Book Chesterton Bed & Breakfast

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

Front of property - evening/night
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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See all available properties in Chesterton
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

View from property
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, (33)
"My husband and I spent our 25 wedding anniversary here. We took our 2 dogs with us. The house was spectacular and so was the beach. The sunsets were just beautiful. We will be back"
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Property grounds
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
Beach nearby
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
10.0 out of 10, Exceptional, (6)
"Great Stay!"
The price is $179
$230 total
includes taxes & fees
May 28 - May 29
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.

Chesterton B&B information

Number of reviews
23
Accommodation
1 B&B
Lowest Price
Highest Price

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.
What are the best B&Bs in Chesterton?
Here is a B&B that guests like 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 yard.
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.

Recent reviews of Chesterton hotels
Expedia verified reviews

Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

5/5 Excellent
"My girlfriends and i stayed here for a concert at 4 winds for one night and the room was basic but nice . Showers very nice and hot, nice indoor pool area. The morning breakfast buffet was the bomb!!! Very clean facility just the hallway carpets need updating . The staff are all very nice ! "
A verified traveler stayed at Baymont by Wyndham New Buffalo
Posted 21 hours ago
Baymont by Wyndham New Buffalo