Peninsula Events to Add to Your Fall Calendar

For those unable to visit Germany for Oktoberfest, the next best thing is to make a festive afternoon or evening of it with pals at Bay Meadows beer garden at Fieldwork Brewing San Mateo! Follow Fieldwork on Facebook to get the latest happenings and releases this fall. If your plans take you further from home be sure to visit some of the many Mid-Peninsula Oktoberfest celebrations. We’ve gathered a few local Oktoberfest festivals and entertaining September and October events to add to your social calendar. Prost!

Pub in the Park – September 15, 2018.

Imagine a leisurely summer afternoon, lounging in a park, while listening to live Americana and Bluegrass music, sipping delicious local brews and enjoying lawn games such as croquet, cornhole (bean bag toss), and more. Redwood City is offering this idyllic scenario with Pub in the Park with a British-style inflatable pub with quality beers and ciders on tap from local breweries. Bring lawn chairs and blankets for a picnic style afternoon.

Oktoberfest Downtown Redwood City – September 19-23, 2018

Bier! Brezeln! Bratwurst! For the fifth year, Redwood City celebrates Oktoberfest, featuring a fabulous traditional German Oktoberfest setting with over 1,100 feet of “family style” bench seating;  lots of fun and merriment; music; dancing; contests; cold beer and other beverages; food and more! The entrance fee includes a commemorative stein & 1 drink ticket, along with great German-style entertainment. Dancing, singing, and tons of audience participation will include dance contests, stein holding, yodeling contest, skits with hand gestures to select songs, etc., not to mention many variations of the “international” chicken dance.

Woodside Pumpkin FestivalOctober 11, October 17-18, October 24-25, 2018

The Woodside Pumpkin Festival is sponsored by the Mounted Patrol of San Mateo County. The event is put on in beautiful Woodside on 23 acres totally shaded by oak trees. The festival includes everything from a petting zoo and pony rides to giant bouncy houses and haunted house! The festival also hosts pumpkin decorating, vendor booths, games, face painting, and lunch for sale.

Peninsula OktoberfestOctober 13, 2018
Oktoberfest is at hand! Over two hundred years after Crown Prince Ludwig and Princess Therese of Saxony-Hildburghausen wed, the Hiller Aviation Museum joins the celebration with a special Oktoberfest beer, music and dining event. The Oktoberfest event is for all ages but you must be 21 or older to purchase or consume alcohol. German food will be available for separate purchase with plenty of sausages, bratwurst, and sauerkraut. Two Bands will be on hand; traditional Bavarian from the San Mateo Elks Band and Bayern Maiden, The Rockin’ Oktoberfest Band.

Fall Harvest Festival @ Farmers Market Bay Meadows – October 14, 2018  9:30am to 1:30pm
The Sunday Farmers Market Bay Meadows at 3060 S. Delaware Street is bringing together all of your seasonal favorites, plus some fun workshops and how-to’s just before the holidays! Even our retailers at Tin Pot Creamery, Blue Bottle Coffee and ROAM Artisan Burgers have joined the festival with specialty autumn flavored items and samplings. Think pumpkin-everything, fall flavors, hot apple cider, corn and more! Bring the wee ones in their favorite costume + catch FREE Face painting Demos just in time for Halloween, there will be mini pumpkin painting in Sweet Peas Clubhouse + hot apple cider and cookies compliments of Farmers Market Bay Meadows. Craft a seasonal centerpiece with local favorite SweetBloomsco! Grab some friends or neighbors and sign up for the Pop-up wreath workshop:

Half Moon Bay Art & Pumpkin FestivalOctober 13–14, 2018
The World Pumpkin Capital of Half Moon Bay celebrates its fall harvest and autumn splendor with an epic festival on historic Main Street. This free event features special display of heavyweight champion pumpkins, smashing entertainment with four stages of stellar live music, the Great Pumpkin Parade, Haunted House, harvest-inspired crafts, expert pumpkin carver Farmer Mike sculpting monster pumpkins into a one-of-a-kind masterpiece, pie-eating and costume contests, pumpkin carving, the world’s largest mosaic pumpkin sculpture, tasty wines, pumpkin-infused ales and artisanal cocktails, and tons more.

Coastside Brew Fest – October 20, 2018

Join Half Moon Bay Brewing Co.’s 5th Annual Coastside Brew Fest, proceeds to benefit Mavericks Community Foundation and Coastside Hope! The festival is located in Half Moon Bay Brewing Company’s North parking lot. Admission includes unlimited tastings and a keepsake souvenir glass! Some of the best breweries from the Bay Area and beyond.

Redwood City OktobeRun Half Marathon and 5KOctober 28, 2018
The OktobeRun half marathon course is flat, scenic, and largely off-road, perfect for a personal record. Beginning in downtown Redwood City, the out and back course circles the saltwater marina at One Marina, joins the Bay Trail next to Bair Island in the San Francisco Bay National Wildlife Refuge, and after some more roads continues to a beautiful gravel and dirt trail next to Steinberger Slough in Redwood Shores. Almost half the course is next to the water or wildlife refuge at One Marina, Bair Island, or Steinberger Slough. The 5K follows the same course but turns around near the One Marina community next to Redwood Creek. rates Bay Meadows high on the list for walkable locations to live on the San Francisco Peninsula and for good reason! Why? Because we are steps from shopping and entertainment (Hillsdale Center), groceries (Whole Foods), parks, a farmer’s market and an easy bike-ride from downtown San Mateo with its burgeoning restaurant scene. San Mateo’s shared Lime Bikes are on-site, so no need to own your own. And Caltrain is no more than a five-minute walk from anywhere in the neighborhood. Learn all about connecting the dots for your many transportation options with Connect San Mateo.