Downtown Oswego, Illinois

Discover shopping, dining, and accommodation in downtown Oswego.

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Hotels

AMERICINN OSWEGO

1050 DOUGLAS ROAD

Oswego, Illinois

Holiday Inn Express Hotel & Suites Chicago-Oswego

2055 Wiesbrook Dr

Oswego, Illinois

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.

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

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 has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.

Oswego is the place to plan your wedding. You'll be spending a lot of time downtown as there are so many wonderful shops to find invitations, photographers, bakers, caterers and jewelers. Planning your wedding will be a breeze with so much support from local merchants to make a perfect and memorable day.

Oswego has that special dining venue and you are sure to find something to please with numerous meals served to satisfy each palette. A wide variety of restaurants and delis are available to choose from with a nice selection of entrees and especially desserts.

Why Do You Love Downtown?

Aimee Cavill

Love to wander through this beautiful town and I love the wineries!

CJ

Great vibe to this town! My mom lives in Medford so when I come to visit, I like to stop in Ashland.

Schuyler Judd

Interesting people and shops!

Taree Hines

Historic

Darle & Tom Warta

Convent, close, & friendly people!

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