Darien Holidays from £840

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Top Darien Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Oct - 9 Oct
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Bed was comfortable, everyone on the front desk team that i interacted with were great. I hope to be back someday.

Reviewed on 13 Aug 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Oct - 9 Oct
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
17 Sept - 22 Sept
found 11 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
24 Oct - 29 Oct
found 16 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on 11 Aug 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Oct - 9 Oct
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
I think that 67 dollars is a lot for a day of parking, but I guess it’s city’s fault.

Reviewed on 12 Aug 2025

Darien Essential Information

Language
English
Currency
U.S dollars
Population
1,600
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Dancing Horse Theatre, Staller Estate Winery and Animal Gardens

Top hotels in Darien

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is £127 per night from 11 Sept to 12 Sept
£127
11 Sept - 12 Sept
includes taxes & fees
9/10 Wonderful! (1,211 reviews)
"Excellent location and staff was awesome"

Reviewed on 10 Aug 2025

Harbor Shores on Lake Geneva
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Fully refundableReserve now, pay when you stay
The price is £109 per night from 1 Sept to 2 Sept
£109
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,444 reviews)
"Really nice staff, beautiful property and nice amenities. Room was big and comfortable"

Reviewed on 11 Aug 2025

Abbey Resort and Avani Spa
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is £174 per night from 17 Aug to 18 Aug
£174
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (2,931 reviews)
"Shoutout to our housekeeping team member Rachel for finding my jewelry and keeping it safe for me. I really appreciate it"

Reviewed on 10 Aug 2025

Timber Ridge Lodge and Waterpark
See all 897 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Darien travel package cost?
Less than you might think — from only £840, as a matter of fact! By combining hotels, flights and car rentals into a customized travel package, your getaway to Darien is only clicks away.
If I'm not able to travel, can I cancel my Darien travel package?
We totally get that unexpected stuff happens. If you've locked in a Darien travel package and have to amend or cancel it, we can help. We suggest taking a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to Darien?
Bundle your hotels and flights, add extras such as activities, and save with a Darien travel package. You won't just pick up impressive discounts on your escape — you'll have lots of choice within your reach too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 hotels across the globe. Your next epic adventure begins right here, right now!
Does Expedia offer Book Now, Pay Later Darien holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a dream getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying just a little each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

What are the top hotels in Darien?
If it's your first visit to Darien, secure a room at Harbour Shores on Lake Geneva or Timber Ridge Lodge And Waterpark. Both offer comfortable beds and are top options with many savvy travellers.
How far in advance should I book my Darien holiday?
Travellers are generally able to browse international flights on Expedia up to 12 months prior to departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Darien travel package include?
Hotels, flights and car rentals — we connect you to the best deals. All you have to do is figure out your ideal combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it easy to create an exciting Darien escape.
What should I know before booking a Darien travel package?
A package can be easier on the hip pocket than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and score impressive savings. Whatever sort of holiday you're planning, there's bound to be a package within your budget.
Can I choose my airline with a Darien Expedia travel package?
You can, and with over 550 airlines to choose from all over the world, you have loads of choice. Browse the available options and see which airline suits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.