
North Side Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top rated hotels for your North Side vacation package

Hotel Lincoln
1816 N Clark Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
2.55 mi from city center
$143 nightly
The price is $168 total per night
$168 total
Nov 26 - Nov 27
Total with taxes and fees
Guests staying at Hotel Lincoln enjoy a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 75 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include a 24-hour business center, a microwave in a common area, and a computer station.
Pet friendly
Free WiFi

The Willows Hotel
555 W Surf St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
1.74 mi from city center
$99 nightly
The price is $116 total per night
$116 total
Dec 2 - Dec 3
Total with taxes and fees
Guests of The Willows Hotel enjoy free WiFi in public areas, coffee in a common area, and a vending machine. Front-desk staff can answer questions 24/7, and assist with securing valuables, luggage storage, and concierge services. This boutique hotel also has a fireplace in the lobby.
Free WiFi
Air conditioning

The Majestic Hotel
528 W Brompton Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
1.97 mi from city center
$126 nightly
The price is $147 total per night
$147 total
Dec 1 - Dec 2
Total with taxes and fees
Renovated in 2025, The Majestic Hotel offers a gym, free WiFi in public areas, and coffee in a common area. Limited parking is available. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and concierge services. Other amenities at this boutique hotel include a meeting room, laundry facilities, and a fireplace in the lobby.
Free WiFi
Air conditioning
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.
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