Historical Hotels in West Town, Chicago

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Dec 16 - Dec 17
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Dec 17 - Dec 18
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Featured West Town Historic Hotels

The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels

3.5 out of 5
2018 W. North Ave. Chicago IL
Free Cancellation
$149 nightly
The price is $174 total per night
$174 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at The Robey, Chicago, a Member of Design Hotels enjoy a gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 49.00 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include meeting rooms, conference space, and a seasonal outdoor pool.
Ruby Room

Ruby Room

2.5 out of 5
1745 W Division St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $140 total per night
$140 total
Dec 17 - Dec 18
Total with taxes and fees
Ruby Room features free WiFi in public areas and a garden. Staff members can help with accommodation requests, and provide concierge services. This boutique hotel also has wedding services.
Free WiFi
Air conditioning
Wicker Park Inn

Wicker Park Inn

3.5 out of 5
1331 N Wicker Park Ave Chicago IL
$186 nightly
The price is $218 total per night
$218 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Wicker Park Inn enjoy access to free WiFi in public areas, meeting rooms, and spa services. Self parking is offered for USD 45.00 per night. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include express check-in, express check-out, and a garden.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

West Town hotels essential information

Accommodation
4,869 hotels
Lowest Price
$140
Highest Price
$218
Popular hotels
The Robey, Chicago, a Member of Design Hotels, Ruby Room, Wicker Park Inn

Recent Historic Hotels Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

5/5 Excellent
"The rooms were comfortable and spacious. The bed was comfortable. The vent up near the ceiling in my room needed to be cleaned. The shower was fantastic. Could have used instructions on how to use the coffee maker lol. The location was amazing! We hung out down in the lobby area and the staff were super nice. We had some shareables to eat and everything was good. We did not eat breakfast. I would recommend and stay here again. "
A verified traveler stayed at Silversmith Hotel Chicago Downtown
Posted 11 hours ago
Silversmith Hotel Chicago Downtown

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