There are many nice (and free) places to walk that are close to the popular hotels so you can meet there for convenience and then walk- Yemin Moshe/MIshkenot Shaananim area, Gan Hapa’amon, Independence Park, the Rose Garden, the large park behind the Israel Museum (officially called valley of the cross, ignore the monastery at the far end), Gan Sacher. If you are not worried about running into/meetings natives, a stroll through any nice neighborhood (e.g. Kiryat Moshe, Nahalat Shiva, Rehaiva, the Old City, etc) and stopping off in any local park you pass can also be nice on a cool evening. I suggest you bring drinks or buy in the hotel.
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