Senior Member
Join Date: May 2007
Location: Highland Park, NJ, USA
Posts: 3,798
Bikes: "Hildy", a Novara Randonee touring bike; a 16-speed Bike Friday Tikit; and a Specialized Stumpjumper frame-based built-up MTB, now serving as the kid-carrier, grocery-getter.
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You might investigate a folding bike. While you do get a little less bike for the money, folders are well-suited for city life. You can take them on the bus, on transit, and into a restaurant, shul, or apartment. The design of most folding bikes also makes them suitable for skirts, and you can get one with the hill-friendly gearing you want.