Downtown Chesterton, Indiana

Discover shopping, dining, and accommodation in downtown Chesterton.

Plan your trip in Chesterton using Travique: AI Powered Planner

Moving to Chesterton?

Order a Free Relocation Guide

We are seeking partnerships with forward-thinking city officials and business leaders to replicate
our system in their downtowns and launch cities together.

Shop Downtown Discount Card

ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

Shop

Gen. Tech LLC

(219) 617-5187

131 Ivy Street

Chesterton, Indiana

Deal or Discount: Military Veterans Discounts Daily

Authentic Thai Food and Sushi.

Hotels

BEST WESTERN INDIAN OAK

558 Indian Boundary Road

Chesterton, Indiana

Hilton Garden Inn Chesterton

501 Gateway Boulevard

Chesterton, Indiana

Econo Lodge Chesterton

713 Plaza Dr.

Chesterton, Indiana

Quality Inn

418 Council Road

Chesterton, Indiana

Hotel Tips

Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.

Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the day.

Not all online booking systems are fully integrated with hotel reservations systems so there is a chance that smaller hotels are hand entering your stay from a fax machine which leaves room for errors. Book directly with hotel to avoid any problems and ask for a price match if you find a better price online.

Things To Do

Chesterton brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Chesterton is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

Chesterton is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.

Why Do You Love Downtown?

Rita

Maureen is there

Jennifer Birmingham

Love all the local shops.

Brandon Trujillo

Great Food

Randy Swansen

We haven't been before, but we're looking forward to coming down next week!

Darcie Maassen

I love Downtown because I love the beautiful historic buildings. It's a very pretty area aesthetically. I also appreciate the great variety of delicious dining within a small area. Favorites include Capers, Pomodori, Paisanos, Bricktowne Brewery, Elements Tapas bar, Porters, Larks and 4 Daughters. They are all within 4-5 blocks!

Join our newsletter

Support Cancer Research

The American Cancer Society does not endorse any product or service.