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If I recall correctly the reason we eat a Seuda on Hoshanah Rabah is it is the last day we have a Chiuv to eat in the Succah. Suppose it is raining and you can not eat in the Succah do you still have a Chiuv Seuda?

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I've actually never heard of this Seudat Hoshanna Rabba that you speak of. Can you point to a source for it? –  Isaac Moses Oct 4 '10 at 3:59
    
Sefer Hatodaa - Umarbin Bseudas Yom Tov. –  Gershon Gold Oct 6 '10 at 2:59
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In chutz la'aretz, we arguably have a chiyuv to eat in the Sukkah the day afer hoshanah rabbah also. –  Curiouser Oct 18 '11 at 16:41
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2 Answers

It's still Chol Hamoed, so you should probably have a nicer Seudah anyway.

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The "Noheg K'Tzon Yosef" (pg. 298) cited in Nitey Gavriel (Hilchos Sukkos pg. 383) explains the reason for the minhag of eating a seudah on Hoshana Rabba to demonstrate our confidence in a victorious outcome of the judgment. Accordingly, the seuda should be held irrespective of whether it is in the Sukkah or not.

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