Fubar -
I'll be here over New Years and would be glad to meet up for some turns during your stay....don't know how well you know the mtn. As for New Years night, I've already got plans, but the Bend Bulletin online might have a listing of events for the evening. The bars should be hopping for sure.
If you're looking for fancier restaurants, I can recommend some:
Merenda - san francisco/mediterranean
Blacksmith - cowboy chic homestyle
Cork - intimate, best restaurant in town, upscale fancy
Blue Fish - new place, nice menu, do all things well
Toomies - Thai, very good and satisfying
Mercury Diner - on west side, a good yuppie style diner
Indian Palace - Cletus lunch buffet special
If you want casual pub grub, I can do that too:
Deschutes Brewery - the original and still the best
Bend Brewing Company - can be hit or miss, but chill hang-out
Cascade Lakes - newest brewpub, so so menu
If you want to know the steezy hang-outs, i've been to a few:
The Grove - Bend meets LA, lots of DJ's spinning, young alt crowd, not meatheads, fun after 11
Astro Lounge - good place for cocktails upstairs
Martini Bar - Bend meets SF, guy makes his own vodka, good stuff
McMinimans - has a couple different bars on premisis - all good, dark, and a lil' smoky...just right for knocking back a beer or scotch
there are some other fun things to do in town - taking a tour of Deschutes Brewery on the weekend (with tasting!), checking out Smith Rock, snowmobile rides...
PM me if you have specific questions, let's meet up!
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