$150 will probably be enough, if you decide to do a last minute bid make sure you do have a backup reservation somewhere so your not stuck sleeping in central park :) Checking rates for Aug 8-11, can't see anything exceptionally high so you should be set to bid. Make sure you know how to re-bid on priceline By what you describe, MTE/MTW should be acceptable for you. I would start at $110-$115 and work your way up from there, you have two re-bid zones at the 4* level. MTE 4* at $110 if rejected add re-bid zone 1 and try MTE 4* at $115 if rejected add re-bid zone 2 and try: MTE 4* at $120 if rejected add both re-bid zone 1 & 2 and try MTE 4* $125 Note between each of these bids re-access priceline using the link at savingsbarn.com... you can try that same strategy for MTW, if rejected start with both MTE and MTW and add the re-bid zones as described above starting at your highest rejected bid and continue to raise $5-$10. Split up you essentially have 8 bids per 24hr period, if you were willing to stay in other areas that would increase. I would recommend starting off lower because when inventory is added, you may of been getting rejected at $150 one day and next day they might add some low priced inventory and you end up over bidding on it because you started off with a bid on the high side. If you can't get anything try every 2-3 days till your trip, since you have two sets of dates as well you can try with both and see if you get anywhere.