Healdsburg Travel Guide: Everything You Need to Know

I am so excited to be sharing my Healdsburg travel guide. Last week, I had the pleasure of visiting Healdsburg with three of my girlfriends. Katie from Lola and Ivy, Alex (Adored by Alex) all the way from Houston, and my amazing photographer, Shannon Righetti.  Healdsburg is truly the gem of wine country and I had the best time there. I have been here before, but I never got to stay here or really explore the area. I headed up with some girlfriends to spend a few nights. It was so cute! I truly fell in love with the town, and the square. I loved it so much, I already have another trip planned in December!

Shop This Post:

Where to Stay:

We stayed at Two Thirty Five Luxury suites. This hotel is AMAZING! Every suite has three bedrooms, three bathrooms and a huge living space with a living room, kitchen, and patio. The bedrooms were so roomy, and each bathroom had double shower heads. When we checked in there was a cute little welcome package with some local fig jam, and freshly baked english muffins. This was such a cute touch.

The hotel is located right in the square and we were able to walk everywhere! This property would be perfect for a couples getaway with some friends, a bachelorette party, or a family weekend in wine country. The best part was the TVs that came up out the bench at the foot of the bed. Bravo has never looked better!

We loved it so much here, there was ample space to work, and also curl up on the couch sipping wine for some girl time. I can’t wait to go back!

Where to Drink:

There are some amazing tasting rooms right in the square. We visited There are also some amazing wineries within a ten minute drive. I highly recommend MacRostie and Arista. Both properties are stunning. We sat down and had a full tasting at MacRostie, Melissa (our hostess) was so knowledgeable and gave us the best experience. We were late for our appointment at Arista, so we only got to have one glass and tour the property — I will definitely be going back there for the full experience!

Where to Eat:

The food in Healdsburg was incredible. Every single thing we ate was delicious! On the first night, we were pretty tired and had some work to do, so we stopped in at The Wurst for a quick hot dog. The place was so cute and had such yummy food! The next day we had breakfast at The Nectary. They have the best smoothies — if you’ve been following along on IG stories you know I am on a huge smoothie for breakfast kick — their menu was an entire binder. You’ll definitely find something you like there! We had a quick lunch at Campo Fina before we headed out to our tastings. I highly recommend this spot — we sat out on the patio by the bar and it was the cutest space! I had the brisket sandwich and Katie had the chopped salad.

After a long afternoon of drinking wine we headed to Wicked Slush. You HAVE to go here if you visit Healdsburg. I am so picky about my shaved ice, because of how often I visit Hawaii. I was thoroughly impressed with this place, they have so many flavors, and even offer a little sampler platter so you can try multiple flavors. I got cotton candy — yum!

For dinner that night, we all went to Bravas. It was SO cute! Everything at this restaurant is Instagrammable, so bring your camera and have no shame in snapping photos in every corner! We probably had one of each dish. The cocktails had the cutest names too — “Livin on a Pear” and “I Carried a Watermelon” were our favs!

On our last morning, we headed to The Shed for a healthy breakfast. I got the polenta, which I have been trying to recreate ever since. It came with slow poached eggs, mushrooms, and swiss chard. This place is SO pretty! Definitely stop in here if you are looking for a healthier meal!

What to Do:

We packed so much into our few days in Healdsburg, but here are the highlights… Make a reservation at the Coppola pool. You will not regret it! The pool is gorgeous, the service is amazing, and it’s the perfect place to soak up some sun and escape the heat. We rented a cabine, which gave us a safe spot to store all of our stuff, and each came with a private shower. The property is stunning, and I will definitely be booking a tasting there the next time we go!

Book a spa day at Elements on the Plaza. This was definitely one of the highlights of the trip! The spa is on the second story, overlooking the square. The view is amazing and the staff was so personable. We each had a facial and a massage. The whole experience was amazing from start to finish. The staff took such great care of us, and they had little dried apricots and dark chocolates for us to snack on in between treatments. I will definitely be going back there.

We also loved just walking around the square and exploring all the shops and little restaurants and cafes. There are some amazing bakeries in town, notably Noble Pie and Moustache Baked goods. I was trying to be somewhat healthy, so I didn’t actually get anything at either place. But the others in my group did and loved it! There are some amazing coffee shops, and bookstores too! I love seeing bookstores, it’s so sad how rare that is these days!