roundtree slh hyatt
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For many years there were zero ways to use points in the famous Hamptons region of eastern Long Island in New York. Summer prices for hotels are always gut wrenching and points enthusiasts had no reprieve.

A few years ago, the Topping Rose House in Bridgehampton, an SLH hotel, became bookable with Hyatt points, marking the first time us points people could stay in the Hamptons on points – and at a very luxurious hotel no less. Rates at Topping Rose in Summer top $1,600 a night and at Category 8 (35,000-45,000 points) is a huge bargain. Sadly, they’ve made things much harder to book. Last year they were requiring 7 night minimum stays, though this year I’m seeing weekend stays requiring “only” 4 nights.

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Topping Rose House
Topping Rose House in Bridgehampton, NY (SLH)

More recently, IHG offered 4 Mr. and Mrs. Smith properties in the Hamptons, though with revenue based pricing were never much of a deal. They seem to be gone now, though one new one in Montauk is listed on the website: Mr & Mrs Smith Hero Beach Club.

Today, eagle-eyed MilesTalk Group Moderator A.R. noticed a new SLH property bookable on the Hyatt website. Also a category 8 like Topping Rose, The Roundtree seems to be just a bit less luxurious and at a slightly lower price point. It’s located in Amagansett, right on Main Street, and about 20 minutes east of Topping Rose House.

roundtree slh hyatt

As a category 8, you’ll pay 35,000 – 45,000 points per night for a standard room and of course you can transfer points to the World of Hyatt program from Chase Ultimate Rewards.

A random weeknight in September

It would be more convenient if you wanted to explore nearby Montauk, the easternmost point in New York State and a surfer’s paradise, and they are within about a 10 minute walk of the beach. Unlike Topping Rose, there is no pool.

I should also note that the Roundtree has a main house and then individual cottages. However, the cottages do not seem to be bookable at upgraded points prices. That’s a shame since, as my wife noted, those are perfect for families. She’s actually stayed there once before and liked it quite a bit.

I was unable to find any availability at the Roudtree during peak summer, however I did find one night stays available for points in September, which can still be a beautiful time of year to explore the Hamptons.

If you do check out the Roundtree, please let me know what you think!

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Let me know below in the comments, on Twitter, or in the private MilesTalk Facebook group.

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New to all of this? My “introduction to miles and points” book, MilesTalk: Live Your Wildest Travel Dreams Using Miles and Points is available on Amazon and at major booksellers.

I got "in the game" in 2003 and since then I've collected literally millions and millions of frequent flyer miles and hotel points. I've flown around the world in first class seats that would cost $29,000 using frequent flyer miles and a few bucks in tax. And I've stayed in some of the finest hotels - all for free! A few years ago I realized many of my friends actually thought I was paying for these!! So I started sharing my tips. It's long been a passion, but when I hosted a session on Miles and Points at this year's South by Southwest festival, my love of the game intensified and this blog was born.


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