1. Kasa Magnificent Mile Chicago

- Location: Downtown Chicago
- Guest rating: 9.2/10 (Wonderful, 1009 reviews)
- Review: Great stay, by Ricardo
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Check prices for these dates, December 13–14, 2026




















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.








Rating: 8.4/10 (5 reviews)
Ravinia Park is just one of the places to see in Highland Park, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Rating: 9.6/10 (7 reviews)
You can make plans for a show at Ravinia Pavilion during your stay in Highland Park. Wander around the area's picturesque gardens or experience its great live music.
Stroll along tree-lined streets to discover charming boutiques and art galleries in this picturesque lakeside suburb. Catch world-class performances at Ravinia Festival, where you can picnic on the lawn while enjoying live music under the stars.
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Discover a variety of hotel accommodations in Highland Park, Illinois, perfect for every traveller. Whether you seek a pet-friendly stay, a welcoming environment for LGBTQIA guests, or convenient business services, Highland Park offers top-notch hotels and motels tailored to your needs. Enjoy the charm of this vibrant community while finding the ideal lodging option to suit your budget and preferences.
Highland Park offers a delightful blend of family-friendly activities and urban charm, making it an ideal vacation spot. Discover the picturesque parks perfect for outdoor adventures or enjoy a cozy getaway in charming neighbourhoods. As warmer months arrive, explore local shops, savour delightful cuisine, and experience vibrant nightlife. Nearby cities also provide an inviting atmosphere, perfect for weekend getaways filled with friendly people and romantic settings. Highland Park promises a memorable escape for every traveller.
Highland Park, Illinois, offers a delightful mix of family-friendly activities and outdoor adventures. Enjoy music concerts, theatre performances, and educational experiences, alongside excellent shopping opportunities. For those seeking day trips, nearby attractions and skiing options are also available. Whether you’re exploring the vibrant city or relaxing in nature, Highland Park is an ideal destination for a memorable vacation.
Shopping
For unique souvenirs, visit Schaefer's Wines and Liquors, located 14.5km away. If you're up for a drive, Woodfield Mall and Wolff's Flea Market, 24.1km and 20.9km away respectively, offer a wider selection in a vibrant atmosphere perfect for family outings.
Recreation
Experience the enchanting Ravinia Pavilion, where you can enjoy live music in a vibrant atmosphere. For golf enthusiasts, Highland Park Country Club offers a picturesque course surrounded by nature. Alternatively, indulge in luxury at Chevy Chase Country Club, located 9.7km away, featuring exclusive amenities and a serene environment.
Adventure
At Great Wolf Lodge Water Park, 25.7km from Highland Park, enjoy thrilling water slides and splash pads, perfect for families seeking adventure. For outdoor sports enthusiasts, Jet Funn, 40.2km away, offers exhilarating water sports experiences. Meanwhile, Wilmot Mountain, located 48.3km from Highland Park, provides exciting skiing opportunities.
Nightlife
Experience the vibrant nightlife in Highland Park with a visit to the Marriott Theatre for a romantic show, or unleash your adventurous side at Xtreme Trampolines, just a short drive away. For more culture, check out the Rosemont Theatre, offering family-friendly entertainment.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
Highland Park, Illinois, is budget-friendly for Canadian tourists, offering free attractions like Northwestern University and Rosewood Beach. To save on accommodation, visit between December and February, when prices are lower, and consider staying on Wednesdays for the best rates. Utilize Expedia to compare hotel deals, filter for eco-friendly options, and book packages that combine flights and stays for extra savings. Public transport options include buses and walking, making it easy to explore without a car. Plan your visit wisely to enjoy the charm of Highland Park without overspending.
Highland Park, Illinois, is perfect for family-friendly vacations, offering a delightful mix of outdoor and city experiences. Visitors can enjoy picturesque parks, beautiful beaches, and explore nearby attractions, making it an ideal destination for those seeking a blend of relaxation and urban adventures. Whether you're strolling through modern college campuses or enjoying the local parks, Highland Park has something for everyone to create lasting memories.
The best time to visit Highland Park is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low |
| February | 25.9°F (-3.4°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| March | 36.1°F (2.3°C) | Light Rain | Mostly Cloudy | Average | Average |
| April | 44.8°F (7.1°C) | Light Rain | Mostly Sunny | Average | Average |
| May | 55.6°F (13.1°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| June | 66.0°F (18.9°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| July | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| August | 72.3°F (22.4°C) | Light Rain | Mostly Sunny | Average | Average |
| September | 66.2°F (19.0°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| October | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High |
| November | 41.4°F (5.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| December | 32.0°F (0.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
Flying into Highland Park, Illinois, is convenient with several major airports nearby. Chicago O'Hare International Airport (ORD) is situated 24.1km away, offering excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both only 3.2km from the airport. Milwaukee General Mitchell International Airport (MKE) is 85.3km away, with notable hotels such as The Pfister Hotel and Potawatomi Hotel & Casino, both 9.7km from the airport. Lastly, Chicago Midway International Airport (MDW) is located 43.5km from Highland Park, featuring luxury accommodations like the 5-star Trump International Hotel & Tower Chicago and Nobu Hotel Chicago, both within 14.5km of the airport.
The best area to stay in Highland Park is certainly the downtown district, particularly along Central Avenue and Green Bay Road.
This area is the heart of Highland Park, offering a mix of boutique shops, art galleries, and a wide selection of restaurants, from casual cafes to upscale dining. It's very walkable, with many businesses housed in attractive historic buildings. The Metra station is conveniently located here, providing easy access to Chicago.
For couples looking for a relaxed yet refined getaway, downtown Highland Park is an excellent choice. You'll find charming hotels with easy access to Ravinia Festival, the Chicago Botanic Garden, and Lake Michigan beaches. You can enjoy strolls, explore the local shops, and dine at quality restaurants without needing to travel far.
Families will also appreciate the convenience of staying downtown. The area is well-maintained and provides easy access to parks and the library.
For families seeking an excellent stay in Highland Park, the Courtyard by Marriott Chicago Highland Park/Northbrook is a superb choice.
This 3-star hotel, boasting an impressive 9.0 rating, is particularly well-suited for families due to its array of relevant amenities. Guests can request a free crib for young children or connecting rooms for added space and convenience. Many rooms also feature a sofa bed, providing extra sleeping arrangements. The hotel offers both a general pool and an indoor pool, great for year-round enjoyment. Additionally, guests benefit from free WiFi, complimentary self-parking, and free wired internet in public areas. The free toiletries are another thoughtful touch. The hotel is conveniently located just 1.3 km from Chicago Botanic Garden and 2.0 km from Ravinia Park, making it easy to visit these popular family attractions. Guests frequently praise the comfortable and clean rooms, excellent service, and the nice, clean facilities. Find more child-friendly accommodations in Highland Park
For budget-friendly accommodation in Highland Park, the Courtyard by Marriott Chicago Highland Park/Northbrook is an excellent choice.
This 3-star hotel has a superb 9.0 rating and offers comfortable, clean rooms with free WiFi. Guests consistently praise the excellent service and great staff, as well as the nice, clean facilities. It is conveniently located near several points of interest, including the Chicago Botanic Garden, which is just 1.3 kilometres away. The hotel also provides free self-parking and complimentary toiletries. View all budget hotels in Highland Park
The best time to go to Highland Park, Illinois, is during the summer months, from June to August, when the weather is warm and the community comes alive with outdoor activities and events.
During this period, visitors can enjoy Ravinia Festival, a renowned outdoor music venue offering a diverse schedule of concerts and performances. The city's parks and Lake Michigan beaches are also at their best, providing opportunities for swimming, sunbathing, and picnics. The average daily temperature in July is around 23°C (73°F), making it comfortable for exploring.
For those who prefer slightly cooler weather and fewer crowds, late spring (May) and early autumn (September to early October) are also excellent choices. The trees are either blossoming or displaying beautiful fall colours, and the temperatures are mild, typically ranging from 15°C to 20°C (59°F to 68°F).
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Park.
Prices for hotels in Highland Park often vary, but you can find a great deal from CA $75 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.