A waterfall in a forest with autumn leaves.

Darien Holidays from AU$4,666

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Your Darien Holiday

There's no better way to travel than with one of our holiday packages to Darien. The rich history and spectacular views are a couple of the convincing reasons you'll want to visit this awesome city. Fill your days with tours of Morton Arboretum, Cog Hill Golf & Country Club and Promenade Bolingbrook, some of the things you really should see during a trip to Darien. Whoever you're going away with and whatever your bank balance, your ultimate Darien holiday is just clicks away with Expedia.

The Latest Darien holiday deals

Price found within the past 48 hours. Click for updated prices.
  • 4 Jan - 11 Jan

    Swissotel - Chicago + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.0/10 - Wonderful (3,566 reviews)
    "Breakfast was good"
    Reviewed November 4, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,135
    AU$4,666
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • 4 Jan - 11 Jan

    The Peninsula Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,006 reviews)
    "Always the best hotel in Chicago!!!!"
    Reviewed November 2, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$6,973
    AU$5,873
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • 4 Jan - 11 Jan

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.4/10 - Exceptional (1,001 reviews)
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,453
    AU$4,879
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • 4 Jan - 11 Jan

    Pendry Chicago + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.2/10 - Wonderful (1,161 reviews)
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,386
    AU$4,851
    per traveller
    found 1 day ago
    Pendry Chicago
  • 1 Jan - 4 Jan

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    2 nights
    5.0 star property
    9.6/10 - Exceptional (2,075 reviews)
    Return • Brisbane (BNE) - Chicago (ORD)
    BNE - ORD • 1 stop ORD - BNE • 2 stops
    AU$5,317
    AU$4,819
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago

Our guide on where to stay in Darien

Find the best Darien areas for the activities you enjoy most.

Lace

Lace is well liked for its restaurants and shopping. If you're hoping to see more of the larger area, Willowbrook Community Park and National Shrine of St. Therese are some interesting sights nearby to check out.

Discover the most popular places to visit in Darien

Darien Hotel Deals

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.

Frequently Asked Questions

How much does a Darien holiday package cost?

You can snap up a holiday package to this destination from AU$4,666 on Expedia. However, how much your holiday to Darien costs will depend on factors like your hotel choice, season and length of stay.

What are the cheapest months to go to Darien?

If you'd like to snag a cheap Darien holiday package, consider travelling in April, July and November. You'll typically find lower prices on hotels and airfares during these months — ideal for budget-conscious travellers.

How many days is enough for Darien?

The ideal length for your Darien holiday depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to check out all the top attractions and discover some hidden treasures along the way.

How to find the best Darien package deals?

Use Expedia's handy filters to help you find some of the best Darien package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Darien package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.

Is it cheaper to book a Darien holiday as a package?

Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still have the flexibility to create a personalised Darien holiday by choosing your preferred accommodation type, airline and car class.

When to book a holiday package to Darien?

Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Darien holiday.

How to plan a trip to Darien?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Darien.
  2. Set your budget: Factor in expenses like food, flights and transportation when calculating how much to save for your trip to Darien. Then, choose a property that fits your budget, whether that's an affordable option or a more upscale getaway.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Darien. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Darien holiday package.

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