Old Town Triangle Hotels, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Old Town Triangle hotels

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Triangle
7.8 out of 10, Good, (1067)
"Front desk and valet were excellent. Quick check in. "
United States
Sean
The price is NZ$218
includes taxes & fees
12 Jan - 13 Jan 2026
Hotel Lincoln

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 2.9 km from Old Town Triangle
8.8 out of 10, Excellent, (3538)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is NZ$233
includes taxes & fees
28 Jan - 29 Jan 2026
voco Chicago Downtown - Riverwalk by IHG

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.2 km from Old Town Triangle
9.4 out of 10, Exceptional, (3408)
"The Hotel was amazing great location "
United States
Donnisha
The price is NZ$340
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 2.2 km from Old Town Triangle
8.6 out of 10, Excellent, (1955)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is NZ$232
includes taxes & fees
26 Jan - 27 Jan 2026
The Godfrey Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
3.4 km from Old Town Triangle
8.6 out of 10, Excellent, (1805)
"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."
United States
Gina
The price is NZ$313
includes taxes & fees
4 Jan - 5 Jan 2026
Radisson Blu Aqua Hotel Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 2.3 km from Old Town Triangle
9.0 out of 10, Wonderful, (3176)
"stunning hotel"
Canada
Yiwei
The price is NZ$188
includes taxes & fees
28 Jan - 29 Jan 2026
Eurostars Magnificent Mile

The Wade

The Wade
4.5 star property
Streeterville, 2.9 km from Old Town Triangle
8.4 out of 10, Very good, (1551)
"All was great room view and staff "
United States
STANLEY
The price is NZ$187
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 2.8 km from Old Town Triangle
8.8 out of 10, Excellent, (2212)
"It was a beautiful stay "
United States
Donald
The price is NZ$172
includes taxes & fees
14 Jan - 15 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 2.8 km from Old Town Triangle
9.0 out of 10, Wonderful, (2674)
"Love this hotel!!! "
United States
Jennifer
The price is NZ$353
includes taxes & fees
4 Jan - 5 Jan 2026
InterContinental Chicago Magnificent Mile by IHG

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 2.7 km from Old Town Triangle
8.6 out of 10, Excellent, (2998)
"Great place to stay"
United States
Elisha
The price is NZ$173
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 3.2 km from Old Town Triangle
9.0 out of 10, Wonderful, (1014)
"Great views and super comfortable bed. "
United States
Keely
The price is NZ$346
includes taxes & fees
25 Jan - 26 Jan 2026
theWit Chicago, a Hilton Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 3.8 km from Old Town Triangle
9.4 out of 10, Exceptional, (2292)
"Great stay!"
United States
Angela
The price is NZ$232
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Old Town Triangle
9.6 out of 10, Exceptional, (3457)
"Amazing place to stay and super accommodating "
United States
Carson
The price is NZ$283
includes taxes & fees
16 Jan - 17 Jan 2026
L7 Chicago by LOTTE

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 2.9 km from Old Town Triangle
8.2 out of 10, Very good, (2775)
"Excellent place to stay "
United States
Teniesha
The price is NZ$218
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 3.9 km from Old Town Triangle
8.8 out of 10, Excellent, (3337)
"Great hotel "
United States
Anthony
The price is NZ$165
includes taxes & fees
12 Jan - 13 Jan 2026
Club Quarters Hotel, Central Loop, Chicago

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
River North, 2.6 km from Old Town Triangle
9.4 out of 10, Exceptional, (1167)
"Great stay!"
United States
Tea
The price is NZ$232
includes taxes & fees
11 Jan - 12 Jan 2026
Aloft Chicago Downtown River North

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 3.4 km from Old Town Triangle
8.8 out of 10, Excellent, (1480)
"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
The price is NZ$181
includes taxes & fees
25 Jan - 26 Jan 2026
Cambria Hotel Chicago Loop - Theatre District

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
River North, 2.5 km from Old Town Triangle
8.8 out of 10, Excellent, (1011)
"Great location."
United States
Jeremy
The price is NZ$204
includes taxes & fees
29 Jan - 30 Jan 2026
AC Hotels by Marriott Chicago Downtown

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 2.8 km from Old Town Triangle
9.2 out of 10, Wonderful, (1008)
"Great location, great hotel, friendly staff "
United States
Eric
The price is NZ$231
includes taxes & fees
25 Jan - 26 Jan 2026
Springhill Suites by Marriott Chicago Downtown/ River North

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 2.6 km from Old Town Triangle
8.6 out of 10, Excellent, (4292)
"Amazing staff and perfect location "
United States
Brandi
The price is NZ$152
includes taxes & fees
26 Jan - 27 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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.

Our guide on where to stay in Old Town Triangle

Find the best Old Town Triangle areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Old Town Triangle Hotel Reviews

Frequently asked questions

What is Old Town Triangle like?
Guests are sure to enjoy their time checking out all that Chicago's Old Town Triangle neighbourhood has to offer. Are you looking for Old Town Triangle travel tips? Make sure that you visit Second City and Park West while you're in the neighbourhood.
Where is the best hotel for a stay in Old Town Triangle?
Based on Expedia customer reviews, Hotel Lincoln is the highest ranked property in Old Town Triangle. This hotel is a short 11-minute walk from Lake Michigan, and it offers a restaurant and a 24-hour fitness centre.
How many hotels should I expect to find in the Old Town Triangle area?
When you want to put your feet up after a day of exploring the sights in Chicago, you can choose from 19 Expedia hotels and other accommodation options in Old Town Triangle.
If I need to cancel my hotel reservation in Old Town Triangle, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review top deals in Old Town Triangle.
What are the top things to see and do in Old Town Triangle?
Attractions such as Second City, Park West and Chicago History Museum highlight Chicago's cultural scene. Armitage Avenue and Henry Gerber House are also a couple of places to visit in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Wrigley Field and Navy Pier. United Center and Hudson Chess Park are also worth a visit when you're out sightseeing in Chicago.

Explore a world of travel with Expedia