Search Bed and Breakfast in Chesterton

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Featured B&B in Chesterton

Valparaiso Inn Bed & Breakfast
Front of property – evening/night

Valparaiso Inn Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (25)
"The room was spotless, the bed was very comfortable, the gourmet breakfasts were superb, and the host was friendly and knowledgeable. It exceeded our expectations!"
Valparaiso Inn Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chesterton

The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (38)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
The Neighborhood Hotel - Grand Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Frequently asked questions

Searching for B&Bs in Chesterton?
Whether you’re on a family holiday and want a small, cosy place to stay, or you’re travelling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many types of holidaymakers. If your ideal holiday to Chesterton includes spending lots of time outside, Indiana Dunes Visitor Center and Coffee Creek Watershed Conservancy Preserve are good spots to enjoy the scenery.
Are you thinking about an apartment instead of a traditional hotel?
Every B&B has its own unique feel — whether it’s a comfy common area with a fireplace or a beautiful breakfast room, the tiny details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Chesterton?
Take a look at this B&B in the area: Valparaiso Inn Bed & Breakfast: 5 rooms. 9.7 mi (15.6 km) from the heart of Chesterton. Enjoy the free full breakfast and private garden.
When is the best time to book my B&B in Chesterton?
When you’re planning your trip to Chesterton, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.
What is there to do in Chesterton?
Travellers looking to spend some time in nature enjoy Chesterton for its beaches and lakeside setting. Spend some time exploring Lake Michigan and Indiana Dunes Visitor Center if you’re hoping to see some of the area’s natural features. You should put Coffee Creek Watershed Conservancy Preserve and Indiana Dunes National Park on your list if you want to see more of the area.
How can I get to and around Chesterton?
You can map out your trip in and around Chesterton ahead of time with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O’Hare International Airport (ORD), which is 50.2 mi (80.7 km) away. If you’d like to explore around the area, you may want a rental car for your journey.