Tag Archives: downtown

Downtown Chesterton, Indiana


Charming and cute, downtown Chesterton is a fun spot to spend a leisurely afternoon. My kids and I did just that, visiting shops and enjoying the town’s relaxed tempo.

We window shopped at Ashley’s Jewelry by Design, and stopped in to look at the works on display at the Holly Jackson Art Studio and Gallery. We browsed at gift shops and clothing stores, saw Peggy Sue’s Diner – the embodiment of the traditional midwestern small-town diner.

A few people sat busily pecking at their laptops in the Red Cup Cafe and Deli. It looked like just the sort of coffee shop where I love to hang out and enjoy a hot cup of joe while I write about Lake Michigan Towns.

The heat of the day led us to Dog Days Ice Cream Parlor, a real find. The décor harks back to a more elegant time, with chandeliers and pretty white iron tables and chairs. A mural depicting a sunny summer day in Chesterton in the days of horse-drawn wagons and Model T cars takes up an entire wall. Guests can savor delicious gourmet gelatos and sorbets like Bananas Foster and Almond Joyful from a menu that changes weekly. Good stuff.

The cool shade beneath the trees of Thomas Centennial Park beckoned us, and we finished our ice cream there, pausing to take pictures on its pretty white gazebo, before heading off to Indiana Dunes State Park Beach.

Red Cup Cafe & Deli
‪115 Broadway
Chesterton, IN
‪(219) 929-1804
redcupcafeanddeli.com

Dog Days Ice Cream Parlor
‪119 South Calumet Road
Chesterton, Indiana
(219) 661-7890
dogdaysicecream.com

Shopping in Grand Haven

While the beach at the state park is the biggest draw to Grand Haven, there are plenty of activities to keep you busy when you’re not relaxing at the shore. Spend a few hours shopping in Grand Haven’s downtown district centered around the west end of Washington Street where it meets the water front. The district offers a nice mix of businesses, including clothing stores, antique shops, toy stores, souvenir shops, bakeries, greeting card shops and cafes.

At the far end of the boardwalk you’ll find Chinook Pier, a cluster of shops offering coffee, sweets, clothing, gifts and pizza. On Saturday and Wednesday mornings through the end of October a farmer’s market is held under the awning in the parking lot next door, where you’ll find flowers, farm fresh vegetables, honey, baked goods and more.