A Taste of California’s Wine Country: Dining, Wine & a Refined Retreat
Your Choice of One Signature Culinary Experience & 2‐Night Stay at the Valette Guest House for 2
This Experience for 2 Includes:
- 2-night stay at the Valette Guest House, a refined hideaway in the heart of Healdsburg
- Your choice of one of three unforgettable culinary experiences
- Winspire booking & concierge service — seamless planning from start to finish
Tucked among rolling vineyards and sun-drenched hills, Healdsburg is where Sonoma’s culinary soul comes alive. Mornings unfold slowly with coffee and quiet streets. Afternoons invite leisurely strolls past tasting rooms and boutiques. Evenings glow with the hum of conversation, clinking glasses, and the unmistakable warmth of wine country hospitality.
Valette Cottage for Two
Enjoy a two-night getaway in this charming one-bedroom cottage, ideally located just two blocks from Healdsburg Plaza. Occupying the entire second floor of a bungalow built in the 1950s by Honore Valette—the family’s great-grandfather—the 750-square-foot cottage was thoughtfully remodeled in 2016.
Featuring vaulted ceilings, hardwood floors, and a beautifully appointed kitchen with marble countertops, the space blends comfort with style. Unwind in the cozy Jacuzzi tub, relax by the gas fireplace, and take advantage of the washer and dryer. The cottage also offers a curated selection of wine, beer, and cocktail mixers, along with a kitchen stocked with essential pantry items for a truly effortless stay.
Choose Your Culinary Indulgence
Option 1: Wine & Culinary Icons of Healdsburg
Begin with Valette Wines “Flights & Boards” at the brand-new Valette Wine Lounge, where curated tastings meet artisanal pairings in a relaxed, stylish setting.
Later, settle into the main dining room at The Matheson for a 5-course tasting menu, a celebration of Sonoma’s farms, seasons, and bold culinary creativity — each dish thoughtfully crafted to reflect the region’s bounty.
Option 2: Elevated Evenings & Rooftop Romance
Experience a 5-course family-style tasting menu at Roof 106, where shareable plates and sweeping views set the tone for an intimate, vibrant night. Enjoy one cocktail per person, crafted to complement the flavors of the menu.
You’ll also take home a bottle of Valette Wines Sauvignon Blanc, a delicious reminder of your time in Healdsburg, and enjoy Valette Wines “Flights & Boards” at the Valette Wine Lounge to round out your stay.
Option 3: “Trust Me” at Valette
For true food lovers, choose the 5-course wine-paired “Trust Me” tasting menu at Valette. This chef-driven experience invites you to surrender to the kitchen, where each course arrives as a surprise — thoughtful, seasonal, and deeply rooted in Sonoma’s terroir. Wines are paired to elevate every bite, creating a meal that feels personal, polished, and unforgettable.
Note: Healdsburg is approximately 1.5 hours north of San Francisco and Oakland.
Why This Experience Captivates Donors and Closes Bids
- Wine Country Always Wins — Healdsburg and Sonoma instantly signal luxury, romance, and world-class flavor, making this an easy “yes” for bidders.
- Choice Creates Competition — Offering three distinct dining experiences lets bidders imagine their perfect getaway, increasing emotional buy-in and bidding momentum.
- Culinary Credibility — Valette, The Matheson, and Roof 106 are chef-driven, highly respected names that food and wine lovers recognize and trust.
- Boutique, Intimate Appeal — A private guesthouse stay feels exclusive and personal, elevating perceived value beyond a standard hotel package.
- Effortless Luxury — Everything is curated and seamless, from wine tastings to fine dining, with Winspire handling every detail.
- Broad Audience Reach — Perfect for couples, anniversaries, foodie travelers, or weekend escapes — no niche limitations.
- Strong Storytelling Power — Sun-drenched vineyards, candlelit dinners, and memorable meals give bidders something to picture — and talk about.
- Proven Auction Performer — Wine, food, and Northern California consistently drive strong bids and competitive fundraising results.
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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