Wine Down to Healdsburg
The Setting Wines Tasting, Rooftop Experience at The Matheson and 3‐Night Stay at Hotel Trio for 2
This Experience for 2 Includes:
- A VIP tasting of The Setting Wines
- Rooftop Experience at The Matheson Healdsburg, including a 5-course tasting menu
- 3-night weekday stay at the Hotel Trio in Healdsburg
- Winspire booking & concierge service
Healdsburg is the perfect getaway for those seeking a blend of wine country charm, picturesque landscapes, and relaxing vibes. Nestled in Sonoma County, this charming town offers world-class wineries, boutique shopping, farm-to-table dining, and an artsy, laid-back atmosphere. Healdsburg offers a serene escape that feels like a world away.
The Setting Wines
Experience The Setting Wines—a curated journey through a distinguished collection of luxury wines crafted by acclaimed winemaker Jesse Katz. Each tasting is hosted in an exclusive location, thoughtfully selected and shared with you prior to arrival, creating an intimate and personalized experience that highlights the elegance and depth of these celebrated wines.
Founded in 2014 by Jeff Cova, Noah McMahon, and Jesse Katz, The Setting Wines represents a shared vision for exceptional winemaking. Jesse, the first winemaker named to Forbes’ “30 Under 30,” brings over 19 harvests of experience from renowned estates such as Château Pétrus, Robert Foley, and Screaming Eagle. The Setting is the result of decades-long relationships and access to some of the most prestigious vineyards across Napa and Sonoma, producing wines that are as memorable as the moments they inspire.
The Matheson Healdsburg Rooftop Experience
Savor the sunset on Roof 106, where cocktails and snacks are served with a stunning view of Healdsburg’s historic plaza, alongside the Best of The Best, a 5-course shared tasting menu. Your experience includes a cocktail each and a bottle of The Setting Sauvignon Blanc for the table.
Chef and owner of The Matheson, Dustin Valette, gestures toward a concrete corner of the restaurant, sharing a piece of his family’s history: “This is where Pépé’s bread oven used to be.” Honoré Valette, affectionately called Pépé, was known for his traditional sourdough and warm hospitality. A French immigrant, he once ran a bakery where Chef Valette’s first restaurant, Valette, now stands in downtown Healdsburg. We’ve got some great stories about Pépé—ask us to share them over a glass of wine or our signature brandy cocktail.
The Matheson honors these deep roots by nurturing strong relationships and supporting local artisans. In 100 years, what new stories will echo through this dining room?
Hotel Trio Healdsburg
Relax with a 3-night weekday stay (Sunday – Thursday) in a studio king suite, featuring a sofa bed and kitchenette, plus breakfast for two. Located in the heart of Sonoma County, this newly opened boutique hotel provides the perfect blend of convenience and charm—ideal for exploring wine country and offering plenty to enjoy just steps from your door. On-site amenities include bocce ball, bicycles, fire pits, an outdoor pool, and a fitness center. The hotel is just one mile from Historic Healdsburg Plaza, with shuttle service available for easy access to dining and shopping. Nearby, you’ll find hiking trails, kayaking, and hundreds of wineries to explore.
Note: Healdsburg is approximately 1.5 hours north of San Francisco and Oakland.
Package Redemption
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.
Booking & Concierge Services
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.
Additional Information
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.
Blackout Dates
The week of major US holidays and major local events. Additional dates may apply.
The Setting Wines Tasting, Rooftop Experience at The Matheson, 3‐Night Stay at Hotel Trio and Airfare for 2
This Experience for 2 Includes:
- A VIP tasting of The Setting Wines
- Rooftop Experience at The Matheson Healdsburg, including a 5-course tasting menu
- 3-night weekday stay at the Hotel Trio in Healdsburg
- Roundtrip economy air for 2
- Winspire booking & concierge service
Healdsburg is the perfect getaway for those seeking a blend of wine country charm, picturesque landscapes, and relaxing vibes. Nestled in Sonoma County, this charming town offers world-class wineries, boutique shopping, farm-to-table dining, and an artsy, laid-back atmosphere. Healdsburg offers a serene escape that feels like a world away.
The Setting Wines
Experience The Setting Wines—a curated journey through a distinguished collection of luxury wines crafted by acclaimed winemaker Jesse Katz. Each tasting is hosted in an exclusive location, thoughtfully selected and shared with you prior to arrival, creating an intimate and personalized experience that highlights the elegance and depth of these celebrated wines.
Founded in 2014 by Jeff Cova, Noah McMahon, and Jesse Katz, The Setting Wines represents a shared vision for exceptional winemaking. Jesse, the first winemaker named to Forbes’ “30 Under 30,” brings over 19 harvests of experience from renowned estates such as Château Pétrus, Robert Foley, and Screaming Eagle. The Setting is the result of decades-long relationships and access to some of the most prestigious vineyards across Napa and Sonoma, producing wines that are as memorable as the moments they inspire.
The Matheson Healdsburg Rooftop Experience
Savor the sunset on Roof 106, where cocktails and snacks are served with a stunning view of Healdsburg’s historic plaza, alongside the Best of The Best, a 5-course shared tasting menu. Your experience includes a cocktail each and a bottle of The Setting Sauvignon Blanc for the table.
Chef and owner of The Matheson, Dustin Valette, gestures toward a concrete corner of the restaurant, sharing a piece of his family’s history: “This is where Pépé’s bread oven used to be.” Honoré Valette, affectionately called Pépé, was known for his traditional sourdough and warm hospitality. A French immigrant, he once ran a bakery where Chef Valette’s first restaurant, Valette, now stands in downtown Healdsburg. We’ve got some great stories about Pépé—ask us to share them over a glass of wine or our signature brandy cocktail.
The Matheson honors these deep roots by nurturing strong relationships and supporting local artisans. In 100 years, what new stories will echo through this dining room?
Hotel Trio Healdsburg
Relax with a 3-night weekday stay (Sunday – Thursday) in a studio king suite, featuring a sofa bed and kitchenette, plus breakfast for two. Located in the heart of Sonoma County, this newly opened boutique hotel provides the perfect blend of convenience and charm—ideal for exploring wine country and offering plenty to enjoy just steps from your door. On-site amenities include bocce ball, bicycles, fire pits, an outdoor pool, and a fitness center. The hotel is just one mile from Historic Healdsburg Plaza, with shuttle service available for easy access to dining and shopping. Nearby, you’ll find hiking trails, kayaking, and hundreds of wineries to explore.
Note: Healdsburg is approximately 1.5 hours north of San Francisco and Oakland.
Airfare
This package includes roundtrip economy class service for two from any major metropolitan airport, in the contiguous United States. Subject to availability. Airfare taxes and a $25 per person processing fee are the responsibility of the purchaser.
Business and First-Class upgrades are available at the time of booking for an additional fee. Use of frequent flyer miles for upgrades is dependent on specific ticket restrictions as determined by the airline’s frequent flyer program.
Package Redemption
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.
Booking & Concierge Services
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.
Additional Information
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.
Blackout Dates
The week of major US holidays and major local events. Additional dates may apply.
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