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May Is One of the Best Months in Napa Valley

April 27, 2026

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Community Spotlight · May 2026

May Is One of the Best Months
in Napa Valley

The valley is fully awake, the weather is ideal, and the calendar is packed with events that remind you exactly why living here is something to be grateful for. Here are nine things happening this May that are worth your time.

9 Events Not to Miss
Food & Drink · Community

Cinco Dias de Mayo Bar Crawl

May 1 to 5
🍹 All Week📍 Downtown Napa🌵 Presented by Napa Cocktail Collective

Five days, six bars, and one very good excuse to explore Downtown Napa with a Mi Campo Tequila in hand. The Napa Cocktail Collective is bringing the Cinco de Mayo spirit to the whole week with a crawl hitting Arbaretum, Bitter Bar, 1331, The Q, Napa Palisades Saloon, and Wilfred's Lounge. Whether you make it to all of them or settle into a favorite, it is the kind of week that makes downtown feel alive.

Event Details


Wine · Live Music

JaMFest Spring Release Party at JaM Cellars

May 2
🕛 12:00 to 3:00 PM📍 JaM Cellars, 1460 1st St, Napa🎟 $50 General · Free for JaMClub Members

Spring at JaM Cellars means exclusive new wine releases, live music, light bites, and the kind of afternoon energy that makes a Saturday feel like a celebration. Your ticket gets you first access to the newest releases, surprise pours, raffles, and one-day-only wine offers alongside a lineup that keeps the good vibes going from noon to close.

Get Tickets


Community · Free

Opening Day on the River Celebration

May 2
🕛 12:00 to 4:00 PM📍 Main Street Dock, Napa Riverfront🎟 Free and Open to the Public

The Napa Riverfront is throwing open the season with a free afternoon of gondola rides, Duffy boat cruises, outrigger canoe demonstrations, live music, and Napa's first-ever Gondola Race. It is one of those events that captures everything great about this community: beautiful setting, local flavor, and genuine celebration. Arrive early for the best gondola ride chances and stay for the race at 1 PM.

Event Details


Wine · Live Music

Vino & Vibes Patio Party at Rutherford Ranch Winery

May 9
🕛 12:00 to 3:00 PM📍 Rutherford Ranch Winery, Napa Valley🎟 $40 per Person

New release wines, handmade street tacos from Taco Addiction, and DJ Mark Byrd spinning seasonal beats on the patio — this is a spring afternoon done right. Be among the first to taste the new release 2025 Rosé alongside raffle prizes and exclusive member benefits. Current members can also pick up their spring shipment while they are there. The kind of Saturday that asks nothing of you except to show up and enjoy it.

Event Details


Athletics · Wine

The Wine Half Marathon · Napa Edition

May 9
🕗 8:00 AM to 2:00 PM📍 Quintessa, Silverado Trail, St. Helena🍷 Mother's Day Weekend

Running a half marathon through Napa Valley wine country with aid stations hosted by Frog's Leap, Silver Oak, and Round Pond is not your average race weekend. Taking place on Mother's Day weekend, the course winds through iconic vineyard roads before finishing in Yountville with a lively Wine Village. Whether you are running, cheering, or simply celebrating, this event captures Napa Valley at its most joyful and active.

Register & Learn More


Dining · Family · Holiday

Mother's Day Brunch at The Meritage Resort & Spa

May 10
🕙 10:00 AM to 4:00 PM📍 The Meritage Resort & Spa, Napa🎟 $105 Ages 14+ · $50 Ages 4 to 13 · Free Under 3

Few places do a holiday brunch like The Meritage Resort. This Mother's Day spread features made-to-order egg specialties, chilled seafood, carving stations, and seasonal dishes built around fresh local ingredients. Whether you are toasting mom over a glass of Wine Country's finest or treating her to a spa treatment at Spa Terra, it is the kind of afternoon she will want to repeat next year.

Reserve Your Table


Art · Wine · Community · Free

Art, Sip & Stroll 2026 · Yountville

May 16
🕙 11:00 AM to 5:00 PM📍 Washington Street, Yountville🎟 Free to Attend · Tasting Packages $50

Now in its 14th year, Art, Sip & Stroll is the Napa Valley's largest outdoor visual arts event and one of the most genuinely enjoyable days on the annual calendar. Over 70 juried artists line Washington Street alongside wine tasting stops, live music, and Yountville's celebrated dining scene. Attend for free and soak it all in, or add a tasting package for $50 and support the arts at the same time.

Get Tasting Packages


Music · Food & Wine · Festival

BottleRock Napa Valley

May 22 to 24 · Memorial Day Weekend
📍 Napa Valley Expo, 575 3rd St, Napa🎸 3-Day Festival

BottleRock is one of California's signature summer kickoffs and a three-day celebration that puts Napa Valley on the map for more than just wine. Over 75 live performances across multiple stages, celebrity chef demonstrations, premium wine cabanas, and gourmet food vendors make this Memorial Day weekend one of the most energetic moments of the year in the valley. If you have never been, this is the year to go.

Explore BottleRock


Family · Film · Ongoing · Free

Moonlight Movies at Carneros Resort and Spa

May 29 through September 25 · Every Friday at Sunset
🎬 7:30 PM📍 Carneros Resort and Spa, Napa🎟 Free and Open to the Public

Every Friday evening from late May through September, Carneros Resort opens its Town Square lawn for free open-air movies under the stars. Bring a blanket, settle in with a glass of world-class wine and complimentary popcorn, and let the lawn games and good company do the rest. It runs all the way to September 25th, which makes it one of the best recurring reasons to spend a Friday evening in the valley all summer long.

Learn More & RSVP

Life in the Valley Is as Good
as It Looks

Our team at Coldwell Banker Brokers of the Valley knows this community inside and out. If you are thinking about making a move or simply want to talk about the market, we would love to connect.

Let's Connect
🤖

AI-Assisted Content: This post was created with the assistance of artificial intelligence and reviewed by the team at Coldwell Banker Brokers of the Valley. 

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