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Guide to Hilton’s 5th night free perk and improved weekend night certificates

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Guide to Hilton’s 5th night free perk and improved weekend night certificates

Joseph HostetlerGuide to Hilton’s 5th night free perk and improved weekend night certificatesMillion Mile Secrets Team

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Do you know how to make your Hilton points 20% more valuable?

Whenever you book five consecutive Hilton award nights, the fifth night is free. The only caveat is that you need Hilton elite status, which you’ll automatically receive just for holding any of the best Hilton credit cards.

For example, you’ll earn Hilton Gold Status with the Hilton Honors American Express Surpass® Card, which comes with 125,000 bonus points after you make $2,000 in purchases within the first three months of account opening. And you’ll earn Hilton Silver status with the Hilton Honors American Express Card, which comes with 75,000 Hilton bonus points after spending $1,000 on purchases within the first three months of account opening.

I’ll run through everything you should know about this super-valuable perk.

You can often book the Hilton Bali Resort for just 28,000 Hilton points per night, but if you book five consecutive nights, you’ll pay just 22,400 points per night. (Photo by Budilnikov Yuriy/Shutterstock)

How does the Hilton fifth-night-free benefit work?

There are very important distinctions concerning Hilton’s fifth-award-night-free perk:

  • You do not receive every fifth award night for free, like a Subway sandwich card. This perk activates only when you book five consecutive award nights at a time
  • This perk is also not a rebate. Once you select the five nights you want, you’ll see the discounted price at checkout. This is great, because that means you only need four nights worth of points to stay five nights

For example, let’s say you book a four-night stay at a hotel that charges 60,000 Hilton points per night. At checkout you would owe 240,000 points (60,000 points per night x 4). But if you booked five nights instead of four, you would pay the same 240,000 Hilton points, Hilton’s fifth night free perk would automatically discount each night to just 48,000 Hilton points.

In other words, Hilton won’t show that you received a free night. Instead it will display the discount by taking points off each night.

Pro tip: If you’re booking more than five nights with varying award prices, book the five most expensive consecutive nights separately. That way the website will average the most expensive nights and give you the biggest discount.

Are there exceptions?

There are a few exceptions where you will not get the fifth night free:

  • Points and money doesn’t count as an award stay. You’ll have to use ALL POINTS to get the fifth night free
  • You can only book a standard room
  • You can’t combine the fifth-night-free with any other Hilton promotion

How do you book a fifth night free?

Booking a fifth night free is hassle free. Sign into your Hilton account and select a stay of five nights or more. You’ll automatically get the fifth-night-free discount.

Remember, only folks who have Silver, Gold, or Diamond elite status can use this perk. If you don’t have Hilton elite status, you can earn it just by opening any of the Hilton credit cards:

You can also pool points with up to 10 friends or family members for free, up to 500,000 points per year. So you and a travel buddy can each open a card and combine your points to get enough points to book four award nights.

Using free night certificates from credit cards at Hilton

Three Hilton credit cards come with the opportunity to earn an annual weekend-night award, redeemable participating Hilton hotels for a free night on Friday, Saturday or Sunday:

Hilton has recently made a wildly popular update to this benefit — weekend night certificates issued on or before December 31, 2020, can now be used for any night, not just weekend nights. This is in the wake of COVID-19 halting travel for months on end, giving you less opportunity to redeem your certificates.

Let me know if you’ve used Hilton’s fifth night free benefit! And subscribe to our newsletter for more miles and points need-to-know info.

For rates and fees of the Hilton Honors Amex card, click here.
For rates and fees of the Hilton Honors Surpass card, click here.
For rates and fees of the Hilton Honors Business card, click here.
For rates and fees of the Hilton Aspire card, click here.

Chase Sapphire Preferred® Card

Chase Sapphire Preferred® Card

  • Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $750 toward travel when you redeem through Chase Ultimate Rewards®
  • 2X points on travel and dining at restaurants worldwide & 1 point per dollar spent on all other purchases.
  • Get 25% more value when you redeem for airfare, hotels, car rentals and cruises through Chase Ultimate Rewards. For example, 60,000 points are worth $750 toward travel
  • Get unlimited deliveries with a $0 delivery fee and reduced service fees on orders over $12 for a minimum of one year on qualifying food purchases with DashPass, DoorDash's subscription service. Activate by 12/31/21.
  • Earn 5X points on Lyft rides through March 2022. That’s 3X points in addition to the 2X points you already earn on travel.

More Info

Editorial Note: We're the Million Mile Secrets team. And we're proud of our content, opinions and analysis, and of our reader's comments. These haven’t been reviewed, approved or endorsed by any of the airlines, hotels, or credit card issuers which we often write about. And that’s just how we like it! :)

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My husband and I used the fifth night free along with points to stay for free in Jamaica at the all inclusive Hilton Rose in Montego Bay the first week of February before all this Covid hit the US. Friendly staff and great food and drinks for free!

Can you please clarify what you mean by, “Pro tip: If you’re booking more than five nights with varying award prices, book the five most expensive consecutive nights separately. That way the website will average the most expensive nights and give you the biggest discount.” Thanks!

David Koskoff

We used the fifth-night-free benefit at the El Conquistador Resort in Tucson and they even upgraded us to a suite—really a one-bedroom “condo,” and everything was wonderful, especially the service. Every need was anticipated.

Just FYI for anyone. Hilton now requires you to have enough points in your account for 5 nights. I have enough points for 4 nights, and it even says 0 points for 5th night, but they are still charging me to buy the points (enough for 5 nights). I think this is very deceptive on Hilton’s part.

Hilton posts the four nights at full point prices and then the fifth at zero points! In the old days, it discounted for each night, but has not been that way for several years. Let’s use updated information here for those who don’t know!

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