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Hotels in Old Town Triangle

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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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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
8.0 out of 10, Very good, (1,150 reviews)
"Great spot"
United States
Daniel
The price is S$220
includes taxes & fees
2 Nov - 3 Nov
Hotel Lincoln
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

2. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
1.1 km from Old Town Triangle
9.0 out of 10, Wonderful, (1,439 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is S$217
includes taxes & fees
9 Nov - 10 Nov
Claridge House Chicago, Tapestry Collection by Hilton
A spacious lobby with a central coffee table, sofas, and a large mirror.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
1.2 km from Old Town Triangle
8.0 out of 10, Very good, (2,492 reviews)
"Great stay, comfy beds :)"
United States
Cindy
The price is S$218
includes taxes & fees
2 Nov - 3 Nov
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

4. 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, (2,723 reviews)
"Very Nice place to stay"
United States
Anand
The price is S$175
includes taxes & fees
2 Nov - 3 Nov
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A bar area with a long counter, bar stools, and a mirrored wall.

5. 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, (3,955 reviews)
"Great stay"
United States
KURT
The price is S$182
includes taxes & fees
9 Nov - 10 Nov
The Whitehall Hotel, BW Premier Collection
A grand lobby with a chandelier, plush seating, and a patterned carpet.

6. The Drake

The Drake
4.0 star property
Streeterville, 1.9 km from Old Town Triangle
9.0 out of 10, Wonderful, (1,629 reviews)
"Absolutely enjoyed my stay here. Beautiful hotel"
United States
Carrie
The price is S$261
includes taxes & fees
1 Nov - 2 Nov
The Drake
A grand ballroom with a central dance floor, ornate ceiling, and chandeliers.

7. 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, (1,927 reviews)
"Great location!!"
United States
Tracey
The price is S$250
includes taxes & fees
25 Oct - 26 Oct
Millennium Hotel Knickerbocker Chicago
Room

8. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
4.0 star property
River North, 2.5 km from Old Town Triangle
8.8 out of 10, Excellent, (1,549 reviews)
"Great hotel and wonderful location"
United States
stephanie
The price is S$263
includes taxes & fees
12 Nov - 13 Nov
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

9. 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, (1,662 reviews)
"Great location, friendly staff, tasty breakfast."
United States
William
The price is S$167
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Chicago Downtown/Magnificent Mile
A historic building with a glass entrance, large columns, and decorative planters with flowers.

10. Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.4 km from Old Town Triangle
8.8 out of 10, Excellent, (2,933 reviews)
"Overall stay was excellent"
United States
Nelza
The price is S$209
includes taxes & fees
10 Nov - 11 Nov
Warwick Allerton - Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

11. The Wade

The Wade
4.5 star property
Streeterville, 2.9 km from Old Town Triangle
8.6 out of 10, Excellent, (2,146 reviews)
"Had a wonderful stay here"
United States
Erin
The price is S$193
includes taxes & fees
12 Nov - 13 Nov
The Wade
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

12. 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, (5,519 reviews)
"Great place will be staying again"
United States
Kevin
The price is S$304
includes taxes & fees
11 Nov - 12 Nov
Hotel Riu Plaza Chicago
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

13. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
1.6 km from Old Town Triangle
9.2 out of 10, Wonderful, (1,423 reviews)
"Great location and great hotel!"
United States
Alisha
The price is S$383
includes taxes & fees
1 Nov - 2 Nov
Thompson Chicago, by Hyatt
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

14. 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, (2,586 reviews)
"Nice stay for the weekend."
United States
Poua
The price is S$210
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.

15. 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
9.2 out of 10, Wonderful, (3,377 reviews)
"This was my second time staying and it was wonderful."
United States
Reginald
The price is S$367
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

16. 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, (5,008 reviews)
"Hotel and staff were very nice."
United States
Vincenzo
The price is S$244
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Magnificent Mile Suites
A compact hotel room with bunk beds, a dining table with yellow chairs, a black leather sofa, and a potted plant.

17. 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, (887 reviews)
"Nice relaxing easy stay"
United States
israel Xavier
The price is S$168
includes taxes & fees
1 Nov - 2 Nov
The Chicago Hotel Collection River North
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

18. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 2.6 km from Old Town Triangle
8.6 out of 10, Excellent, (2,316 reviews)
"Great staff and excellent location!"
United States
ARLEEN
The price is S$194
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
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.

19. 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, (3,325 reviews)
"nice chic clean place to stay near navy pier"
United States
Jonathan M
The price is S$220
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Chicago Mag Mile
A modern rooftop lounge with white seating, a glass ceiling, and city views.

20. 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, (2,577 reviews)
"Incredible stay & very walkable to areas of interest"
United States
Jo
The price is S$259
includes taxes & fees
12 Nov - 13 Nov
The Godfrey Hotel Chicago
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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Hotels recommended for families in Old Town Triangle

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

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
8.0 out of 10, Very good, (1,150)
The price is S$220
includes taxes & fees
2 Nov - 3 Nov
Hotel Lincoln

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.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

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

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 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.

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 Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 8 hours ago
The Godfrey Hotel Chicago

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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