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Discover the most popular places to visit in Northwest Side
Portage Park
After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Walt Disney House
Learn about the local history of Chicago with a stop at Walt Disney House. Experience the entertainment choices and acclaimed art galleries in this vibrant area.
Six Corners
You can browse for the perfect souvenirs at Six Corners during your visit to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
Avondale Music Hall
You can make plans for a show at Avondale Music Hall on your trip to Chicago. Take in the live music while you're in the area.
Irish American Heritage Center
You can spend an afternoon exploring the galleries in Irish American Heritage Center in Chicago. Take in the live music while you're in the area.
Hanson Park
After visiting Hanson Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
The Gift Theatre
You can make plans for a show at The Gift Theatre during your stay in Chicago. Discover the top-notch restaurants and entertainment choices in this vibrant area.
COLOR CLUB
COLOR CLUB is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Take in the live music while you're in the area.
Planning your Northwest Side ski holiday
How can I book the best ski holiday to Northwest Side in 2026/2027?
Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Northwest Side. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.
How can I find cheap Northwest Side ski holidays?
Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Northwest Side accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from . Prices and availability are subject to change. Additional terms may apply.
Can I book last-minute ski holidays to Northwest Side?
Use our handy last-minute deals page to look for ski holidays to Northwest Side at a steal. If your dates are fixed, simply input the details and see what specials are available.
What should I consider when booking family ski holidays in Northwest Side?
Northwest Side is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.
Can I book all-inclusive ski holidays to Northwest Side?
All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Northwest Side. If not, consider booking your flights and accommodation together to save money that way instead.
When's the best time of year to plan a ski trip to Northwest Side?
Ski season in Northwest Side generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.
How can I find the best deals on Northwest Side ski holiday packages?
If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.
Can I book a Northwest Side ski trip with free cancellation and/or flexible dates?
If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Northwest Side that offer it.
Why should I book a ski holiday package in Northwest Side with Expedia?
Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.