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Old Town Triangle Hotels, Chicago

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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, (1,132 reviews)
"Great location, professional staff, room nice."
United States
Richard
The price is NZ$304
includes taxes & fees
2 July - 3 July
Hotel Lincoln

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, (2,508 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is NZ$563
includes taxes & fees
5 July - 6 July
Palmer House a Hilton Hotel

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, (3,676 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is NZ$337
includes taxes & fees
6 July - 7 July
Eurostars Magnificent Mile

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.7 km from Old Town Triangle
9.4 out of 10, Exceptional, (2,261 reviews)
"Wonderful stay"
United States
Taylor
The price is NZ$372
includes taxes & fees
5 July - 6 July
Silversmith Hotel Chicago Downtown

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.6 km from Old Town Triangle
7.8 out of 10, Good, (3,143 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is NZ$314
includes taxes & fees
5 July - 6 July
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, (1,666 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is NZ$280
includes taxes & fees
5 July - 6 July
The Chicago Hotel Collection Ambassador Gold Coast

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 2.4 km from Old Town Triangle
9.2 out of 10, Wonderful, (1,825 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is NZ$379
includes taxes & fees
5 July - 6 July
Omni Chicago Hotel

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, (2,300 reviews)
"Would definitely stay there again"
United States
Benjy
The price is NZ$379
includes taxes & fees
5 July - 6 July
The Godfrey Hotel Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.4 km from Old Town Triangle
9.4 out of 10, Exceptional, (2,134 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is NZ$394
includes taxes & fees
5 July - 6 July
Arlo 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, (10,185 reviews)
"Great stay!"
United States
Daniel
The price is NZ$312
includes taxes & fees
2 July - 3 July
Congress Plaza Hotel

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 2.5 km from Old Town Triangle
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place!"
United States
Kelly
The price is NZ$331
includes taxes & fees
5 July - 6 July
Moxy Chicago Downtown

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, (1,018 reviews)
"Great hotel to stay."
United States
Josias
The price is NZ$528
includes taxes & fees
6 July - 7 July
theWit Chicago, a Hilton Hotel

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, (3,479 reviews)
"Incredible location, comfortable rooms, great bar and a restaurant attached! Loved staying here!"
United States
Feng
The price is NZ$452
includes taxes & fees
5 July - 6 July
The Royal Sonesta Chicago Downtown

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
West Loop, 2.9 km from Old Town Triangle
9.2 out of 10, Wonderful, (513 reviews)
"Great place near the fun spots"
United States
Ronald
The price is NZ$626
includes taxes & fees
6 July - 7 July
Level Chicago Fulton Market

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 4.5 km from Old Town Triangle
7.6 out of 10, Good, (2,636 reviews)
"Great location and helpful staff."
United States
Ming
The price is NZ$279
includes taxes & fees
7 July - 8 July
Travelodge by Wyndham Downtown 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, (1,119 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is NZ$406
includes taxes & fees
6 July - 7 July
Staypineapple, An Iconic Hotel, The Loop

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.4 km from Old Town Triangle
8.6 out of 10, Excellent, (2,992 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is NZ$330
includes taxes & fees
5 July - 6 July
Warwick Allerton - Chicago

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, (1,000 reviews)
"Great stay!"
United States
Alondra
The price is NZ$350
includes taxes & fees
5 July - 6 July
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 3.7 km from Old Town Triangle
9.0 out of 10, Wonderful, (2,613 reviews)
"Excellent location, great staff, clean rooms "
Canada
Brigita
The price is NZ$355
includes taxes & fees
2 July - 3 July
Hyatt Centric The Loop 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, (1,667 reviews)
"Enjoyed our stay"
United States
keary
The price is NZ$255
includes taxes & fees
6 July - 7 July
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.

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.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Old Town Triangle Hotel Reviews

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

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