San Mateo
Walking Events Calendar near San Mateo 2026-2027
Monthly updates for San Mateo
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Explore the top walking events near San Mateo for 2026-2027! We've gathered 43 great walks in the area. Check out our detailed list below to find your next local walk.
October 2026
Walkers may do 3.1 Miles (one loop) or 6.2 Miles (two loops) around Lake Merritt from Adams Point picnic area at the Sailboat House in Lakeside Park, Oakland. Both in person and virtual options are available and participants get a ribbon and..
Participants can walk community routes of 5K, 1.5 Mile, or 10K, with most events at Iron Horse Middle School; the 10K starts at Charlotte Wood Middle School and finishes in San Ramon. Parking is at Bishop Ranch 3 with shuttles to the 10K an..
Walk options include 1 mile and 5K, on a park course at Quarry Lakes Regional Park South Ensenada Picnic Area in Fremont. Packet pickup is available at local locations before the event and on race day, and the walk runs alongside the races.
Walkers can join the on site 3.1 Miles walk at Hellyer County Park Cottonwood in San Jose alongside the running races. A virtual 3.1 Miles option is available October 17 to October 31 for walkers to complete on their own.
Walkers can choose the untimed 2 mile fun run/walk in downtown Lafayette or the virtual Reservoir Challenge of 2.7 mile on the paved reservoir trail. The start is near Lafayette Circle and there are three water stations; dogs on leash and bab..
Walkers have an untimed 2 Mile route starting at the Bandshell at Golden Gate State Park. The hybrid event offers a virtual option and runs alongside a timed 5K while supporting local migraine research.
Walkers have marked options 5K, 10K and the 5M Pink Ribbon Trail. The in person event starts and ends near Gott's Roadside outdoor patio at the north end of the San Francisco Ferry Building and downloadable maps show water and bathroom lo..
November 2026
Walkers can choose a 1 mile fun walk or a 5 km trail walk through Joaquin Miller Park, winding among towering redwoods on wooded trails for a scenic, casual stroll. Bib pickup is at Transports and Joaquin Miller Meadow.
Walkers can join the Fun Walk of 3.1 Miles starting at 13925 Fruitvale Ave in Saratoga, following neighborhood streets and sharing the course with the 5K races. The route is on community streets with family friendly post event activities nearby.
Walkers can take the 1 mile course at San Leandro Marina Parking Lot (South) by the Volleyball Sand Court, with a large free parking lot nearby. The event also features a flat 5K on mostly dirt and grass with some road, alongside running races.
The event offers walkers a flat and fast 5K course starting at 11 S 1st St in downtown San Jose and flowing through local neighborhoods and businesses. Walkers are welcome alongside running races, with virtual 5K and 10K options available..
December 2026
The event offers walkers 3.1 Miles and 6.2 Miles flat out and back shoreline routes from Harbor Bay Ferry Terminal on Bay Farm Island. The route uses Harbor Bay Road with closed lanes; returns on trails, parking, snacks provided.
Walkers may choose the 10K or the run/walk 5K, or attempt the Double 15K which is a 10K leg, a halftime break, then a 5K. Courses start at 1900 Geng Rd in Palo Alto and follow a wide paved baylands path, flat and mostly car free,..
January 2027
Walkers can choose 5K or 10K routes, plus a 1K kids walk, on paved flat Bay Trail paths in Shoreline Park. Start and finish at Lot E by Kite Flying area; parking free, strollers OK, no dogs.
March 2027
May 2027
Walkers can take the Beer Stroll, a 1 mile walk around Almaden Lake at Almaden Lake Park (5949 Winfield Blvd, San Jose). The walk is part of the Beer City Festival and leads to a post race festival featuring local brewers and beer tastings.