🌟Discover This Week’s Best Events & Experiences
Discover the best local events, experiences, and community gatherings happening right in our backyard this Memorial Day weekend. Whether you are looking for family fun, live music, or a way to honor our local heroes, we’ve got you covered.
📅 This Weekend at a Glance
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🚁THE REMEMBRANCE: First Annual Memorial Appreciation Day at Concannon
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🪁THE WINDS OF CREATIVITY: The Art and Wind Festival
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🚂 THE STEAM POWER TRADITION: The Rail Fair at Ardenwood Historic Farm
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🎸 THE BLUES TAKEOVER: Live Music with the Charles Wheal Band
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🎢THE JOYFUL RUSH: Kid Fest
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🏃♂️THE COMMUNITY STRIDE: Pittsburg Cares 5K Fun Run/Walk
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🛍️THE MAKERS’ SHOWCASE: Local Artist Street Fair
Scroll for full details 👇
Spotlight:
🚁First Annual Memorial Appreciation Day at Concannon
📍Concannon Vineyard | 4590 Tesla Road, Livermore, CA
📅 Sunday, May 24, 2026 | 11:00 AM – 5:00 PM
🎟️ Free (First-come, first-served lawn seating)
Memorial Day weekend gives us a chance to slow down, spend time together, and honor the people who protect and serve our community. Join local leaders—including Livermore’s Chief of Police, the Livermore-Pleasanton Fire Chief, and Mayor John Marchand—for a relaxed, family-friendly afternoon on the Main Lawn.
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The Highlight: A live helicopter landing at 1:00 PM as a tribute to our local heroes.
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For the Kids: Emergency fire trucks will be on display for up-close tours.
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The Food Lineup:
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Meadowlark Dairy Truck (debuting their brand new truck with classic soft serve!) 🍦
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Pacific Drip Kitchen (burgers, wings, loaded fries) 🍔
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Essen German Food (bratwurst and warm pretzels) 🥨
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The Vibe: Live DJ set by Ryan Schaaf. Bring a blanket or low lawn chairs and enjoy world-class Concannon wines by the glass or bottle. 🎧
This is a free community event, and everyone is welcome. No reservations for this event. The main gate opens at 11 AM, and lawn seating is first-come, first-served. Bring a blanket or a low beach chair, find your spot on the lawn, and settle in with friends and family.
More Events This Weekend
🪁The Art and Wind Festival
📍7000 Bollinger Canyon Rd, San Ramon, CA
📅 Sunday, May 24, 2026 & Monday, May 25, 2026 | 11:00 AM – 6:00 PM
🎟️ Free
Consistently voted one of the best festivals in the East Bay! This massive annual event features fine arts and crafts, specialty food vendors, 3 entertainment stages with international music & various entertainers, family amusement zones, professional choreographed kite-flying demonstrations and a free kite-making workshop.
It is completely pet-friendly and bike-friendly. Let’s go fly a kite!
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Insider Tip: If anyone in your family has additional sensory needs, check out the Sensory Zone at City Hall for a quiet break from the festive crowds.
To be a part of the festival as a sponsor, non-profit business vendor, food and beverage vendor, entertainment or activity vendor at the best festival in the East Bay, please submit an application.
🚂The Rail Fair at Ardenwood Historic Farm
📍Ardenwood Historic Farm | 34600 Ardenwood Blvd, Fremont, CA
📅 Saturday, May 23, 2026 | 10:00 AM – 4:00 PM
🎟️ Cost: $15 Adults, $9 Kids (4-17), Under 4 are FREE
Rail Fair is our annual celebration of Bay Area railroad history, and the one time a year we take over Ardenwood to turn it into a train extravaganza! Our museum becomes a true train museum, with displays of historic railroad equipment, model trains, other transit displays, live bluegrass music, and of course, TRAIN RIDES!
A Major attraction is the display of the delicate and historic railroad cars in our collection. Typically, these artifacts are left in storage for preservation as they await their turn for restoration. We are pull out interesting and key pieces to their story, with docents and signage explaining their significance.
🎤The Dynamic Live Blues Night: Charles Wheal Band
📍Main Street Kitchen & Bar | 1358 N Main St, Walnut Creek, CA
📅 Saturday, May 23, 2026 | 5:30 PM – 9:00 PM
🎟️ Free
Enjoy the Blues Rock live music of the Charles Wheal Band while enjoying seasonal cuisine and cocktails driven by local and sustainable ingredients.
After cutting his teeth in the historic blues clubs of Chicago, guitarist Charles Wheal spent a decade anchoring Mark Hummel and the Blues Survivors, touring across North America and Europe. He has shared the stage with a virtual who’s-who of blues legends—including Charlie Musselwhite, Huey Lewis, and Kim Wilson. Catch him delivering his signature, high-energy West Coast blues and roots music live on the patio!
🎢Kid Fest
📍Toyota Pavilion | 2000 Kirker Pass Road, Concord, CA
📅 Sunday, May 24, 2026 | 10 AM – 8 PM Monday & May 25, 2026 | 11:00 AM – 6:00 PM
🎟️ $9 with a canned food donation ($10 without) | Kids under 2 and Seniors 65+ are free
Enjoy a massive day of affordable family fun at KidFest! Low admission includes dozens of free kids’ activities like balloon animals, spin art, and continuous main stage entertainment. Tickets, ride wristbands, and ride tickets go on sale daily at 9:45 AM, and advance tickets are available online.
The event features two food courts, crafts, exhibitor booths, and 20 rides with an all-day wristband for $40 or discounted ride ticket packages.
Special events include:
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The Rides: All-day ride wristbands for the 20+ carnival rides are available for $40.
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Don’t Miss:
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The Sunday Family Dance Party – 5:00 PM – 8:00 PM with a live DJ!
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Sunday Special – $25 family ticket (up to 4 people)
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Memorial Day Ceremony – Monday, 12:00 PM
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🏃♂️Pittsburg Cares 5K Fun Run/Walk
📍525 Railroad Avenue, John Buckley Square, Pittsburg, CA
📅 Saturday, May 23, 2026 | 9:00 AM
🎟️ $30 – Ages 13+
The City of Pittsburg invites the community to join Pittsburg Cares 5K Fun Run/Walk in an effort to raise awareness and normalize mental health issues for those needing support or not addressing them due to a lack of knowledge and resources.
Registration:
Ages 13 and over $30 – Registration includes a T-Shirt and participation medal.
Ages 12 and under are FREE (t-shirt & medal not included)
Race Start Time: 9:00 AM PST
🛍️Local Artist Street Fair
📍1275 Broadway Plaza, Walnut Creek, CA
🗓️Saturday, May 23, 2026 | 11 AM – 5 PM
🎟️ Free
We’ve rounded up the best local artists, crafters, designers, and makers for a truly unforgettable shopping experience.
The Makers Market™ Local Artist Street Fair returns to Broadway Plaza in Walnut Creek for another gorgeous Spring day in the Bay Area. Celebrate community, creativity, and small business while you shop from local makers, creators, and artists. 🌞✨
What to expect:
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40+ local makers
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Handmade jewelry, pottery, fragrances, candles, bath and body essentials, crochet, apparel, leather goods, and more!
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Kid and pet-friendly
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Live music by local musicians
🍔The Overlook at Tilden:
Come for the View, Stay for the Experience
📍10 Golf Course Dr, Berkeley, CA 94708
⏰Monday – Sunday | 8 AM to 8 PM
🎟️ Starts at $10
Welcome to The Overlook, where comfort food meets great views and unforgettable vibes! Perched atop Tilden Park Golf Course in Berkeley, California, our restaurant promises fresh, flavorful dishes served against a backdrop of scenic splendor.
Picture this: You’re lounging on our massive terrace, soaking in panoramic views of rolling hills and lush greens. Whether you’re seated at a family-style table or cozied up by our fire pits, every moment is an Instagram-worthy adventure waiting to happen.
But it’s not just about the views; it’s about the experience. Our chefs whip up culinary magic using locally sourced ingredients, ensuring each bite is a burst of flavor that’ll make your taste buds do a happy dance.
And let’s talk about our staff—friendly, fun, and ready to make your dining experience a blast from start to finish. So why settle for ordinary when you can dine with us at The Overlook? Come for the food, stay for the views, and leave with memories that’ll have you coming back for more!
🏠 Just Listed: East Bay Homes You’ll Love
140 Summit Rd, Walnut Creek, CA
3 BEDS | 2 BATHS | 1,693 SQFT
Tucked into the hills just minutes from Walnut Creek’s vibrant downtown, this thoughtfully remodeled 3-bedroom, 2-bath home blends warmth, natural light, and timeless design. Soaring vaulted wood-paneled ceilings, expansive windows, and multiple skylights flood the home with sunshine, creating an airy and inviting atmosphere. Stunning hardwood floors throughout, remodeled bathrooms, and seamless indoor-outdoor flow enhance the home’s welcoming layout. The kitchen carries the home’s warm character with stainless steel appliances, granite countertops, tasteful lighting fixtures, above-cabinet accent lighting, and a large window above the sink overlooking the backyard. The living room showcases dramatic ceilings, custom built-ins, and a cozy gas fireplace centerpiece. The thoughtfully expanded floor plan creates a true primary suite retreat featuring a walk-in closet with custom built-ins and an updated ensuite bathroom complete with a dual-sink vanity and an oversized walk-in shower. Step outside to the expansive redwood deck surrounded by mature trees and a peaceful backyard setting; ideal for entertaining, relaxing, or enjoying Walnut Creek’s wonderful year-round weather. The detached bonus structure offers the perfect space for a home office, creative studio, or additional flex space. Other features include newer HVAC, dual-pane windows, a finished garage with extra storage, a new front yard retaining wall, newer exterior siding, and much more. Located approximately a 5-minute drive or a 20-minute walk from Downtown Walnut Creek. This home offers convenient access to acclaimed restaurants, premier shopping, trails, parks, and BART while still feeling private and tucked away.
6363 Christie Ave APT 2925, Emeryville, CA
2 BEDS | 2 BATHS | 1,600 SQFT
Welcome to penthouse living at its finest in the Pacific Park Plaza in Emeryville. Perched on the 29th floor, this stunning 2-bedroom, 2-bath 1600 sq. ft. residence offers sweeping views of the Berkeley Hills through floor-to-ceiling windows in every room, filling the home with natural light and showcasing the surrounding beauty. Thoughtfully updated, the interior features fresh paint throughout and new carpet, creating a clean and sophisticated living space. Enjoy seamless indoor-outdoor living with two private patios, perfect for morning coffee or evening relaxation above the city. Residents of Pacific Park Plaza enjoy resort-style amenities including a pool, tennis courts, Bayview Lounge, and Health Club, along with secure parking, on-site lobby, and grounds security for added peace of mind. Ideally located just minutes from Bay Street Emeryville and the renowned Emeryville Public Market, offering endless dining and shopping options. Commuters will appreciate close proximity to public transportation, the train station, and easy access to San Francisco. If sophisticated, elevated living is what your client desires, this exceptional penthouse delivers.
3006 High St, Oakland, CA
4 BEDS | 3.5 BATHS | 1,879 SQFT
Exceptional opportunity in Oakland’s sought-after Maxwell Park neighborhood! Situated on a spacious 6,000 sq ft lot, this 4-bedroom, 3.5-bath home offers versatility, natural light, and room to grow. A welcoming foyer leads into a functional layout ideal for comfortable living and potential income opportunities. The expansive backyard offers endless possibilities for entertaining, gardening, or adding value over time. With its generous lot and flexible floor plan, this property presents a unique opportunity for both homeowners and investors. Recent valuation information available upon request. Conveniently located with easy freeway access and close to shopping, dining, and local amenities, 3006 High St blends opportunity with everyday practicality.
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🌟 Have a safe and beautiful Memorial Day weekend!
Here’s to a week buzzing with culture, creativity, music, and community energy all around. A handpicked lineup of moments designed to spark inspiration, connect you to what’s happening nearby, and make planning your days feel effortless and exciting.
Thinking of hosting your own summer gatherings this year? If your current backyard isn’t quite cutting it for those long weekend BBQs and lawn games, the East Bay summer markets are officially heating up. Reply directly to this email to get a custom list of local homes featuring incredible outdoor spaces currently on the market!
Have a safe and beautiful Memorial Day weekend,
Ryan DeAmaral
Co-Writer, Twin Oaks Insider
