Diamond Vacations from $412

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The Latest Diamond vacation packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Hotel Riu Plaza Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Emily Hotel
Hilton Chicago O'Hare Airport
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Diamond Hotel Deals

aruba- la cabana beach resort and casino

aruba- la cabana beach resort and casino

Diamond IL
aruba- la cabana beach resort and casino
Wingate by Wyndham - Joliet

Wingate by Wyndham - Joliet

3 out of 5
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $79 total per night from Jul 20 to Jul 21
$79 total
Jul 20 - Jul 21
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
"Ezra and Michael were amazing. Can’t tell you enough how amazing the customer service was. This has been our go to hotel when staying Joliet and will continue to be so"

Reviewed on Jun 21, 2026

Wingate 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
$59 nightly
The price is $68 total per night from Jun 23 to Jun 24
$68 total
Jun 23 - Jun 24
Total with taxes and fees
6.8/10 (1,004 reviews)
"The room was filthy, the bed covers had stains with cigarette bits. The tub was gross"

Reviewed on Jun 18, 2026

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.

Find the Best Diamond Vacation Packages

Diamond Essential Information

Language
English
Currency
U.S dollars
Population
2,500
Top Sights
Heidecke Lake State Fish and Wildlife Area, Gebhard Woods State Park and William G. Stratton State Park

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Frequently asked questions

How much does a Diamond vacation package cost?
You'll find cheap prices from $412 on Expedia for your Diamond escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Diamond costs.
What are the cheapest months to go to Diamond?
You can typically find lower rates and greater availability in December, January and February. Take a look at our cheap Diamond vacation packages and you could land some excellent off-season deals.
How many days is enough for Diamond?
The ideal duration for your Diamond vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to tick off all the main attractions and discover some hidden spots along the way.
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 vacation as a package?
You can enjoy significant savings on your next Diamond escape by booking a tailored vacation 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 vacation package to Diamond?
If you're considering an impromptu Diamond vacation, 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.
Does Expedia offer Book Now, Pay Later Diamond vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Diamond break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.