Summer-perfect wineries, saunas in Sonoma', and a not-so-typical night in Napa… ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏

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Where’s Jessie B… Going Next?

Unique travel ideas in California, every other week.

Hello hello Subscriber First Name! It’s Jessie B., your well-traveled friend—and I’m back after an unintended hiatus.

I’ll admit, the nicer weather got the better of me, and the newsletter ended up on the back burner this past month. In June, I set my phone down and turned my attention to hikes in the Sierras, lake days with friends, a work trip to NYC, and plenty of birthday celebrations.

I also revisited one of my favorite charming small towns in California—Healdsburg—and I’m excited to be back so I can share all the fun new discoveries and travel adventures with you all!

 

HEALDSBURG

When I Want a Wine Getaway, Healdsburg is Forever My First Pick

Book The Madrona: booking.com // expedia // hotels.com // website

I’ve lost count of the number of times I’ve been to Healdsburg. Although there’s no shortage of charming small towns in Napa and Sonoma for a wine getaway, this one has to be my favorite. And every time, I’m discovering new favorites.

Although I was super tempted to return to old faves like Little Saint (live music + vegan food), Marine Layer (hip tasting room on the Plaza), and Quail & Condor (a must-visit bakery), my most recent trip a few weeks ago was all about new experiences.

To kick things off, we booked a stay at The Madrona, a maximalist mansion that I’ve toured and had drinks/dinner at several times but had yet to spend the night. It was just as wonderful and luxurious as expected. Plus: the outdoor movie night was a fun touch.

For wine, we spent an afternoon at Dutcher Crossing in Dry Creek, which has an impressive and experimental array of varietals plus stunning vineyard views. Then, a food and wine pairing at House of Flowers which (and I’m not exaggerating) has one of the best food programs at any winery I’ve been to.

Also top-notch—but in a more casual way—is Bricoleur Vineyards, a winery with gorgeous grounds and (yes, a Charlie Palmer connection). I’d long been wanting to try their picnic tasting, and I’m totally obsessed now. Such a fun experience on a nice summer day.

And of course, I’ve added all of this intel to my Healdsburg weekend guide and list of the best hotels in Healdsburg. Enjoy!

 

GUERNEVILLE

The Chill California Town I Come Back to Every Summer—And How to Spend a Weekend There

I’ll be honest—I didn’t know much about Poetry Inn before my recent stay. And it’s not the kind of place I typically book for myself. With rates starting at $1,250/night, it falls firmly in “special occasion splurge” territory. This was a hosted stay, and I don’t take that for granted—especially since I don’t often get to experience hotels in this price range outside of work.

Throughout my stay, I kept thinking about who this hotel is best for. On one hand, I know this is a big price tag for many of my friends. On the other, I’m a travel advisor with clients with $2,000 / night hotel budgets. But why would either pick Poetry Inn over Napa’s other luxury choices?

In my opinion, it comes down to how private and high-touch it is—I can’t think of another property in the area that matches Poetry on this regard. With just five suites, it feels more like staying in someone’s luxurious home than a big Napa resort. The size allows staff to be very attentive and hands-on—helping with reservations, making sunset cocktails for us, and creating a sense of effortlessness that you really start to experience at a certain caliber of hotel.

It’s not quirky or design-forward like The Madrona, but it’s tasteful, calm, and deeply comfortable. I’m still thinking about that home-cooked breakfast and the shower with valley views—and feel incredibly lucky to have experienced it, even if just for one night.

Read my full review of Poetry Inn + video of those views.

 

IN OTHER NEWS…

Bay Area Saunas + Mid-Year Gear Deals

A round-up of my favorite pices of intel from the California travel scene:

🧖‍♀️ Sauna-lovers rejoice: Floating sauna, Fjord Sauna in Sausalito (opens next week), and Sundrop Sauna in Petaluma (already open), are new to the Bay. Who wants to go?

☀️ San Diego Hotels are on sale as part of Amazon Prime.

🌵 Joshua Tree just got a new, beautiful hotel, Hotel Wren, in 29 Palms.

⭐ Enclos in Sonoma just earned two Michelin stars and a Green Star!

 

ICYMI: ON THE BLOG

➛ 11 Travel Accessories You Should Never Leave Home Without

➛ I Live in San Francisco and These Are My Favorite, Charming Small Towns to Visit in NorCal

➛ 6 Beautiful Boutique Hotels to Book in Healdsburg, California

 

✈️ Planning a summer trip? ✈️

I’ve got space for 1 more trip planning client this month—whether it’s Sonoma, Japan, or somewhere in between. I’ll handle the logistics, bookings, and even snag you some perks—like hotel discounts and VIP upgrades.

 Let’s Work Together 
 

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Where's Jessie B., P.O Box 2438, Olympic Valley, CA, USA

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