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ROOF 106 restaurant in Healdsburg, Sonoma County, California

ROOF 106

Healdsburg, Sonoma County, California

4.4(141 reviews)

Elevated rooftop dining at The Matheson in the heart of Healdsburg.


Outdoor Dining
Signature Cocktails
Delicious Pizza
Attentive Service
Calm Atmosphere
Rooftop

About ROOF 106

Perched atop The Matheson, Roof 106 offers a social and spirited dining experience defined by its Mugnaini wood-fired oven. Diners can expect seasonal small plates and artisanal pizzas crafted with local Sonoma ingredients alongside an inventive cocktail program. The open-air setting provides a modern, stylish backdrop for sunset drinks or a casual yet refined dinner overlooking Healdsburg’s bustling town square.

ROOF 106 restaurant estate and grounds
4.4/5
Guest Rating
141+
5-Star Reviews
Top 10
Sonoma County Restaurant

"Came up for dinner one evening and sat outside. Great atmosphere. It was cold but have plenty of heaters that it’s not too bad at all. We started with their signature drinks, which were solid. Then moved onto food. The pizza was delicious, shishito peppers perfect, and the shrimp was fabulous. Admittedly, the shrimp threw us off a little bit since the flavor is more of a sweet chili and garnished with mint, which presented a bit of a different profile than we were anticipating. It was still very good though. The food came out SO fast, and our server was great. Very on top of it and attentive."

Ruthie Thomas

· Verified Guest

Why Visitors Choose ROOF 106

You have to experience the magic of a Healdsburg sunset from this vantage point with a craft cocktail in hand. Between the fire-kissed crusts and the lively energy, it’s the ultimate spot to toast to the wine country lifestyle with friends.

  • Stunning views of historic Healdsburg Plaza
  • Artisanal pizzas from wood-fired ovens
  • Inventive seasonal cocktails and local wines
  • Vibrant open-air rooftop social atmosphere
  • Culinary excellence from Chef Dustin Valette

Frequently Asked Questions

What should I know about ROOF 106?

This rooftop destination is best known for its reverse happy hour and being part of The Matheson complex.

What should I know about ROOF 106?

A specialized reverse happy hour menu is available for late-night visitors.

Restaurants Nearby

Wineries Nearby

Plan Your Trip to ROOF 106

Everything you need to know before visiting.

Best Time to Visit

Spring (March–May) and fall (August–October)

Reservations Required?

Yes, reservations are highly recommended at most wineries.

How Many Wineries Per Day?

3-4 Wineries Per Day

Transportation Options

Private drivers, guided wine tours, Uber, and Lyft are popular ways to explore Sonoma County Wine Country. Visitors staying in Healdsburg or Sonoma Plaza can easily walk to many tasting rooms, restaurants, and shops.

Where to Stay

Choose from luxury resorts, boutique inns, vineyard retreats, and charming downtown accommodations throughout Sonoma County.

Plan Your Sonoma County Visit

First-Time Visitors

Reservations & Booking

Wine Tasting

Why ROOF 106 Made Our List

Roof 106 earns its spot for blending Chef Dustin Valette’s culinary excellence with one of the most coveted rooftop views in Sonoma County. It successfully bridges the gap between high-end gastronomy and a relaxed, community-focused atmosphere.

You have to experience the magic of a Healdsburg sunset from this vantage point with a craft cocktail in hand. Between the fire-kissed crusts and the lively energy, it’s the ultimate spot to toast to the wine country lifestyle with friends.

  • Stunning views of historic Healdsburg Plaza
  • Artisanal pizzas from wood-fired ovens
  • Inventive seasonal cocktails and local wines
  • Vibrant open-air rooftop social atmosphere
  • Culinary excellence from Chef Dustin Valette

Wine Quality

& Reputation

Guest Reviews

& Ratings

Tasting Experience

& Hospitality

AVA

Representation

Bookable

Experiences

About This Winery Profile

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Last Updated

July 9, 2026

We update our guides regularly to ensure information is accurate.

Written By

CellarPass Editorial Team

Our team of wine travel experts and local contributors.

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