Far Southwest Side Mountain Vacations and Getaways

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Top Mountain vacation packages in Far Southwest Side

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The Allegro Royal Sonesta Hotel Chicago Loop
Level Chicago – Old Town
Chicago Athletic Association, a Hyatt Hotel
The Emily Hotel
Hotel Felix River North/Magnificent Mile
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5* Mountain vacations in Far Southwest Side

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Trump International Hotel & Tower Chicago
The Langham, Chicago
Park Hyatt Chicago
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3 Night Mountain vacations in Far Southwest Side

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La Banque Hotel
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
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4 Night Mountain vacations in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
La Banque Hotel
Hotel Riu Plaza Chicago
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Find amazing mountains vacations in Far Southwest Side

How to plan for a mountain vacation in Far Southwest Side?

The first step to planning your mountain vacation to Far Southwest Side is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Far Southwest Side, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Far Southwest Side, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Far Southwest Side mountain vacation.


What amenities should I look for when booking a mountain resort in Far Southwest Side?

When booking accommodation for your mountain vacation to Far Southwest Side, check to see if where you're staying has heating. Far Southwest Side's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Far Southwest Side vacation package.


Why should I choose a package for my mountain vacation in Far Southwest Side?

Choosing a package for your Far Southwest Side vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2025 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.


What does a Far Southwest Side package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Far Southwest Side from $343. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Far Southwest Side vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Far Southwest Side all-inclusive vacation packages as these include all meals.


How can I book my Far Southwest Side on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Far Southwest Side mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Far Southwest Side package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.


Why book your Far Southwest Side mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Far Southwest Side vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.


Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to Far Southwest Side are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Far Southwest Side vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Far Southwest Side vacation packages.


What types of mountain accommodations are available in Far Southwest Side?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Far Southwest Side. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.