Darien Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Darien

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is 4.009.669 ₫ per night from 1 Jul to 2 Jul
4.009.669 ₫
4.706.951 ₫ total
1 Jul - 2 Jul
includes taxes & fees
8.4/10 Very Good! (4,265 reviews)
"Great location, we enjoyed our stay"

Reviewed on 23 Jun 2025

Embassy Suites by Hilton Chicago Downtown River North
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is 3.201.394 ₫ per night from 2 Jul to 3 Jul
3.201.394 ₫
3.758.117 ₫ total
2 Jul - 3 Jul
includes taxes & fees
9.2/10 Wonderful! (3,222 reviews)
"Great location, gym and facilities. Bedrooms are small but very nice and functional."

Reviewed on 23 Jun 2025

citizenM Chicago Downtown
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is 3.748.505 ₫ per night from 3 Jul to 4 Jul
3.748.505 ₫
4.400.370 ₫ total
3 Jul - 4 Jul
includes taxes & fees
7.8/10 Good! (8,911 reviews)
"Location of the property was excellent. Enjoyed our stay."

Reviewed on 24 Jun 2025

Congress Plaza Hotel
See all 3,649 properties in Darien
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 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

McCormick Place
Six Flags Great America which includes rides

Six Flags Great America

Enjoy the excitement at Six Flags Great America and find out why this is a popular theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.

Six Flags Great America