Diamond Vacations from $361

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The Latest Diamond vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel 43
The Avery Hotel
Boise Guest House
The Grove Hotel
Modern Hotel
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Diamond Hotel Deals

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
$119 nightly
The price is $138 total per night from Sep 2 to Sep 3
$138 total
Sep 2 - Sep 3
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
"We enjoyed our stay and went to a concert."

Reviewed on Aug 25, 2025

DoubleTree by Hilton Hotel Portland
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
$119 nightly
The price is $138 total per night from Sep 2 to Sep 3
$138 total
Sep 2 - Sep 3
Total with taxes and fees
8.6/10 Excellent! (1,951 reviews)
"No issues with the hotel. Unfortunately Downtown Portland is filled with homeless people and drug use."

Reviewed on Aug 23, 2025

Courtyard by Marriott Portland City Center
Seahorse Oceanfront Lodge

Seahorse Oceanfront Lodge

2.5 out of 5
1301 NW 21st Street, Lincoln City, OR
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Sep 1 to Sep 2
$101 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (1,152 reviews)
"Great service, beautiful house. Super close to the beach and there’s a hot tub and pool. Only complain tho is that the house its self didn’t seem like it had been cleaned that well. Found a hair on one of the pillows before even touching the bed. But other than that it was a 10/10 experience."

Reviewed on Aug 25, 2025

Seahorse Oceanfront Lodge
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.

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Frequently asked questions

How much does a Diamond vacation package cost?
You'll find cheap prices from $361 on Expedia for your Diamond escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Diamond costs.
What are the cheapest months to go to Diamond?
If you'd like to snag a cheap Diamond vacation package, consider traveling in October, November and December. You're likely to find lower prices on flights and accommodations during these months — perfect for budget-conscious travelers.
How many days is enough for Diamond?
Usually, a handful of days is enough to check out the major attractions during your Diamond vacation. However, if you'd like to have time to unwind or take day tours, consider extending your itinerary.
How to find the best Diamond package deals?
Use Expedia's filters to find some fabulous Diamond package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Diamond package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Diamond vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight 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 get the flexibility to create a customized Diamond vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Diamond?
Enjoy incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Diamond adventure.
Does Expedia offer Book Now, Pay Later Diamond vacation packages?
Secure your dream trip to Diamond with help from our Book Now, Pay Later vacations. No need to save up or wait for your next paycheck — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up cheap deals before they disappear.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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