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hottest events in San Francisco

top picks that locals are saving to their Outernet maps from TikTok, Instagram, and the web.

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Oct 26 – Nov 1, 2026

Oct 26 – Nov 1, 2026

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Curated SF picks, updated every Monday from what Outernet Explorers are importing from TikTok, Instagram, and the wild west of the interwebs.

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Walktober 2026: SF Crosstown Trail Walking Festival

Date

Tue, October 20th - Mon, October 26th

Description

San Francisco's first-ever Walktober is a month-long city-wide festival of foot-powered exploration, hosted by the SF Crosstown Trail with 30+ guided urban hikes by local groups. Walks range from a casual after-work pub crawl to a 27-mile city traverse, exploring hidden stairways, historic transit routes, parks, and community gardens.

Address

San Francisco, CA

Map of San Francisco, CAOpen in Maps

Community Notes

Register early — many walks are free but fill up and run waitlists; cancel if you can't make it

Dress in layers and bring a refillable water bottle, snacks, and lunch for longer hikes

Check the full calendar on crosstowntrail.org since each walk has its own start point and registration link

Some walks are one-way and end at different locations with transit options nearby

Tag #sfcrosstowntrail on social to share your adventure

crosstowntrail.org/2026/09/07/walktober-2026/Saved from Instagram

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