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Hotels in Old Town Triangle

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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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Our top choices for Old Town Triangle hotels

A rooftop lounge with a fire feature, seating, and a city view.

1. Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Triangle
7.8 out of 10, Good, (1,161 reviews)
"Very clean and staff were incredibly friendly. Only complaint was lack of in room amenities, but now that I know I could be a bit better prepared and would definitely stay again."
United States
Keira
The price is S$231
includes taxes & fees
1 Sept - 2 Sept
Hotel Lincoln
A spacious lobby with a central coffee table, sofas, and a large mirror.

2. 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
8.0 out of 10, Very good, (2,117 reviews)
"Good place to stay"
United States
Alma
The price is S$216
includes taxes & fees
7 Sept - 8 Sept
The Chicago Hotel Collection Ambassador Gold Coast
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

3. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 1.1 km from Old Town Triangle
9.0 out of 10, Wonderful, (1,449 reviews)
"Nice upscale hotel in a great area."
United States
Christie
The price is S$197
includes taxes & fees
7 Sept - 8 Sept
Claridge House Chicago, Tapestry Collection by Hilton
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 2 km from Old Town Triangle
9.0 out of 10, Wonderful, (4,862 reviews)
"Great location very nice rooms"
United States
susie
The price is S$248
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

5. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 2.6 km from Old Town Triangle
9.0 out of 10, Wonderful, (1,000 reviews)
"great location"
United States
Karaline
The price is S$185
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

6. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 2.1 km from Old Town Triangle
8.6 out of 10, Excellent, (2,643 reviews)
"great place to stay! the staff was always so kind"
United States
Belle
The price is S$229
includes taxes & fees
30 Aug - 31 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

7. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 2.4 km from Old Town Triangle
8.0 out of 10, Very good, (1,551 reviews)
"Staff and breakfast was great"
United States
Kimberly
The price is S$223
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Chicago Downtown/Magnificent Mile
A bar area with a long counter, bar stools, and a mirrored wall.

8. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 1.9 km from Old Town Triangle
8.4 out of 10, Very good, (3,923 reviews)
"Great stay"
United States
nancy
The price is S$211
includes taxes & fees
8 Sept - 9 Sept
The Whitehall Hotel, BW Premier Collection
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

9. 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, (2,567 reviews)
"GREAT LOCATION AND THE POOL IS BEAUTIFUL"
United States
MAGALY
The price is S$241
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
A grand ballroom with a central dance floor, ornate ceiling, and chandeliers.

10. Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 2 km from Old Town Triangle
8.6 out of 10, Excellent, (1,951 reviews)
"Great location"
United States
coy
The price is S$223
includes taxes & fees
9 Sept - 10 Sept
Millennium Hotel Knickerbocker Chicago
A hotel room with a large window offering a city view, a bed, a desk, and a chair.

11. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 2.6 km from Old Town Triangle
9.0 out of 10, Wonderful, (2,033 reviews)
"Great stay"
United States
Jyothi Swaroop
The price is S$217
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

12. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Gold Coast, 1.6 km from Old Town Triangle
9.2 out of 10, Wonderful, (1,403 reviews)
"We had a great stay!"
United States
Laurie
The price is S$386
includes taxes & fees
31 Aug - 1 Sept
Thompson Chicago, by Hyatt
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

13. 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, (2,660 reviews)
"Nice place to stay"
United States
Ashraf
The price is S$302
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

14. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 2.7 km from Old Town Triangle
8.6 out of 10, Excellent, (3,352 reviews)
"Rooms were clean and the staff was great"
United States
Odessia
The price is S$227
includes taxes & fees
30 Aug - 31 Aug
Aloft by Marriott Chicago Mag Mile
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

15. 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, (5,139 reviews)
"Fantastic breakfast, very convenient location, pristine property!"
United States
Peter
The price is S$294
includes taxes & fees
30 Aug - 31 Aug
Hotel Riu Plaza Chicago
A grand staircase with marble steps and black balusters, leading to a lobby area with a chandelier and large windows.

16. Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5 star property
River North, 2.4 km from Old Town Triangle
8.4 out of 10, Very good, (1,293 reviews)
"Hotel stay was okay. Breakfast was good, the room was comfy, and the staff was very helpful."
United States
Valerie
The price is S$211
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 2.5 km from Old Town Triangle
8.6 out of 10, Excellent, (5,999 reviews)
"Room was clean, staff was friendly, breakfast was good and the location is perfect and convenient."
Mexico
Hugo
The price is S$230
includes taxes & fees
7 Sept - 8 Sept
Embassy Suites by Hilton Chicago Downtown River North
A bar area with a counter, menu boards, and a unique seating arrangement with numbered stools.

18. The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
3.0 star property
Near North Side, 1.7 km from Old Town Triangle
7.4 out of 10, Good, (805 reviews)
"Love the modern decor, very clean, great area"
United States
Luz Mariana
The price is S$164
includes taxes & fees
30 Aug - 31 Aug
The Chicago Hotel Collection River North
A historic building with a glass entrance, large columns, and decorative planters with flowers.

19. Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.4 km from Old Town Triangle
8.6 out of 10, Excellent, (2,981 reviews)
"Very nice and friendly staff. Great location too."
United States
Mark George
The price is S$241
includes taxes & fees
8 Sept - 9 Sept
Warwick Allerton - Chicago
A hotel room with a red sofa, a small table, and a view of city buildings through large windows.

20. Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
River North, 2.6 km from Old Town Triangle
9.2 out of 10, Wonderful, (1,253 reviews)
"Great location and staff is very kind!"
United States
Cindy
The price is S$235
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Chicago Downtown/River North
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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Where to stay in Old Town Triangle

Find the best Old Town Triangle areas for the activities you enjoy most.
A busy city street with tall buildings, a bus, and cars.

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.

A river with yellow boats, a bridge, and tall buildings.

The Loop

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

A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A river with a city skyline in the background, surrounded by green trees and grass.

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

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Room was stylish and clean, comfy bed and nice bathroom. Great location right in the middle of Theater District/River North!"
Sharon 2-night trip
Posted less than an hour ago
The Allegro Royal Sonesta Hotel Chicago Loop

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 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.

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