Healdsburg's most-historic boutique luxury property - the 1881 Italianate Victorian estate originally built by Sonoma businessman John Paxton, operated as Madrona Manor from the late 1970s, comprehensively restored 2022 by Dallas-based hotelier Jay Jerrier (founder of Cane Rosso pizza and Hello Honey Hotels) as The Madrona. 22 guest rooms across the original Victorian Manor + adjacent Carriage House + Schoolhouse + new Garden Cottages built into the property's heritage landscape. 2022 restoration preserved the original Victorian architecture (Italianate mansion exterior, original wraparound porches, elaborate Victorian interior plasterwork + Sonoma-redwood interior woodwork) while modernizing the guest program. Restaurant in the historic Manor + bar program in the Victorian parlors + heated outdoor pool + spa programming + garden walking paths with the namesake madrona tree. 1001 Westside Road - 1.5 miles west of Healdsburg Plaza on the historic Westside Road corridor at the heart of Russian River Valley pinot noir country (Williams Selyem 3 mi, Rochioli 3 mi, Iron Horse 5 mi). SFO 1:30-2:00 via US-101 + Healdsburg Ave + Westside Road, OAK 1:30-1:45 via Carquinez Bridge (East Bay advantage), STS Sonoma County Airport 15 min, SJC 2:00-2:30. Completes the Healdsburg luxury cluster with Hotel Healdsburg + Montage Healdsburg + Farmhouse Inn Forestville.
The Madrona sits on Westside Road at the heart of Russian River Valley pinot noir country. Williams Selyem (3 mi south) + Rochioli (3 mi south) + Iron Horse (5 mi south sparkling) + Gary Farrell + MacRostie + De La Montanya + Davis Bynum all within 5-15 min. Westside Road exploration is the natural Madrona day-trip pattern with designated-driver pacing.
The Madrona + Hotel Healdsburg + Montage Healdsburg + Farmhouse Inn Forestville — the complete Healdsburg four-property luxury cluster. We hold a Black SUV at the property for inter-resort dinner shuttles + multi-day winery retainers across the four converging AVAs.
The Madrona has been a Sonoma County wedding venue for over 40 years. Hillside garden lawn (60-150 capacity), historic Manor parlors (30-50 intimate), restored porches (50-80 cocktail), Manor dining room (60-100 reception), full-property buyout (entire 22-room estate, 100-200 guests). The 1881 Victorian heritage + Russian River Valley vineyard backdrop = signature Sonoma wedding photography.
Charles M. Schulz Sonoma County Airport (STS) is 15 min from The Madrona with daily Alaska + Avelo commercial service (SFO/LAX/PHX/SEA/PDX) plus dedicated FBO for Phenom 300, Citation X, G-IV, King Air, TBM 940. The fastest Bay Area arrival pattern.
SingleThread (Michelin 3-star, Relais & Châteaux, Chef Kyle + Katina Connaughton) is 5 min east from The Madrona (Healdsburg Plaza). Chauffeur transfer at reservation arrival window, hold during 3-4 hour tasting menu, return at conclusion. Avoids the late-night shuttle problem. See SingleThread page.
Common: Madrona + Auberge du Soleil (Sonoma + Napa, 45 min east), + Sea Ranch Lodge (Sonoma Coast 90 min west), + Hotel Healdsburg (heritage + town-square modern, 5 min).
Address: 1001 Westside Road, Healdsburg CA 95448 (historic Westside Road corridor 1.5 mi west of Healdsburg Plaza, on a hillside overlooking the Russian River Valley)
Built 1881 by Sonoma County businessman John Paxton as a 17-room Italianate Victorian mansion - one of the largest private residences in Sonoma County at the time. The Paxton family made their fortune in late-19th-century Sonoma lumber + real estate trades
Madrona Manor era: operated as a luxury hotel + restaurant from the late 1970s through 2019. The restaurant earned a Michelin star under various chefs during the Madrona Manor years
2022 restoration: Property acquired by Dallas-based hotelier Jay Jerrier (founder of Cane Rosso pizza and Hello Honey Hotels) and comprehensively restored. The 2022 restoration preserved the original Victorian architecture (Italianate mansion exterior + original wraparound porches + elaborate Victorian interior plasterwork + Sonoma-redwood interior woodwork) while modernizing the guest program
Rooms: 22 guest rooms distributed across the original Manor + adjacent Carriage House + Schoolhouse + new Garden Cottages built into the property's heritage landscape
Brand: Hello Honey Hotels portfolio (Jay Jerrier's boutique hotel collection)
Restaurant in the historic Manor: California cuisine with Sonoma-sourcing focus + Russian River Valley wine list. Multi-course tasting menu format with a la carte alternatives. The Manor dining room features the original Victorian-era plasterwork and Sonoma-redwood interior woodwork
Bar program in the historic Manor parlor rooms with classic cocktails. Period-appropriate furniture + restored Victorian-era interior
Heated outdoor pool on the property grounds with cabana seating
Spa programming: massage + body treatments + facials
Historic Manor public spaces: the original Victorian parlors + library + porches preserved for guest use. Restored period-appropriate furniture
Garden walking paths across the hillside property + the original mature heritage trees including the namesake madrona tree (the California native Arbutus menziesii)
Wedding venues: hillside garden lawn (60-150), Manor parlors (30-50 intimate), porches (50-80 cocktail), Manor dining (60-100 reception), full-property buyout (100-200 guests). Sonoma County wedding venue for 40+ years
SFO 1:30-2:00 via US-101 + Healdsburg Ave + Westside Road, OAK 1:30-1:45 via Carquinez Bridge (East Bay advantage), STS 15 min (closest), SJC 2:00-2:30. Meet & greet inside terminal, bottled water, luggage handling. Drop at the historic Manor front entrance.
Williams Selyem (cult allocation, advance appointment) + Rochioli + Iron Horse sparkling + Gary Farrell + MacRostie + De La Montanya + Davis Bynum. Westside Road from north (The Madrona) heading south through the heart of Russian River Valley pinot heartland. The signature Madrona day-trip pattern.
Madrona 2 nights (Victorian heritage + Westside Road RRV) + Hotel Healdsburg 2 nights (Plaza-front town-square modern flagship) + Montage 2 nights (hillside resort) = complete 6-night Healdsburg luxury immersion across heritage + town + hillside.
5-min drive from The Madrona to SingleThread (Healdsburg Plaza). Chauffeur transfer at reservation arrival, hold during 3-4 hour tasting menu, return at conclusion. Reservation strategy: SingleThread opens 90 days ahead via Tock at 10am California, books out instantly.
Headed north from The Madrona: Quivira biodynamic + Ridge Lytton Springs + Bella + Dry Creek Vineyard + Mauritson (Dry Creek zinfandel) + Jordan + Silver Oak + Stonestreet + Hawkes (Alexander cabernet). Two-AVA day, 30-45 min between estates.
22-room Victorian estate + multiple event spaces. Hillside garden lawn (60-150) + Manor parlors (30-50) + porches (50-80) + Manor dining (60-100) + full-property buyout (100-200). Multi-vehicle Black SUV teams for SFO/OAK/STS arrival blocks + rehearsal-dinner shuttles to SingleThread + reception-night retainers + Sunday brunch shuttles.
Charlie Palmer's Healdsburg town-square flagship since 2001. 55 rooms directly on Plaza. Dry Creek Kitchen + Spoonbar. AAA Four Diamond. The contemporary Plaza-front complement to The Madrona's 1881 Victorian heritage.
Forbes Five Star Sonoma resort opened 2020. 258-acre oak-studded hillside, 130 rooms as guest bungalows. The resort-scale hillside complement to The Madrona's intimate 22-room Victorian heritage.
Michelin 1-star + Relais & Châteaux. 25 rooms in central Russian River Valley. The intimate sister RRV destination - common Madrona + Farmhouse multi-property combo.
Napa Valley's 1981 hillside Auberge flagship. Common Sonoma heritage + Napa hillside Auberge multi-property pattern.
Sonoma Coast architectural-icon Sea Ranch property (Halprin/Moore/Lyndon 1965). The Madrona + Sea Ranch for guests wanting heritage Victorian + coastal extension.
All 40 California luxury property pages + 6 signature multi-property tour patterns + 7-airport coverage. The complete California luxury chauffeur planning resource.
1001 Westside Road, Healdsburg - historic Westside Road corridor 1.5 mi west of Healdsburg Plaza, hillside overlooking Russian River Valley. STS Sonoma County Airport 15 min (closest commercial + private aviation FBO), SFO 1:30-2:00, OAK 1:30-1:45 via Carquinez Bridge, SJC 2:00-2:30. Literally between Healdsburg town (1.5 mi east) and famous Westside Road RRV winery cluster (Williams Selyem 3 mi west, Rochioli 3 mi).
Built 1881 by Sonoma businessman John Paxton as 17-room Italianate Victorian mansion. Operated as Madrona Manor luxury hotel + restaurant from late 1970s through 2019, restaurant earning Michelin star under various chefs. 2022 acquired and restored by Dallas-based hotelier Jay Jerrier (founder of Cane Rosso pizza and Hello Honey Hotels) as The Madrona. 2022 restoration preserved Italianate exterior + wraparound porches + Victorian plasterwork + Sonoma-redwood interior woodwork while modernizing guest program. 22 rooms across Manor + Carriage House + Schoolhouse + Garden Cottages.
The Madrona is Healdsburg's most-historic boutique luxury property - only 1881 Victorian heritage estate in the cluster. Hotel Healdsburg (55 rooms Charlie Palmer 2001 town-square modern). Montage Healdsburg (130 rooms 2020 hillside resort 258 acres Forbes 5*). Farmhouse Inn (25 rooms central RRV Michelin 1-star). The Madrona (22 rooms 1881 Victorian Westside Road). Each property distinct positioning - The Madrona for Victorian heritage + RRV winery proximity.
Westside Road is one of California's most-iconic wine-country drives - western road following Russian River from Healdsburg south through Russian River Valley AVA pinot heartland. The Madrona on Westside Road 1.5 mi west of Plaza is perfectly positioned as the Westside Road luxury anchor. Within 5-15 min: Williams Selyem (cult-allocation pinot/chardonnay), Rochioli, Gary Farrell, Iron Horse sparkling (White House supplier), MacRostie, De La Montanya, Davis Bynum, Roessler Cellars. Multi-day RRV pinot retainer with designated-driver pacing.
Restaurant in historic Manor (California cuisine + Sonoma-sourcing + RRV wine list, multi-course tasting + a la carte) + bar program in Victorian parlors (classic cocktails, period-appropriate furniture) + heated outdoor pool + spa programming + restored Victorian public spaces (parlors + library + porches with original Sonoma-redwood woodwork) + garden walking paths with namesake madrona tree. 1.5-mi walk into Healdsburg Plaza for coffee + lunch is popular morning ritual.
Yes - Sonoma's most-historic Victorian wedding venue (40+ years). Venues: hillside garden lawn (ceremony 60-150 with vineyard backdrop), Manor parlors (intimate 30-50 with original Victorian rooms + period plasterwork + Sonoma-redwood interiors), restored porches (50-80 cocktail), Manor dining room (60-100 reception), full-property buyout (entire 22-room estate, 100-200 guests). Multi-vehicle Black SUV teams for SFO/OAK/STS guest blocks + hotel-to-Plaza rehearsal-dinner shuttles to SingleThread/Valette/Barndiva + reception retainers.
Common: (a) Madrona + Hotel Healdsburg (Victorian + town-square modern, 5 min). (b) Madrona + Montage (intimate + hillside resort, 10 min). (c) Madrona + Farmhouse Inn (Westside + central RRV, 15 min west). (d) Madrona + Auberge du Soleil (Sonoma + Napa, 45 min east). (e) Madrona + Sea Ranch Lodge (Victorian + coastal architectural-icon, 90 min west).
Yes - both common Madrona stay drivers. Sonoma County Wine Auction (early September) brings major wine collectors + trade; Madrona's 1881 Victorian heritage + Westside Road RRV location aligns with traditional wine-collector demographics. BottleRock Napa Valley (Memorial Day, 45-60 min east in Napa) draws 120,000+ - Madrona is senior overflow for guests preferring quieter Sonoma heritage luxury + RRV winery access. See BottleRock page. Book by January.
Jay Jerrier is Dallas-based hospitality entrepreneur best known as founder of Cane Rosso (certified Neapolitan pizza chain across Texas). Expanded into boutique hotels under Hello Honey Hotels brand. The Madrona acquired 2022 with explicit intent to preserve Victorian architecture while modernizing guest program. Hello Honey portfolio includes additional restored historic boutique properties in California + Texas. Hospitality approach emphasizes preservation of historic character + intimate guest experience + chef-driven food program. The Madrona reflects all three priorities. Reopened post-restoration 2022, featured in Conde Nast Traveler + Travel + Leisure + Wine Spectator Healdsburg coverage.
Black SUV and limousine chauffeur for The Madrona Hotel Healdsburg — airport transfers, Westside Road Russian River Valley pinot retainer (Williams Selyem + Rochioli + Iron Horse), Healdsburg luxury cluster multi-property combos (Madrona + Hotel Healdsburg + Montage + Farmhouse Inn), SingleThread Michelin 3-star evening coordination, historic Victorian wedding logistics 60-200 guests, Sonoma Harvest Wine Auction host hotel. CPUC TCP# 9225, since 1986.
Call +1-650-876-1777 Online ReservationHotel Healdsburg (Charlie Palmer town-square flagship 2001, 5 min east) • Montage Healdsburg (Forbes Five Star hillside resort 2020, 10 min east) • Farmhouse Inn Forestville (RRV Michelin 1-star intimate sister, 15 min west) • SFO to Healdsburg + SingleThread Michelin 3-star • OAK to Healdsburg + SingleThread • Auberge du Soleil Napa (Sonoma + Napa combo, 45 min east) • Sea Ranch Lodge Sonoma Coast (90 min west) • SFO to Sonoma Wine Country • OAK to Sonoma Wine Country • California Wine Country Hub • SF Bay Wedding Venues Hub • California Honeymoon & Anniversary Hub • CA Luxury Resort Collection • All 200+ Locations