MileValue is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers. Terms apply to American Express benefits and offers. Enrollment may be required for select American Express benefits and offers. Visit to learn more.

Note: Some of the offers mentioned below may have changed or are no longer be available. You can view current offers here.

In 2013, Hilton gutted its award chart for its top tier properties by adding several categories and moving the most expensive properties from 50,000 points per night to 95,000.

Screen Shot 2015-06-24 at 7.18.37 PM

But during the gutting of the top end, the bottom tiers actually got less expensive! Categories 1 and 2 both got 2,500 points per night cheaper. Category 1 dropped to 5,000 points per night and Category 2 dropped to 10,000 points per night.

That made the number of points for a free night at Category 10 hotels 19 times more than what you need to book Category 1 hotels. That’s an extreme difference. IHG Rewards requires only 5 times the points for a top tier versus bottom tier hotel.

Then Hilton changed it’s award pricing to a revenue-based system. Rooms now have variable rates that will fluctuate with supply/demand and the price of the room. Hilton has promised though that the point price of a room won’t rise higher than what its category was priced on this old chart.

Seems pretty similar to what was already happening considering the variance in price of many hotel categories. The primary differences are:

A) Some rooms will be cheaper in off season.

B) Perhaps some rooms will be more expensive in that they consistently price at the top of their range instead of a previously lower price.

C) The award chart is no longer published online.

For me, the old chart bifurcated the old Hilton program and created two viable strategies to maximize the program that still hold true today.

  • Spend your points from cards like the Citi® Hilton HHonors™ Visa Signature® Card or the Hilton Surpass Card from American Express on Category 1 – 3 hotels to stretch your points
  • Spend your Free Night Certificates from the Citi® Hilton HHonors™ Reserve Card on Category 9 and 10 hotels that are extremely pricey
Grand Wailea on Maui, Previously a Category 10 Hilton
Grand Wailea on Maui, Previously a Category 10 Hilton

I don’t think the new pricing scheme affects that strategy much, as the hotels in Categories 1 through 3 will remain the same price, and no matter what happens to the price of the higher end hotels, your Free Night Certificate should cover it.

Strategy 1: Top Tier

Credit card links have been removed from posts and added to the menu bar at the top of every page of MileValue under the heading Top Travel Credit Cards.

The first strategy is to get the Citi Hilton Honors Reserve Card with Two Free Weekend Nights worldwide at top tier Hiltons after spending $2,500 in four months. This card also comes with automatic Hilton Gold Status.

The free night certificates are good for Friday, Saturday, or Sunday nights, and the Gold status ensures free wifi and breakfast on stays at eligible Hiltons.

Since it costs one free night certificate whether you stay at a Category 1 or a Category 10, you should endeavor to use them at the most expensive hotels, namely one of (what used to be called ) the 62 Category 9 and 10 Hilton properties. I have already covered a few of these top properties before. Here’s another post about top properties to use your certificates on within the United States.

This “Top Tier” strategy for folks who want to stay at $1,000+ per night properties they couldn’t otherwise dream of, like the Conrad Koh Samui in Thailand.

Screen Shot 2016-07-18 at 1.23.38 PM

Strategy 2: Most Free Nights

The second strategy is to get a card with a sign up bonus in Hilton points, not free nights, and use them at low category hotels–a card like the Hilton Honors Card from American Express, which is offering offering 80,000 Hilton Points after spending $2,000 in the first three months and automatic Hilton Silver status.

Another great card for accruing a lot of Hilton points to spend on a multitude of free nights is the Hilton HHonors Surpass Card from American Express. It comes with 100,000 bonus Hilton points after making $3,000 in purchases in the first three months and automatic Gold status.

So if you opened both the Hilton Honors Card and the Hilton Honors Surpass Amex at the same time and spent $5,000 on both cards in the first three months, you’d have at least 195,000 HHonors points, enough for:

…including the 5th-night-free bonus available to all Hilton elites on award bookings, which is you if you hold either card.

The Hilton Pyramids Golf Resort in Giza is a luxurious Category 2 hotel. You could stay for up to 18 nights here with 188k Hilton points!

Forsake the Middle

These strategies use categories 1, 2, 3, 9, and 10. I think Categories 4-8 hotels in the HHonors program offer poor value. They are too many points during peak season–30k to 80k per night–to get maximum value with points compared to Categories 1-3, and they are too cheap with cash to get maximum value with free night certificates compared to Categories 9-10.

If you want middle tier hotels, try a different program like IHG, Hyatt, or SPG, or look into Hilton Points & Money Awards which can sometimes be a good deal.

You Can Simultaneously Pursue Both Strategies

You aren’t limited to choosing just one strategy or the other. There are no rules from either Citi or Amex that would prevent you from opening all three cards, the Citi Hilton Reserve, the Hilton Honors, and the Hilton Honors Surpass, at the same time.

Bottom Line

Hilton has an extreme award chart on which some free nights cost 19 times other free nights. That requires us to adopt an extreme strategy and either try to get value with points at the bottom end (for lots of free nights), with free night certificates at the top end (for two free nights at a five star hotel), or do both at once. I don’t recommend booking middle tier Hiltons with points unless you happen to find a good Points & Money deal.

Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening.

Just getting started in the world of points and miles? The Chase Sapphire Preferred is the best card for you to start with.

With a bonus of 60,000 points after $4,000 spend in the first 3 months, 5x points on travel booked through the Chase Travel Portal and 3x points on restaurants, streaming services, and online groceries (excluding Target, Walmart, and wholesale clubs), this card truly cannot be beat for getting started!

Editorial Disclaimer: The editorial content is not provided or commissioned by the credit card issuers. Opinions expressed here are the author’s alone, not those of the credit card issuers, and have not been reviewed, approved or otherwise endorsed by the credit card issuers.

The comments section below is not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved, or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all questions are answered.