Destination guide

Travel to tranquil Chesterton

The riverfront, beaches and lake display a scene truly unique to Chesterton. This relaxing city is known for its coffeehouses, bird watching and shopping. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities

Activities and attractions in Chesterton

Are you hoping to find things to do during your stay? Venture out of your cozy vacation rental and check out everything that Chesterton has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Washington Park Zoo (11.7 mi / 18.9 km)
  • Deep River Water Park (12.7 mi / 20.5 km)
  • Legacy Hills Golf Club (15.8 mi / 25.4 km)
Weather

Seasonal weather averages in Chesterton

If you're hoping to enjoy some warm-weather activities on your vacation, July, June, August and September are the hottest months to visit, when temperatures average 82°F.

Natural features

Exploring the natural landscape of Chesterton

Chesterton is famous for its pristine beaches and panoramic lake views. Whether you're an adventurous traveler or just want to appreciate the scenery, Chesterton is a great spot to appreciate mother nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Indiana Dunes National Lakeshore (3.4 mi / 5.4 km)
  • Indiana Dunes State Park (3.9 mi / 6.3 km)
  • Marquette Park (10.7 mi / 17.1 km)
How to get there

Transportation to and around Chesterton

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 37.7 mi (60.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Chicago, IL (ORD-O'Hare Intl.), which is 50.9 mi (81.9 km) away.

Where to stay around Chesterton?

Our 2019 property listings offer a large selection of 867 vacation rentals near Chesterton. From 602 Houses to 162 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chesterton for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Chesterton?

HomeAway offers a large selection of vacation rentals near lovely places in Chesterton. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Indiana Dunes National Lakeshore: 519 vacation rentals
  • Indiana Dunes State Park: 1,048 vacation rentals
  • Coffee Creek Watershed Conservancy Preserve: 420 vacation rentals
  • Four Winds Casino New Buffalo: 1,040 vacation rentals
  • New Buffalo Station: 1,029 vacation rentals

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

Can I rent Houses in Chesterton?

Yes, of course. HomeAway has 602 Houses in Chesterton. Our other popular types of vacation rentals in Chesterton include:

  • Cabins: 162 rentals available
  • Cottages: 162 rentals available
  • Bungalows: 162 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Chesterton?

Yes, you can select your preferred vacation rental with pool among our 295 vacation rentals with pool available in Chesterton. Please use our search bar to access the selection of vacation rentals available.