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.

Old Town Triangle Hotels: 2026 Top 10 Old Town Triangle Hotels with Limited-Time Deals @Expedia

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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

Old Town Triangle

Christopher

HK$1,853 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 1.2 km from Old Town Triangle

Michael T.

HK$1,501 total

includes taxes & fees

25 Oct - 26 Oct

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

3. Hilton Chicago/Magnificent Mile Suites

Streeterville, 2 km from Old Town Triangle

Brian

HK$1,688 total

includes taxes & fees

25 Oct - 26 Oct

4. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 2.1 km from Old Town Triangle

Kelly

HK$1,688 total

includes taxes & fees

25 Oct - 26 Oct

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

5. Hyatt Place Chicago/River North

River North, 2.6 km from Old Town Triangle

Iminique

HK$2,061 total

includes taxes & fees

25 Oct - 26 Oct

A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

6. Thompson Chicago, by Hyatt

Gold Coast, 1.6 km from Old Town Triangle

Alisha

HK$3,486 total

includes taxes & fees

27 Sept - 28 Sept

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

7. Embassy Suites by Hilton Chicago Downtown River North

River North, 2.5 km from Old Town Triangle

Shweta

HK$2,000 total

includes taxes & fees

27 Sept - 28 Sept

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

8. Hotel Riu Plaza Chicago

Streeterville, 2.6 km from Old Town Triangle

Sean Robert

HK$2,127 total

includes taxes & fees

25 Oct - 26 Oct

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.

9. Aloft by Marriott Chicago Mag Mile

Streeterville, 2.7 km from Old Town Triangle

Carmina

HK$1,774 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

10. Courtyard by Marriott Chicago Magnificent Mile

Streeterville, 2.6 km from Old Town Triangle

Rob

HK$2,005 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

11. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 2.8 km from Old Town Triangle

Madelyn

HK$1,815 total

includes taxes & fees

25 Oct - 26 Oct

The Intercontinental hotel facade with a large American flag and a floral display.

12. InterContinental Chicago Magnificent Mile by IHG

Magnificent Mile, 2.8 km from Old Town Triangle

Kenan

HK$2,578 total

includes taxes & fees

25 Oct - 26 Oct

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

Streeterville, 3.8 km from Old Town Triangle

Shanequa

HK$3,024 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Streeterville, 2.6 km from Old Town Triangle

Lora J

HK$1,669 total

includes taxes & fees

27 Sept - 28 Sept

A dining area with tables set for four, large windows with a view of city buildings, and a curved ceiling structure.

15. Omni Chicago Hotel

Streeterville, 2.4 km from Old Town Triangle

Shiaka

HK$2,191 total

includes taxes & fees

25 Oct - 26 Oct

A bar area with a long counter, bar stools, and a mirrored wall.

16. The Whitehall Hotel, BW Premier Collection

Streeterville, 1.9 km from Old Town Triangle

James

HK$1,335 total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

17. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Streeterville, 2.9 km from Old Town Triangle

Melissa

HK$2,148 total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

18. Hampton Inn Chicago Downtown/Magnificent Mile

Streeterville, 2.4 km from Old Town Triangle

Kevin

HK$1,815 total

includes taxes & fees

27 Sept - 28 Sept

A grand staircase with marble steps and black balusters, leading to a lobby area with a chandelier and large windows.

19. Holiday Inn Express Chicago - Magnificent Mile by IHG

River North, 2.4 km from Old Town Triangle

Rizwana

HK$1,617 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel with a glass facade, multiple floors, and a visible entrance.

20. Hyatt Place Chicago/Downtown - The Loop

The Loop, 3.5 km from Old Town Triangle

Yassine

HK$1,977 total

includes taxes & fees

25 Oct - 26 Oct

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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 cityscape with tall skyscrapers and a historic tower.

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.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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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.

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A large, historic building with a central tower and multiple windows, located near a body of water.

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.

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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.

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Top Old Town Triangle Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"L"

Congress Plaza Hotel

8/10 Good

"There are lots of reviews talking about a musty smell, worn carpet, cramped hallways and just general appearance. Surprise - it's an older building! I thought there was Fabulous character in the place! The lobby had gorgeous stained glass and wonderful high ceilings. The room I stayed in was more updated in the Northside. The elevators were quick. The hallways are tight but it wasn't built for modern luggage and 30 million bags. It's a wonderful Old hotel and is near quick access to public transportation if you are going somewhere local. The check-in was quick with no issues. The staff were so courteous and helpful. Any questions that we had were answered and we were guided to the correct area. If I was pressed to say something negative about my stay, it would be that the bathroom door did not shut correctly but again - Older building. There are Years of paint on the door that prevent it from shutting properly. So please, don't let the more negative reviews keep you or your family from staying at this hotel. It is a Gorgeous building with Tons of character. Just bare that in mind as you travel. The more bags you have - the more back and forth you will be doing up and down the hallways. If you are sharing a room with someone you Are not comfortable with - the bathroom door will be an issue. Otherwise, will stay here again with no hesitation."

Old Town Triangle hotels in Chicago

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Our top choices for Old Town Triangle hotels

1. Hotel Lincoln

2. The Chicago Hotel Collection Ambassador Gold Coast

3. Hilton Chicago/Magnificent Mile Suites

4. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

5. Hyatt Place Chicago/River North

6. Thompson Chicago, by Hyatt

7. Embassy Suites by Hilton Chicago Downtown River North

8. Hotel Riu Plaza Chicago

9. Aloft by Marriott Chicago Mag Mile

10. Courtyard by Marriott Chicago Magnificent Mile

11. DoubleTree by Hilton Chicago - Magnificent Mile

12. InterContinental Chicago Magnificent Mile by IHG

13. Sable at Navy Pier Chicago, Curio Collection by Hilton

14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

15. Omni Chicago Hotel

16. The Whitehall Hotel, BW Premier Collection

17. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

18. Hampton Inn Chicago Downtown/Magnificent Mile

19. Holiday Inn Express Chicago - Magnificent Mile by IHG

20. Hyatt Place Chicago/Downtown - The Loop

Where to stay in Old Town Triangle

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Old Town Triangle Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

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