Best Healdsburg Happy Hours

As a local to the Healdsburg and Windsor area, I love being able to stay local for awesome food, wine & cocktails. We all love Happy Hour, and knowing which spots are the best to go to for it. Follow along for the Best Healdsburg Happy Hours.

Healdsburg Happy Hours:
Bravas Bar de Tapas

If you’re looking for a great setting and outdoor bar, Bravas has one of the best happy hours. Whether you want a casual bite (tapas) of killer cocktails Brava’s is a great spot for both in Healdsburg. Happy Hour is 3:00pm-6:00pm Sunday through Thursday, be sure to check out some of their great deals. 420 Center St, Healdsburg, CA 95448

Best Healdsburg & Windsor Happy Hours

Best Healdsburg & Windsor Happy Hours

Best Healdsburg & Windsor Happy Hours

The outdoor back patio bar is my favorite with divine cocktails and tasty bites to pair with them.

Photo Courtesy of Bravas Bar de Tapas

Best Healdsburg & Windsor Happy Hours

Bravas is also featured on my blog, The Best Cocktails Bars in Healdsburg to Try.

Chalkboard

Chalkboard has a fantastic happy hour that runs Sunday to Friday from 4:30pm-6:30pm. Order anywhere from their delicious pasta of the day, to their famous meatballs, or a limoncello drop of spritz! Enjoy some great food and service at this Healdsburg hotspot. 29 North St, Healdsburg, CA 95448

Photo Courtesy of Chalkboard Healdsburg

Harmon Guest House Rooftop

The Harmon Guest House Rooftop is truly one of a kind. Not only does it have a beautiful view of the Healdsburg area, but has amazing food and drinks. Stop by Monday’s for $1 Oysters, and their other happy hour specials, including a rooftop taco and shrimp tostadas. 227 Healdsburg Ave, Healdsburg, CA 95448

The Best Healdsburg Happy Hours

Harmon Guest House Healdsburg

Harmon Guest House by Ashlyn Kudransky
Harmon Guest House by Ashlyn Kudransky

Portraits by Ashlyn Kudransky, Hotel photos courtesy of Harmon Guest House

ldsburg Happy Hours

All smiles during a Happy Hour at the Harmon Guest House.

ldsburg Happy Hours

ldsburg Happy Hours

This is one of their amazing appetizers. Hard to beat fabulous cocktails and fresh shrimp cocktail. Perfect rooftop location in downtown Healdsburg.

ldsburg Happy Hours

Little Saint Healdsburg

The cafe and lounge at Little Saint Healdsburg is definitely a go-to for locals to meet up for good coffee, breakfast, pastries, lunch and dinner. The cafe and lounge area transitions into a cool cocktail lounge and wine bar at night, so you can enjoy breakfast and happy hour all at the same amazing spot.

As of most recently Fall of 2023, there is a Happy Hour at the Little Saint with cocktails, light bites from 3-6pm. See menu and a preview of the Little Saint Happy Hour below!  25 North St, Healdsburg, CA 95448.

Little Saint Healdsburg

Little Saint Healdsburg

Little Saint Healdsburg

Even the mocktails are delicious at the Little Saint Happy Hour.

The Matheson Healdsburg

Whether you’re seated inside Roof 106 or outside on the rooftop taking in the beautiful Healdsburg views… you’re in for a treat. The Rooftop 106 is a new hotspot in the Healdsburg area that I have been loving. The happy hour here is a great one to try in the area! Enjoy snacks like empanadas, beef tartare, and charcuterie boards, or crafted pizzas and burgers. 4-6pm throughout the week! 106 Matheson St, Healdsburg, CA 95448

Read more about The Matheson Healdsburg on my blog!

The Matheson Healdsburg JetSetting Fashionista

The Matheson Healdsburg

The Matheson Healdsburg

Matheson

Spirit Bar at Hotel Healdsburg

The Spirit Bar at Hotel Healdsburg has an amazing happy hour you have to try. You can enjoy light bites and burgers, along with an array of cocktails, wines and beers. Happy Hour at the Spirit Bar is daily from 4:00pm-7:00pm. Hotel, 25 Matheson St, Healdsburg, CA 95448

Best Healdsburg & Windsor Happy Hours

Best Healdsburg & Windsor Happy Hours

Photo Courtesy of Hotel Healdsburg

Taste of Tea

The Taste of Tea is a Japanese classic with a modern twist. They also have tea-based sake cocktails that you should definitely sneak into your meal during brunch. 109 North St, Healdsburg, CA 95448

Take a look at their Happy Hour Menu below!

Taste of Tea

Taste of Tea

Taste of Tea

No Comments Yet.

What do you think?

Your email address will not be published. Required fields are marked *