From trail runs and bike rides to orchard strolls, partake in al fresco autumn events throughout the Peninsula.
Autumn is finally here! Nearly half of U.S. adults surveyed last year named fall as their favorite season, and here at the SixFifty, there are plenty of us who agree! The Bay Area’s temperate climate and proximity to the beautiful Santa Cruz Mountains offer boundless opportunities to get outside and explore the great outdoors. Trail running and biking are two of the most popular outdoor activities for local residents looking to enjoy the beautiful weather while getting a great workout. If strolling is more your speed, there are also plenty of opportunities to enjoy the fall weather at a leisurely pace.
We’ve rounded up a few upcoming opportunities to get your blood pumping, and earn all the pumpkin-spiced treats coming your way! Check out some of the autumnal outings below for upcoming events you won’t want to miss.
Palo Alto Moonlight Run Sept. 29: Join the Palo Alto Weekly and friends for the 39th annual Moonlight Run and Walk. Participants receive a collectible glow-in-the-dark shirt and all the Hobbee’s coffee cake they can eat! Enjoy sweeping views of the Palo Alto Baylands under the stars as you travel the out-and-back course around the Palo Alto Airport. Race distances include 5K Walk/Run, 10K Run and Half Marathon. Race fees go to a wide range of local nonprofits supporting kids and families.
45th Annual Pumpkin Run Oct.15: There are few places in the 650 that one associates with “pumpkin” more than the coastal community of Half Moon Bay. Throughout the month of October, gourd-themed events take place in and around the town. The Great Pumpkin Run is a wonderful trail race that offers fantastic Pacific Ocean views. All proceeds benefit Senior Coastsiders, a local nonprofit dedicated to supporting successful aging for Coastside seniors.
Woodside Trail Run Nov. 4: Run through the beautiful shaded trails of Huddart and Wunderlich Parks in the foothills of the Santa Cruz Mountains. This is a magical trail run on soft dirt trails, alongside lush ferns and a fairytale forest. Choose from several race distances and prepare for an unforgettable trail race adventure!
Woodside Trail Race Saturday, Nov. 4, starting at 1100 Kings Mountain Road,
Woodside. Distances include 10K, Half Marathon, 35K and 50K.
Thanksgiving Fundracer Relay Nov. 19: If you are more of a pack runner than a solo strider, check out Pacifica Runner Thanksgiving Fundracer Relay, benefitting the Pacifica Resource Center. Teams of two-to-four adults and youth compete in a four-mile relay. Prizes will be given for best performance and best costume categories.
Thanksgiving Fundracer Relay Sunday, Nov. 19, starting at Terra Nova High School, 1450 Terra Nova Blvd., Pacifica.
Crosstown Bike Tour Sept. 30: Join the Silicon Valley Bike Coalition for a social and scenic ride from Redwood City to San Mateo. The group will meet at CoffeeBar in Redwood City, and make their way to San Mateo along the Bay Trail, with a couple of planned stops for brats and beers. The ride will be about 12 miles in total, and will be a fantastic way to meet fellow cyclists and enjoy views of the San Francisco Bay.
Crosstown Bike Tour with Silicon Valley Bike Coalition Saturday, Sept. 30, meeting at CoffeeBar, 2020 Broadway St. Redwood City.
Bike Palo Alto Oct. 1: This annual, family-friendly event encourages people of all ages and abilities to bike more places more often and kicks off Palo Alto Unified School District’s Walk & Roll to School Week. Enjoy the pop-up family bike festival at Fairmeadow Elementary School, then choose one of three bike-friendly routes to get around town.
Bike Palo Alto Sunday, Oct. 1, starting at Fairmeadow Elementary, 500 E Meadow Drive, Palo Alto.
Historic Los Altos Bike Tour Oct. 14: Meet at the Los Altos History Museum, bike eight miles around town to see the best historic sites and homes in Los Altos, hear some stories from Los Altan of the Year Gary Hedden, then head back to the Museum for an optional $12 lunch.
Bike Tour of Historic Los Altos Saturday, Oct.14, meeting at the Los Altos History Museum, 51 S. San Antonio Road, Los Altos.
Los Altos Wine Stroll Oct. 13: One of the most anticipated events on the Los Altos social calendar is almost here. Tickets are on sale now for this evening stroll through downtown Los Altos, with participants visiting a variety of high-end boutiques, galleries, and retailers while imbibing samples from some of the finest wineries in the area. The perfect date night, or girls’ night out!
Los Altos Wine Stroll Friday, Oct. 13, downtown Los Altos. Advance ticket purchase required.
Great Glass Pumpkin Patch Sept. 30-Oct. 1: A treasured Palo Alto fall tradition returns to the Palo Alto Art Center. For more than two decades, the Bay Area Glass Institute and the Palo Alto Art Center have sponsored California’s largest Great Glass Pumpkin Patch, drawing thousands of visitors from around the country every year. More than 25 artists take months to hand-blow and hand-craft the more than 10,000 beautiful glass pumpkins.
Great Glass Pumpkin Patch Sept. 30-Oct. 1, Palo Alto Art Center, 1313 Newell Road, Palo Alto.
Orchard Days at Filoli Sept 23- Oct. 29: Enjoy the bounty of fall in Filoli’s Gentleman’s Orchard, where the jewel-tones of autumn surround live music, spiced cider, and good times spent together. Settle into the walnut grove with a cup of cider from the bar or an autumn treat from the pop-up cafe. Explore the historic trees, learn about harvest celebrations, and find fruitful fall fun every weekend!
Orchard Days at Filoli will be held Saturdays and Sundays through Oct. 29, Filoli Historic House and Gardens, 86 Cañada Road, Woodside.
Guided Geocache Hike October 14: Join Docent Naturalists Sarah Schoen and Joyce Tang to search for geocaches, or hidden treasures, using supplied GPS units at Los Trancos Preserve. This all-ages activity is an introduction to geocaching and is geared toward the first-time geocacher but all are welcome.
Mid-Peninsula Guided Geocache Hike Saturday, Oct. 14, meeting in the parking lot at Los Trancos Preserve, across the road from the Montebello Open Space Preserve Parking lot at 4301 Page Mill Road, Los Altos. Closed-toed shoes required. Reservations accepted Sept. 30-Oct. 13.