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
Hilton Garden Inn Chesterton
501 Gateway Boulevard
Chesterton, Indiana
Quality Inn
418 Council Road
Chesterton, Indiana
BEST WESTERN INDIAN OAK
558 Indian Boundary Road
Chesterton, Indiana
Econo Lodge Chesterton
713 Plaza Dr.
Chesterton, Indiana
Hotel Tips
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.
Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.
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.
Things To Do
Chesterton has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!
Chesterton is the place to buy jewelry offered by downtown merchants with a wide variety of lovely earrings, necklaces, bracelets and of course diamond rings. You are sure to find the top artisan brands and jewelry maker that brings a special touch to each piece offered.
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.
Why Do You Love Downtown?
DIANA MUEHLHAUSEN
Whenever we travel north, we stop for a couple extra days of shopping and relaxing in Ashland Oregon. Quaint, pretty, relaxing Ashland.
Rita
Maureen is there
Darby
Visiting in July for the 1st time!
Heather Anne Hopfinger
You do not have to walk far for a movie or some place great to shop or workout
Sking King
I love walking through downtown when the sun finally comes out. You can get a great organic meal at one place, yummy sushi nearby, and awesome beer. Not to mention the Criterion has fabulous shows.
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The American Cancer Society does not endorse any product or service.


