Historical Hotels in Wicker Park, Chicago

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Dec 27 - Dec 28
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Dec 28 - Dec 29
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Featured Wicker Park 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 11 - Jan 12, 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.
Pool
Spa
Ruby Room

Ruby Room

2.5 out of 5
1745 W Division St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $148 total per night
$148 total
Dec 28 - Dec 29
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 4 - Jan 5, 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.
Breakfast included
Spa
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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.

Wicker Park hotels essential information

Accommodation
4,803 hotels
Lowest Price
$148
Highest Price
$218
Popular hotels
The Robey, Chicago, a Member of Design Hotels, Ruby Room, Wicker Park Inn

Recent Historic Hotels Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

5/5 Excellent
"Clean rooms, extremely friendly staff, onsite Starbucks, Lockwood restaurant was amazing, beautiful gathering area in the lounge. Close to all the Christmas must do’s. Decorated so so beautifully for Christmas!"
A verified traveler stayed at Palmer House a Hilton Hotel
Posted 3 days ago
Palmer House a Hilton Hotel