Diamond Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Diamond

Wingate by Wyndham - Joliet
Wingate by Wyndham - Joliet
2.5 out of 5
101 McDonald Avenue, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is S$116 per night from 20 Jul to 21 Jul
S$116
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Property is little old but very clean Good Breakfast options too Enjoyed overall stay"

Reviewed on 22 Jun, 2025

Wingate by Wyndham - Joliet
Super 8 by Wyndham Joliet
Super 8 by Wyndham Joliet
2 out of 5
1806 McDonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 21 Jul to 22 Jul
S$96
21 Jul - 22 Jul
includes taxes & fees
8/10 Very Good! (556 reviews)
"Room small but clean. The front door was damage."

Reviewed on 22 Jun, 2025

Super 8 by Wyndham Joliet
Red Roof Inn Chicago - Joliet
Red Roof Inn Chicago - Joliet
2 out of 5
1750 Mcdonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is S$77 per night from 29 Jun to 30 Jun
S$77
29 Jun - 30 Jun
includes taxes & fees
6.6/10 (1,004 reviews)
"This is where we stay when we visit our daughter in Joliet. No dresser drawers that opened and the mattress was too soft. We both had aching backs."

Reviewed on 17 Jun, 2025

Red Roof Inn Chicago - Joliet
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 Diamond holiday package cost?
You'll find cheap prices on Expedia for your Diamond escape. However, factors like the length of stay, hotel choice and season will influence how much your holiday to Diamond costs.
What are the cheapest months to go to Diamond?
If you're looking to snag a cheap Diamond holiday package, consider visiting in January, February and March. You'll usually find better prices on hotels and flights during these quieter months --- ideal for a budget-friendly getaway.
How many days is enough for Diamond?
With a well-organised travel plan, you can easily hit the main Diamond sights in a few days. But if you prefer to discover hidden spots or take day trips, consider booking your Diamond holiday for longer.
How to find the best Diamond package deals?
Start your search for a Diamond package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Diamond package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Diamond getaway off to a flying start.
Is it cheaper to book a Diamond holiday as a package?
You can enjoy significant savings on your next Diamond escape by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Diamond?
If you're considering an impromptu Diamond holiday, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Diamond?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to visit Diamond.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodation will likely be the biggest expense during your trip to Diamond.
  3. Decide how long to go for: Now that you know more about Diamond, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Diamond holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.