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This site has some neat scavenger hunt ideas:
http://www.watsonadventures.com/baltimore.html
M&S Grill at Harborplace would be a great place for dinner. Their food is great (their bread pudding is the best on the planet!) and there's a nice atmosphere. For somewhere more casual, there's B.O.P in Fells Point.
Mt. Vernon or Fells Point might be fun neighbourhoods to explore - lots of bars/restaurants in close proximity, easy to travel on foot, and both have Baltimore landmarks!
Restaurant recommendations in Mt. Vernon: Iggies Pizza (casual, great food, BYOB), Helmand (a little loud, but delicious vegetarian and meat options), Bistro B (it's in Bolton Hill, but a fantastic place nonetheless)
Restaurants in Fells Point: Meli (haven't been there yet, but looks good - owned by the same people as Kali's Court, which is phenomenal, and Kali's Mezze), Obrycki's or Bertha's Mussels are good Baltimore landmarks as well. Oh, and there's great dessert as well: Pitango or Mr.Yogato.
Have fun!
Have you been to Nacho Mamas in Canton? Fun and very casual, with yummy margaritas and lots of bars nearby.
Definitely second the recommendation for Iggie's-- it is SO good! My two best Baltimore girlfriends and I used to go there nearly every week before watching America's Next Top Model. I should be ashamed, but I'm not. :)
I'd think that if you're doing a scavenger hunt, it'd be best to stay in one neighborhood, just to make it easier.
Fell's Point would be neat since it has a lot of history and there are lots of little things there that have significance. Also, obviously, tons of bars. If you know which bars to go to, you can avoid some of the club crowd that fills up Broadway at night.
You could get a drink at Cat Eye's Pub, which is known to have a ghost. Maybe drop by Slainte and have a Guinness. That bar is known for showing Rugby and Soccer games. Maybe visit DuClaw for some local brews. Red Star is a nice bar, and the name has a historical reference (prostitutes would put out red stars so sailors coming into port in Fells would know where to go, or something of that sort . . .). Drop by Max's on Broadway, and enjoy a cigar or their rooftop deck. Stop by Woody's Rum Bar while you're at it. Could be a fun time.
For food there, I love Arcos for Mexican and outdoor seating. Ze Mean Bean Cafe is good too.
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We're considering a scavenger hunt, amazing race style. Where would you go, what landmarks should people hit and what bars shoudl we take shots in? We're on foot for the most part (or at least, I imagine we'll be).
Also, where would you recommend for dinner? I'd like somewhere low-key and casual (ex. not pazo or bicycle) and more along the lines of Holy Frijoles, Rockets to Venus and (if only they served booze) PaperMoon Diner.
Thanks for the help hive!