Downtown Oswego, Illinois

Discover shopping, dining, and accommodation in downtown Oswego.

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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.

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Hotels

Holiday Inn Express Hotel & Suites Chicago-Oswego

2055 Wiesbrook Dr

Oswego, Illinois

AMERICINN OSWEGO

1050 DOUGLAS ROAD

Oswego, Illinois

Hotel Tips

Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

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

Oswego hosts several events per year for your listening enjoyment but visit your piano shop to learn how to play and possibly purchase your grand, upright or digital piano. Don't forget the specialty work involved such as tuning and moving which are performed by skilled technicians.

Oswego helps you expand your skills and learn some new ways to expand your artisan flare? Sign up for classes at your kitchen supply store, yarn shop, art and craft shop and photo gallery. You'll be having great fun with your new friends as you you take on that next project.

Oswego brings meaning to leisure time while enjoying the local yarn shop and wandering through in amazement with the different fibers and vast array of colors. Signing up for a class is easy and fun and serves as a great getaway for a few hours to enjoy the company of fellow knitters.

Why Do You Love Downtown?

Kim Knox

All the quaint shops, I like to support small business.

Terri Simon

I love to dine at the Inn and to shop at specialty shops.

Deborah

Jacksonville is utterly charming! I love browsing Terra Firma and Pickety Place, eating delicious Umi Sushi, and sitting under the amazing wisteria in the Bella Union garden. I always go to the library in that sweet little building, where Lauren the librarian knows me by name (and recommends good books). The Good Bean people are awfully nice, and even the clerks at Umpqua Bank are especially kind and friendly. Best little downtown ever!

Snow Charpentier

It's grown and changed so much since I moved away for a few years and came back. Great to see a lot of smaller businesses expanding and hoping to contribute to the growth of downtown Medford.

Dorothy Wilson

Unique shopping-love the atmosphere

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