Family walking on a tree-lined street

St. Helena Playcation Adventure


Day 1: Check-In, Chill Out, & Play

Sunlit cottage with blooming white roses

Stay at HARVEST INN

Start your adventure at Harvest Inn. A cozy, kid and pet-friendly retreat where Redwood trees tower and vineyard views steal the show. Wake up to breakfast at the hotel, then let the little ones splash in your private patio hot tub with vineyard views all around.


The MAC building exterior with window display

Explore THE MAC

Get hands-on at The MAC (Napa Valley Museum of Art & Culture)! Dive into colorful exhibitions, art adventures, and a sprinkle of Julia Child inspiration; yes, really! Art, history, and culture, all in one family- friendly stop.


Burgers and tractor outside historic ranch house.

Dine at GOTT’S ROADSIDE or FARMSTEAD AT LMR

Craving laid-back bites? Gott’s Roadside has burgers, Ahi tacos, and must-have milkshakes. Feeling fancy-farmy? Snap a tractor pic, stroll the FARMSTEAD gardens, and feast at Farmstead for family fresh off the farm flavors.


Cozy hotel pool with chairs and umbrellas.

Evening Splash at HARVEST INN

Hit the heated pools and relax under the stars or fire pit. (Parents, consider this your excuse for a poolside wine moment!)


Day 2: Sweet Treats & Vineyard Fun

Breakfast at MODEL BAKERY

Start your day at Model Bakery with buttery scones, flaky croissants, and Oprah’s world-famous English muffins. A local favorite and the perfect morning fuel before a day of adventure.


Woman in green dress window shopping in city.

Stroll down MAIN STREET

St. Helena’s Historic Shopping District awaits! Window shop your way through boutiques, galleries, and charming local stops.


Woodhouse chocolates with pecans and caramel spilling out.

Treat yourself at WOODHOUSE CHOCOLATES

Life’s too short to skip something this sweet. Woodhouse Chocolate crafts every piece by hand! From silky truffles to whimsical seasonal treats, each bite is pure joy for chocolate lovers of all ages.


Brick winery tasting room with garden and signs.

Play + Sip at ELIZABETH SPENCER WINERY

Enjoy a leisurely afternoon sipping at Elizabeth Spencer Winery while the little ones stay happily occupied with cornhole and coloring books in the sunny courtyard.


Friends enjoying outdoor picnic with drinks and laughter.

Picnic at V. SATTUI WINERY

Nothing says family fun like a picnic on the vineyard lawn at V. Sattui Winery. With over 60 wines to explore for the grown-ups and plenty of space for the kiddos to roam, it’s a win-win for everyone.


Day 3: Creativity, Critters & Cheers

Barn with sheep grazing in the field.

Wine + Grape Juice at CAKEBREAD CELLARS & CASTELLO DI AMOROSA

Visit Cakebread Cellars for a family-friendly tasting experience through the garden, then explore Castello di Amorosa’s magical Tuscan castle (sheep included!) and sip some of Napa’s best grape juice!


Delicious pizza topped with basil and cheese

Lunch at PIZZERIA TRA VIGNE

Where crispy pizza meets sunshine and bocce balls roll. Pizzeria Tra Vigne serves up slices, smiles, and Playcation perfection.


Children drawing colorful doodles on paper

Get crafty at NIMBUS ARTS

End your trip with a colorful bang! Nimbus Arts lets everyone’s creativity fly high with hands-on art activities for all ages.


Want to extend the fun?

Check out more Family Friendly St. Helena Adventures

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