In the charming Old Town Chicago neighborhood, travellers can immerse themselves in a unique blend of history and modern flair. Start your day with a stroll along the picturesque streets, where you’ll find beautifully preserved Victorian architecture that tells the story of this vibrant community. Next, explore the area’s local artisan shops, showcasing everything from handmade crafts to one-of-a-kind artwork, perfect for finding a special memento. Food enthusiasts will delight in the variety of culinary experiences, including cozy eateries that serve up innovative dishes made from locally sourced ingredients. For a dose of culture, visit the nearby art galleries and boutique studios that feature the works of local artists, offering an intimate glimpse into the creative spirit of the neighborhood. Lastly, embrace the lively atmosphere by enjoying a leisurely evening at one of the charming cocktail lounges, where you can unwind with expertly crafted drinks while soaking in the local vibe. After a day filled with exploration, retreat to a boutique hotel that embodies the essence of Old Town, where personalized service and thoughtful amenities ensure a memorable stay.
Photo by TM

Boutique Hotels & Resorts in Old Town Chicago from AU$145
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Our top choices for Old Town Chicago boutique hotels

1. Hotel Lincoln
Hotel LincolnOld Town Chicago
8.0 out of 10, Very good, (1,162 reviews)
The price is AU$214
includes taxes & fees
19 Nov - 20 Nov

2. The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionStreeterville, 1.8 km from Old Town Chicago
8.4 out of 10, Very good, (3,970 reviews)
The price is AU$145
includes taxes & fees
23 Nov - 24 Nov

3. The Willows Hotel
The Willows Hotel2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (1,005 reviews)
The price is AU$153
includes taxes & fees
30 Nov - 1 Dec

4. The Talbott, Autograph Collection
The Talbott, Autograph Collection1.7 km from Old Town Chicago
9.4 out of 10, Exceptional, (194 reviews)
The price is AU$324
includes taxes & fees
23 Nov - 24 Nov

5. ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by HiltonRiver North, 2.3 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,955 reviews)
The price is AU$172
includes taxes & fees
23 Nov - 24 Nov

6. Hotel 505 River North
Hotel 505 River NorthRiver North, 2.4 km from Old Town Chicago
9.2 out of 10, Wonderful, (3,007 reviews)
The price is AU$235
includes taxes & fees
22 Nov - 23 Nov

7. Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 2.1 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,985 reviews)
The price is AU$245
includes taxes & fees
22 Nov - 23 Nov

8. Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent MileRiver North, 2 km from Old Town Chicago
8.4 out of 10, Very good, (3,167 reviews)
The price is AU$218
includes taxes & fees
9 Nov - 10 Nov

9. The Golden Arm
The Golden Arm2.8 km from Old Town Chicago
8.2 out of 10, Very good, (711 reviews)
The price is AU$233
includes taxes & fees
4 Nov - 5 Nov

10. The Majestic Hotel
The Majestic Hotel4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,037 reviews)
The price is AU$195
includes taxes & fees
9 Nov - 10 Nov

11. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 2.2 km from Old Town Chicago
8.0 out of 10, Very good, (2,521 reviews)
The price is AU$177
includes taxes & fees
4 Nov - 5 Nov

12. L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 3 km from Old Town Chicago
9.6 out of 10, Exceptional, (5,163 reviews)
The price is AU$245
includes taxes & fees
23 Nov - 24 Nov

13. Ivy Boutique Hotel
Ivy Boutique HotelStreeterville, 2.5 km from Old Town Chicago
8.8 out of 10, Excellent, (1,495 reviews)
The price is AU$225
includes taxes & fees
24 Nov - 25 Nov

14. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoThe Loop, 4.1 km from Old Town Chicago
9.6 out of 10, Exceptional, (1,218 reviews)
The price is AU$272
includes taxes & fees
22 Nov - 23 Nov

15. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoTheatre District, 3 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,548 reviews)
The price is AU$287
includes taxes & fees
22 Nov - 23 Nov

16. Central Loop Hotel
Central Loop HotelTheatre District, 3.6 km from Old Town Chicago
8.6 out of 10, Excellent, (2,337 reviews)
The price is AU$181
includes taxes & fees
22 Nov - 23 Nov

17. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 3.3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,191 reviews)
The price is AU$326
includes taxes & fees
22 Nov - 23 Nov

18. Waldorf Astoria Chicago
Waldorf Astoria Chicago1.6 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
The price is AU$852
includes taxes & fees
22 Nov - 23 Nov

19. The Buckingham Hotel
The Buckingham HotelThe Loop, 4 km from Old Town Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
The price is AU$256
includes taxes & fees
9 Nov - 10 Nov

20. Trump International Hotel & Tower Chicago
Trump International Hotel & Tower ChicagoRiver North, 2.7 km from Old Town Chicago
9.6 out of 10, Exceptional, (2,076 reviews)
The price is AU$783
includes taxes & fees
15 Nov - 16 Nov
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.
Find out more about Old Town Chicago
Top Old Town Chicago Hotel Reviews

Fairmont Chicago at Millennium Park
10/10 Excellent
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