcheon Park: 205 holiday lettings

But there are many other points of interest around Middletown listed on 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. offers 216 Houses in Middletown. Our other popular types of Middletown holiday rentals include:

  • Cabins: 95 self catering accommodations
  • Bungalows: 95 self catering accommodations
  • Cottages: 95 self catering accommodations

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

Can I find a holiday accommodation with pool in Middletown?

Yes, you can select your preferred holiday accommodation with pool among our 37 holiday homes with pool available in Middletown. Please use our search bar to access the selection of holiday rentals available.