We stayed at the Waldorf Astoria Jerusalem (rooms free on points, including breakfast) and had to pay for any other meals. I wrote in detail and posted pictures in the WA Jerusalem thread. Seders were about $250 per adult and $200 per kid. I thought it was amazing and all the food was insanely good. You could save where you wanted to by not doing the big buffets for lunch or all the evening meals (for one Friday night we had matzah and wine ready in the room and ordered room service sandwiches right before candle lighting). They've blocked standard rooms for the 1st and last days of Yom Tov but Chol HaMoed March 25-29 is still open. Considering they gave us an upgrade, a free roll-away bed and fridge and it includes a ridiculously amazing breakfast (that served as our Yom Tov lunch a few days) it was the deal of the century...if any of you are sitting on free night certs and HHonors points, I'd book it and then you could always decide what you wanted to do for the other nights later or cancel it with no penalty.
Even if you paid $600 per night for for the other 4 nights of Yom Tov next year and got the seders and paid for every Shabbat Yom/Tov meals for next year (it is only 8 total meals because Shabbat falls out on Yom Tov but I think you could easily get away with not paying for every dinner and lunch) you could probably do the whole thing for about $3500 total for two people or $4500 for 2 adults and one kid in the same room.
Again, you could spend way less by making other arrangements for some of the meals. You'd get breakfast every day, seriously 5 star food (no kitniyot, non-gebrokst) and there are tons of mehadrin restaurants open where dinner won't cost you that much. We had an amazing trip, got to do so many fun things also, earned tons more HHonors points from what we did spend and didn't feel stuck to one dining room on a program, I highly recommend it and hope others can book before they block these standard rooms!
