Search B&B in Chesterton

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Compare 1 B&B in Chesterton with updated reviews, rates, and availability.

Valparaiso Inn Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (23)
"From start (amazing, healthy and filling breakfasts) to finish (hot tub under the stars), the Inn delivered. Plenty of nooks to escape to, like chairs in the shade outside or various living rooms and the innkeepers couldn't have been nicer or more helpful, down to suggesting restaurants from among the many to choose from and even making our reservation. Can't imagine wanting to stay anywhere else. Close to Dune beaches (20 minutes -- visit the smaller ones for fewer crowds) and very easy walk to...
Valparaiso Inn Bed & Breakfast
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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.

Other property types in Chesterton

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, (35)
"We LOVED our stay here and plan to be back! Perfect cozy house by the beach. The deck is so nice and gives you so much extra space. Owners were very responsive and helpful during our stay. Steps down to the beach are fairly steep. I brought my arthritic 10 year old dog and she did good, but keep in mind for older dogs or anyone with stair issues. Parking is right next to the house which is so convenient. I honestly can’t think of any other amenities that would have made the trip better!"
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Blue Birdhouse by the Beach
9.6 out of 10, Exceptional, (12)
"My Niece and I stayed at the Blue Birdhouse for her Spring Break and to see if we wanted to visit this area in the summertime, as we had never been there. The Owner of this house was gracious and kind and very responsive to any questions or requests. We also took our dogs with us and they had a blast in the fenced back yard! Every time we went to look somewhere up to visit, it seemed like everywhere was between 5 - 10 minutes away! Location is absolutely awesome and close to virtually...
Blue Birdhouse by the Beach
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
10.0 out of 10, Exceptional, (6)
"Great Stay!"
The price is AED 657
AED 843 total
includes taxes & fees
9 Jun - 10 Jun
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
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.

Frequently asked questions

Searching for B&Bs in Chesterton?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers. If your ideal vacation to Chesterton includes spending lots of time outside, Indiana Dunes National Park and Indiana Dunes Visitor Center are good spots to enjoy the scenery.
Are you thinking about a B&B for your stay?
B&Bs all have a unique charm. Whether it’s a cozy reading space or a sunlit breakfast nook, the little details are what make bed and breakfasts a fun place to get away.
When is the best time to book my B&B in Chesterton?
When you’re planning your stay in Chesterton, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.
What is there to do in Chesterton?
Travelers looking to spend some time in nature enjoy Chesterton for its beaches and lakeside setting. Spend some time exploring Indiana Dunes National Park and Lake Michigan if you’re hoping to see some of the area’s natural features. You might put Indiana Dunes Visitor Center and Indiana Dunes State Park on your list if you want to see more of the area.
How can I get to and around Chesterton?
You can plan your excursions 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. You can also search for flights into Chicago O’Hare Intl. Airport (ORD), which is 50.2 mi (80.7 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.

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