Hotels in Old Town Triangle, Chicago from CA $106

While the Old Town Triangle offers a unique blend of historic charm and urban convenience, Lincoln Park and Gold Coast are the most similar neighbourhoods for travellers seeking a comparable experience.

Lincoln Park, directly north of the Old Town Triangle, shares a similar architectural style with its tree-lined streets and historic brownstones. It's known for the expansive Lincoln Park itself, home to the Lincoln Park Zoo, the Peggy Notebaert Nature Museum, and numerous walking trails. The neighbourhood also offers a good selection of upscale boutiques on Armitage Avenue and a variety of dining options along Clark Street.

For couples, Lincoln Park provides a delightful setting with its green spaces and cultural attractions. You can enjoy a leisurely stroll through the park, visit the free zoo, or explore the varied dining scene, from casual cafes to fine dining restaurants. The proximity to Lake Michigan also offers scenic views and opportunities for lakeside walks.

The Gold Coast, located just to the east and south of the Old Town Triangle, is also a fantastic choice, known for its elegant mansions and luxury high-rise buildings. It's a very pretty area with a sophisticated feel, featuring upscale shopping along Oak Street and a selection of high-end restaurants. The historic Astor Street district, with its grand homes, is particularly top.

Families often find the Gold Coast appealing due to its proximity to the lakefront and its generally quiet, residential streets. While not as overtly playful as Lincoln Park, it offers easy access to beaches like Oak Street Beach and is well-connected to public transport for exploring other parts of the city.

For exceptional stays in Old Town Triangle, travellers highly recommend the Waldorf Astoria Chicago, Park Hyatt Chicago, The Talbott, Autograph Collection, Four Seasons Hotel Chicago, and The Ritz-Carlton, Chicago.

The 5-star Waldorf Astoria Chicago, rated 9.4, is praised for its absolutely amazing and attentive staff, as well as its excellent and beautiful rooms. Guests can enjoy amenities such as a fireplace, Egyptian cotton sheets, deep soaking bathtubs, and 24-hour room service. It is conveniently located near Topgolf Swing Suite and the 900 North Michigan Shops, both just 0.3 km away.

Another outstanding option is the 5-star Park Hyatt Chicago, boasting an impressive 9.6 rating. Guests consistently highlight the exceptional and helpful staff, beautiful and amazing rooms, and a great location. This hotel offers designer toiletries, deep soaking bathtubs, and a rainfall showerhead. It is also very close to Topgolf Swing Suite and the 900 North Michigan Shops, both 0.3 km away.

The 4.5-star The Talbott, Autograph Collection, with a 9.2 rating, is frequently commended for its friendly and attentive staff, excellent location, and clean, lovely rooms. Amenities include Champagne service, designer toiletries, deep soaking bathtubs, and Frette Italian sheets. It is situated just 0.2 km from the 900 North Michigan Shops and 0.3 km from Topgolf Swing Suite.

For a luxurious experience, the 5-star Four Seasons Hotel Chicago, rated 9.4, offers excellent breakfast and great service from super helpful staff. This hotel features air conditioning, a shopping mall on-site, and designer stores. It is exceptionally close to Topgolf Swing Suite and the 900 North Michigan Shops, both only 0.1 km away.

Finally, the 5-star The Ritz-Carlton, Chicago, with a 9.2 rating, is celebrated for its beautiful and great rooms, along with excellent and exceptional service. Guests appreciate the lake views, designer toiletries, and a shopping mall on-site. It is just 0.3 km from Topgolf Swing Suite and the 900 North Michigan Shops.

For family-friendly hotels in Old Town Triangle, several highly-rated options are available, including the Waldorf Astoria Chicago, Park Hyatt Chicago, Four Seasons Hotel Chicago, Warwick Allerton - Chicago, and The Peninsula Chicago.

The 5-star Waldorf Astoria Chicago, with an excellent 9.4 rating, offers numerous amenities for families, such as free cribs and rollaway extra beds, games for children, connecting rooms, and a pool. Babysitting services are also available on-site, and the hotel provides kids' meals. Guests frequently praise the absolutely amazing and attentive staff, as well as the excellent and beautiful rooms. It is conveniently located near the Topgolf Swing Suite and 900 North Michigan Shops.

Another fantastic choice is the 5-star Park Hyatt Chicago, boasting an impressive 9.6 rating. This hotel features child-friendly window design, connecting rooms, games for children, sofa beds, and free cribs, along with a pool. Reviews highlight the exceptional and helpful staff, beautiful rooms, and convenient location. It is also close to the Topgolf Swing Suite and 900 North Michigan Shops.

The 5-star Four Seasons Hotel Chicago, rated 9.4, is also an excellent option for families. It provides kids' meals, free cribs, connecting rooms, bathrobes and toys for children, sofa beds, games, and child-friendly window design. Guests consistently mention the excellent breakfast and great location. The hotel is just 0.1 km from the Topgolf Swing Suite and 900 North Michigan Shops.

For a slightly different option, consider the 4-star Warwick Allerton - Chicago, which has an 8.4 rating. This hotel offers free cribs, travel cribs, connecting rooms, on-site babysitting services, and sofa beds. Its location is frequently described as superb and great, and guests appreciate the comfortable and clean rooms, as well as the friendly and amazing staff. It is located 0.5 km from the Topgolf Swing Suite and 900 North Michigan Shops.

Finally, The Peninsula Chicago, a 5-star hotel with an outstanding 9.8 rating, is another superb choice for families. Amenities include free cribs, child-friendly window design, connecting rooms, sofa beds, and on-site babysitting services. Guests consistently praise the friendly and attentive staff, the clean and absolutely beautiful rooms, and the excellent service. It is situated 0.5 km from the Topgolf Swing Suite and 0.4 km from 900 North Michigan Shops.

For exceptional 5-star accommodation in Old Town Triangle, consider the Waldorf Astoria Chicago, the Park Hyatt Chicago, the Four Seasons Hotel Chicago, The Ritz-Carlton, Chicago, and The Peninsula Chicago.

The 5-star Waldorf Astoria Chicago, with an impressive 9.4 rating, offers a truly luxurious experience. Guests can enjoy features such as fireplaces, Egyptian cotton sheets, and designer toiletries. The hotel provides valet parking, 24-hour room service, and suites with deep soaking bathtubs and premium bedding. It is conveniently located near Topgolf Swing Suite and the 900 North Michigan Shops, both just 0.3 km away. Guests frequently praise the absolutely amazing and attentive staff, excellent and beautiful rooms, and wonderful spa.

The 5-star Park Hyatt Chicago, boasting a 9.6 rating, is another outstanding choice. This hotel features covered valet parking, designer toiletries, deep soaking bathtubs, and rainfall showerheads. It is situated in a prominent shopping district and offers suites with lake views and premium bedding. The hotel is close to Topgolf Swing Suite (0.3 km) and the 900 North Michigan Shops (0.3 km). Travellers consistently highlight the exceptional and helpful staff, beautiful and amazing rooms, and convenient, great location.

The 5-star Four Seasons Hotel Chicago, rated 9.4, provides a sophisticated stay with amenities like air conditioning, covered valet parking, and designer toiletries. Located in a shopping district with an on-site shopping mall, it offers rooms with lake views and premium bedding. The hotel is very close to Topgolf Swing Suite and the 900 North Michigan Shops, both just 0.1 km away. Guests often comment on the excellent breakfast, great location, and super helpful staff.

The 5-star Ritz-Carlton, Chicago, with a 9.2 rating, is an excellent option for those seeking luxury. It features lake views, designer toiletries, premium bedding, and rainfall showerheads. The hotel offers champagne service, an on-site shopping mall, valet parking, and is located within a shopping district. It is conveniently near Topgolf Swing Suite (0.3 km) and the 900 North Michigan Shops (0.3 km). Reviewers frequently praise the beautiful and great rooms, excellent and exceptional service, and perfect, great location.

Finally, The 5-star Peninsula Chicago, which holds an outstanding 9.8 rating, offers premium bedding, valet parking, designer toiletries, and bathrobes. It is ideally situated within a bustling shopping district. The hotel is close to Topgolf Swing Suite (0.5 km) and the 900 North Michigan Shops (0.4 km). Guests consistently praise the friendly and attentive staff, clean and absolutely beautiful rooms, and excellent service.

For exceptional spa hotels in Old Town Triangle, consider the Waldorf Astoria Chicago, the Four Seasons Hotel Chicago, The Peninsula Chicago, and the Park Hyatt Chicago.

The 5-star Waldorf Astoria Chicago, with an impressive 9.4 rating, offers an extensive spa experience with amenities such as deep tissue massages, body wraps, manicures and pedicures, and various facial and body treatments. Guests consistently praise the absolutely amazing and attentive staff, as well as the excellent and beautiful rooms. It is conveniently located near Topgolf Swing Suite and 900 North Michigan Shops.

Another excellent choice is the 5-star Four Seasons Hotel Chicago, also rated 9.4. Its full-service spa provides a wide range of treatments including deep tissue massages, body scrubs, detoxification wraps, and aromatherapy. The hotel is situated very close to Topgolf Swing Suite and 900 North Michigan Shops, and guests often highlight the great location and super helpful staff.

The 5-star Peninsula Chicago, boasting an outstanding 9.8 rating, features an extensive spa offering Ayurvedic treatments, hot stone massages, Thai massages, and hydrotherapy treatments. Guests frequently comment on the friendly and attentive staff, along with the clean and absolutely beautiful rooms. It's just a short distance from Topgolf Swing Suite and 900 North Michigan Shops.

Finally, the 5-star Park Hyatt Chicago, rated 9.6, provides a full-service spa with hydrotherapy treatments, steam rooms, and a variety of massages including deep tissue and hot stone. The exceptional and helpful staff, along with the beautiful and amazing rooms, are often commended by guests. It is conveniently located near Topgolf Swing Suite and 900 North Michigan Shops.

For hotels in Old Town Triangle that offer complimentary breakfast, consider The Sono Chicago, Residence Inn Chicago Downtown Magnificent Mile, Hyatt Place Chicago/Wicker Park, The Westin Michigan Avenue Chicago, and Villa D' Citta.

The Sono Chicago, a 3.5-star hotel with a great 10.0 rating, provides both free continental breakfast and free self-parking or parking at a nearby location. Guests frequently mention the delicious breakfast and the central location. It's conveniently located near ArchiTech Gallery and St. John Cantius Church.

Another excellent option is the 4-star Residence Inn Chicago Downtown Magnificent Mile, rated 9.6. This hotel offers free breakfast, with guests often praising its quality, and has suites available. Its location is highly regarded, placing it close to State Street and the Chicago Architecture Foundation.

The 3-star Hyatt Place Chicago/Wicker Park, with a 9.4 rating, also includes free breakfast, specifically a buffet breakfast. Travellers appreciate the spacious and clean rooms, as well as the convenient location, with Flat Iron Building being less than a kilometre away.

The 4.5-star The Westin Michigan Avenue Chicago, rated 9.0, provides a free continental breakfast if you book a Club Level Room with lounge access. This hotel is well-located in a shopping district, close to ArchiTech Gallery and the Bridgehouse and Chicago River Museum.

Finally, Villa D' Citta, a 3.5-star hotel with a 9.4 rating, offers free cooked breakfast. Guests frequently praise its beautiful setting and the incredible staff. It's situated near Lincoln Monument and Green City Market.

For top pet-friendly hotels in Old Town Triangle, consider The Peninsula Chicago, Waldorf Astoria Chicago, Sofitel Chicago Magnificent Mile, The Talbott, Autograph Collection, and The Whitehall Hotel, BW Premier Collection.

The 5-star The Peninsula Chicago, with an outstanding 9.8 rating, warmly welcomes both dogs and cats and provides food and water bowls for your companions. Guests frequently praise the friendly and attentive staff, along with the clean and absolutely beautiful rooms. It's conveniently located near the Shops at North Bridge, just 0.4 km away.

Another excellent choice is the 5-star Waldorf Astoria Chicago, rated 9.4, which permits dogs and offers food and water bowls. Guests consistently highlight the absolutely amazing and attentive staff, as well as the excellent and beautiful rooms. The hotel is within easy reach of the 900 North Michigan Shops, only 0.3 km away.

The 4.5-star Sofitel Chicago Magnificent Mile, also with a high rating of 9.4, is dog-friendly and provides food and water bowls. Visitors often praise the friendly and helpful staff, the clean and great rooms, and the amazingly comfortable beds. It is very close to Topgolf Swing Suite, just 0.3 km away.

The Talbott, Autograph Collection, a 4.5-star hotel with a 9.2 rating, is pet-friendly for both dogs and cats, with pets staying free and food and water bowls provided. Guests frequently mention the friendly and attentive staff, the excellent location, and the clean and lovely rooms. It is conveniently situated near the 900 North Michigan Shops, just 0.2 km away.

Lastly, The Whitehall Hotel, BW Premier Collection, a 3.5-star hotel rated 8.2, is a good option for dog owners. The staff are frequently described as friendly and great, and the rooms as comfortable and clean. It's ideally located very close to Topgolf Swing Suite, only 0.1 km away.

For top boutique hotels in Old Town Triangle, consider the Waldorf Astoria Chicago, the Park Hyatt Chicago, and the Sofitel Chicago Magnificent Mile.

The 5-star Waldorf Astoria Chicago, with a 9.4 rating, offers a luxurious experience with amenities like deep soaking bathtubs, Egyptian cotton sheets, and 24-hour room service. Guests frequently praise the excellent and attentive staff, as well as the delicious food. It is conveniently located near various shops, including Topgolf Swing Suite and 900 North Michigan Shops.

The 5-star Park Hyatt Chicago, rated 9.6, is known for its beautiful rooms and exceptional staff. It features designer toiletries, deep soaking bathtubs, and premium bedding. The hotel also boasts a lake view and an onsite art gallery. Its great location puts it close to 900 North Michigan Shops and 360 CHICAGO.

Another excellent choice is the 4.5-star Sofitel Chicago Magnificent Mile, which holds a 9.4 rating. This hotel provides premium bedding, bathrobes, and designer toiletries, along with convenient valet parking. Reviewers often highlight the friendly and helpful staff, the clean rooms, and the amazingly comfortable beds. It is situated close to Topgolf Swing Suite and 900 North Michigan Shops.

For couples seeking a romantic getaway in Old Town Triangle, The Peninsula Chicago, Park Hyatt Chicago, and Waldorf Astoria Chicago are exceptional choices.

The 5-star Peninsula Chicago, with an outstanding 9.8 rating, offers a luxurious experience with a full-service spa providing a wide range of treatments, including couples treatment rooms, hot stone massages, and aromatherapy. Guests frequently praise the friendly and attentive staff, as well as the absolutely beautiful and clean rooms. It is conveniently located near Topgolf Swing Suite and 900 North Michigan Shops.

Another excellent option is the 5-star Park Hyatt Chicago, rated 9.6. This hotel features couples dining options, deep soaking bathtubs, and designer toiletries, great for a romantic stay. Many rooms offer lake views, and there are private hot tubs available. Guests consistently highlight the exceptional staff and beautiful rooms, noting its convenient location close to 900 North Michigan Shops and 360 CHICAGO.

The 5-star Waldorf Astoria Chicago, with a 9.4 rating, provides a refined experience with amenities such as couples dining, suites with fireplaces, and deep soaking bathtubs. The hotel offers champagne service and 24-hour room service, adding to the romantic appeal. Guests frequently praise the absolutely amazing and attentive staff, as well as the excellent and beautiful rooms. It is situated near Topgolf Swing Suite and 900 North Michigan Shops.

While not explicitly called out as romantic, the 3.5-star The Sono Chicago, rated 10.0, offers free continental breakfast and free parking, with some rooms featuring balconies. Its central location near 900 North Michigan Shops and 360 CHICAGO is often highlighted by guests.

The 4.5-star Viceroy Chicago, with a 9.4 rating, features lake views and designer toiletries. Its location is often praised by guests as perfect, and the rooms are described as beautiful and clean. It is close to Topgolf Swing Suite and 900 North Michigan Shops.

For a highly-rated hotel in Old Town Triangle near the Chicago Riverwalk, consider the Park Hyatt Chicago.

The 5-star Park Hyatt Chicago, with an outstanding 9.6 rating, is an excellent choice for families. Guests consistently praise the helpful staff, the beautiful rooms, and the convenient location. The hotel offers child-friendly window designs, connecting rooms, and a sofa bed, alongside complimentary cribs and a pool. It is also very close to the 900 North Michigan Shops, just 0.3 km away, and the Shops at North Bridge, 0.5 km away, providing easy access to shopping.

The best times to visit Old Town Triangle are during the spring (late April to early June) and autumn (September to October) when the weather is mild and pleasant.

During these months, you'll find comfortable temperatures superb for exploring the historic streets and architecture. Spring brings blooming flowers to the area, while autumn offers lovely foliage, particularly noticeable around Lincoln Park. The milder weather also makes it ideal for enjoying outdoor dining at the many local restaurants.

For travellers who prefer a balance of good weather and fewer crowds, late spring and early autumn are particularly appealing. You can enjoy strolls through the residential streets, admire the Victorian homes, and visit local boutiques without the peak summer tourist rush. This allows for a more relaxed and personal experience.

The Old Town Art Fair, typically held in June, is a highlight of the year. If you're interested in art and a lively community event, planning your trip around this time would be ideal.

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Old Town Triangle hotel for you.

Hotel prices in Old Town Triangle often vary, but you can find a great deal from CA $106 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.