SPG points to be used in January for vacation. Planning on going to Maldives. Is it worth it? Also, are there any other places around that area during January that I can make use of my SPG points?

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You might be better off using cash. Sheraton Maldives is relatively cheap and upgrades Platinum members to overwater bungalows. W and such are nicer, of course, but a lot more expensive and require seaplanes to get to. Thailand is pretty cheap. The Naka Island is a great SPG property. For something off the beaten path, try Bhutan. One of the most amazingly places I’ve ever been. There are two SPG properties there now, but they hadn’t yet opened when I went, so I can’t comment on them.

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SPG usually runs 35% off points promotion between December and March on a lot of their high end resorts. Not sure how the merger will effect that promotion, also I don’t think the 5th night free incentive applies after August.

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Got ~100K

Also willing to do cash and points

And should I wait before or after Aug 1 to book?

5th night free will remain. Good suggestion on the 35% off thing, though that may die with program integration. On the flip side, the new redemption rates on high end properties will be lower, particularly before category 8 is introduced in early 2019

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