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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, (1,095 reviews)
"Great location, friendly staff, nice view and room"
United States
Michael
The price is 3.556.575 ₫
4.859.244 ₫ total
includes taxes & fees
13 May - 14 May
Hotel Lincoln

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, (2,478 reviews)
"Great place to stay "
United States
Mark
The price is 4.994.453 ₫
6.835.457 ₫ total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 3.8 km from Old Town Triangle
8.6 out of 10, Excellent, (2,420 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is 3.897.017 ₫
5.292.460 ₫ total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.7 km from Old Town Triangle
9.2 out of 10, Wonderful, (2,241 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
The price is 3.142.118 ₫
4.540.195 ₫ total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 3.1 km from Old Town Triangle
9.4 out of 10, Exceptional, (3,403 reviews)
"Enjoyed our 5 night stay immensely"
United States
Marilyn
The price is 4.979.961 ₫
6.764.191 ₫ total
includes taxes & fees
24 May - 25 May
The Royal Sonesta Chicago Downtown

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.6 km from Old Town Triangle
9.4 out of 10, Exceptional, (4,001 reviews)
"Enjoyed the stay"
United States
Adam
The price is 3.500.096 ₫
4.904.024 ₫ total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 3.5 km from Old Town Triangle
9.4 out of 10, Exceptional, (1,052 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is 3.504.469 ₫
4.938.472 ₫ total
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 5.1 km from Old Town Triangle
8.8 out of 10, Excellent, (1,968 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is 3.449.084 ₫
4.100.958 ₫ total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Chicago Downtown South Loop

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.6 km from Old Town Triangle
8.0 out of 10, Very good, (2,930 reviews)
"Great stay"
United States
Agnes Nmabila
The price is 2.579.567 ₫
3.536.826 ₫ total
includes taxes & fees
25 May - 26 May
Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 1.2 km from Old Town Triangle
8.2 out of 10, Very good, (1,393 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is 4.359.508 ₫
5.183.322 ₫ total
includes taxes & fees
14 May - 15 May
The Chicago Hotel Collection Ambassador Gold Coast

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.3 km from Old Town Triangle
9.0 out of 10, Wonderful, (3,293 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is 5.220.659 ₫
7.135.219 ₫ total
includes taxes & fees
27 May - 28 May
Swissotel - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 4.5 km from Old Town Triangle
8.0 out of 10, Very good, (10,170 reviews)
"Great stay"
United States
Matthew
The price is 3.515.477 ₫
4.179.634 ₫ total
includes taxes & fees
9 May - 10 May
Congress Plaza Hotel

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, (1,000 reviews)
"Great staff, beautiful hotel, location centralized "
United States
Komesha
The price is 4.536.609 ₫
6.167.117 ₫ total
includes taxes & fees
8 May - 9 May
theWit Chicago, a Hilton Hotel

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.4 km from Old Town Triangle
8.8 out of 10, Excellent, (2,137 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is 4.537.298 ₫
6.322.724 ₫ total
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 3.8 km from Old Town Triangle
8.4 out of 10, Very good, (1,004 reviews)
"A fantastic hotel for solo travelers - perfect area, close to museums and restaurants, great bar"
United States
Michelle Renee
The price is 3.925.405 ₫
4.667.189 ₫ total
includes taxes & fees
8 May - 9 May
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 3.1 km from Old Town Triangle
9.4 out of 10, Exceptional, (3,670 reviews)
"Loved staying at this hotel"
United States
Kimberly Marie
The price is 4.678.528 ₫
6.336.143 ₫ total
includes taxes & fees
10 May - 11 May
LondonHouse Chicago, Curio Collection by Hilton

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 2.4 km from Old Town Triangle
8.4 out of 10, Very good, (576 reviews)
"Great location great staff great hotel!"
United States
Refak
The price is 2.853.597 ₫
3.349.837 ₫ total
includes taxes & fees
25 May - 26 May
FOUND Hotel Chicago River North

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 2.2 km from Old Town Triangle
8.8 out of 10, Excellent, (2,203 reviews)
"Beautiful inside and out with tons to do within walking distance."
United States
Valerie
The price is 3.140.801 ₫
4.326.643 ₫ total
includes taxes & fees
25 May - 26 May
The Godfrey Hotel Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 3.1 km from Old Town Triangle
8.8 out of 10, Excellent, (2,231 reviews)
"Perfect location great room for the price "
United States
Lisa
The price is 4.163.142 ₫
4.949.850 ₫ total
includes taxes & fees
7 May - 8 May
Club Quarters Hotel Wacker at Michigan, Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 2.4 km from Old Town Triangle
7.8 out of 10, Good, (1,351 reviews)
"It was a great stay and good getaway "
United States
Ciara
The price is 3.502.572 ₫
4.164.455 ₫ total
includes taxes & fees
10 May - 11 May
The Chicago Hotel Collection - 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.

Where to stay in Old Town Triangle

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

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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.

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

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.
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 16 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 Navy Pier, Wrigley Field and Michigan Avenue. United Center and Hudson Chess Park are also worth a visit when you're out sightseeing in Chicago.