The Best Historic Hotels in Old Town Chicago, IL from SAR184 in 2024

Check availability on Old Town Chicago Historic Hotels

Pick from 3 Old Town Chicago Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

"Perfect choice while in town for a nearby family wedding. On a quiet leafy street, two blocks off commercial North Ave. Three story walk-up row house, only a few rooms, full kitchen/living room where continental breakfast is served daily, or on back deck. Loved our balcony room, a spacious king. Clean and newly painted. Friendly helpful staff. Only issue could be the street parking - and you do need a car to get around. You’re in a residential neighborhood with a school across the street....

SAR 888 total

includes taxes & fees

4 Jum. II - 5 Jum. II

"I messed up our reservation, but the young blond lady at the front desk got us a room with an AMAZING view!"

SAR 723 total

includes taxes & fees

30 Jum. II - 1 Raj.

Frequently asked questions

What should a history enthusiast expect from a trip to Old Town Chicago?

A trip to the significant historical sites in Old Town Chicago is likely first on your sightseeing list. While you’re here, you might want to visit the well-known zoo and array of shops. You can also take some time in this walkable area to enjoy the scenic lakeside.

How many historical hotels will I find in Old Town Chicago?

Old Town Chicago is home to 39 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.

What are the must-see historical places and other sights in Old Town Chicago?

Landmarks like Henry Gerber House and House of Glunz in Old Town Chicago might be worth a visit. Cultural venues include Second City and Lighthouse ArtSpace Chicago. In the area, you’ll also find Navy Pier and Wrigley Field.

What is a historic hotel like in Old Town Chicago?

By booking a historic hotel, guests can stay in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are often found within the guestrooms or public spaces of these historic hotels in Old Town Chicago, giving a historical feel.

What is the difference between a historic hotel and a heritage hotel?

“Heritage hotel” is more common in Asia and Europe, while “historic hotel” is a term often used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be the most important aspect. For a heritage hotel, it’s mainly the cultural value and how it inspired the community.

Do historic hotels in Old Town Chicago have modern facilities?

Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the normal amenities found in most hotels should be available at a historic hotel. Rest assured that when you choose a historic hotel in Old Town Chicago, you won’t find yourself staying at a place that’s uncomfortable for guests or simply rundown.