Downtown Chesterton, Indiana
Discover shopping, dining, and accommodation in downtown Chesterton.
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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!
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The American Cancer Society does not endorse any product or service.


