Best Wineries in Hollywood District (2026)

The top-rated wineries in Woodinville's Hollywood District. Walkable tasting rooms, vibrant atmosphere, and exceptional wines in the heart of wine country.

OUR #1 PICK

Damsel Wine Lounge - Hollywood Hills

8.2/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 8
Wine Value: 9 ⭐
Hospitality: 9 ⭐
Wine Quality: 8
Vibe: 9 ⭐
Setting: 5
Parking: 7

Nestled amidst the vibrant tapestry of Woodinville's Hollywood District, the Damsel Wine Lounge beckons with an invitation to savor sophistication sip by sip. Step inside, and the hum of lively conversation mingles with the deep ruby hues of their cabernet sauvignon, a wine that whispers tales of dark fruit and a hint of pepper. The tasting room is intimate yet lively, clad in warm woods and soft lighting, creating a canvas that perfectly complements the expressive notes of their bold reds. This woman-owned sanctuary is not just about exquisite wines; it’s a celebration of community, where groups gather over artfully curated cheese boards that enhance the tasting experience. As for the ambiance, it envelopes you in a cocoon of coziness, making it a quintessential stop for those seeking both exceptional hospitality and wine in the heart of the wine country.

Damsel Wine Lounge - Hollywood Hills

Quick Facts

Tasting Fee: $25

Waived with $25+ purchase

District: Hollywood

Features: Bold reds, Woman-owned, Cozy atmosphere, Pet-friendly

Quick-Pick Summary

Winery District Score Best For Tasting Fee
Damsel Wine Lounge - Hollywood Hills Hollywood 8.2 Social wine enthusiasts $25
Maryhill Tasting Room & Bistro at Hollywood Schoolhouse Hollywood 8.1 Wine lovers and history buffs $30
Sparkman Cellars Hollywood 8.0 Family-friendly gatherings $25
Gorman Winery Hollywood Hill Tasting Room Hollywood 8.0 Music lovers and groups $20
W.T. Vintners Hollywood 7.8 Natural wine enthusiasts $25
Long Shadows Tasting Room Hollywood 7.8 Collaborative wine exploration $30
Synne Cellars Hollywood 7.8 Vibrant social experiences $15
Cascade Cliffs Vineyard and Winery - Woodinville Tasting Room Hollywood 7.7 Pet-friendly wine lovers $25

How We Rate Wineries

PourPlan's rating system evaluates every winery on seven weighted dimensions:

  • Tasting Fee (20%): Fee fairness relative to experience, waiver policies, and regional context
  • Wine Value (20%): Bottle pricing relative to quality
  • Hospitality (15%): Staff friendliness, knowledge, and attentiveness
  • Wine Quality (15%): Tasting experience based on professional ratings and visitor consensus
  • Vibe (15%): Interior atmosphere, design, and comfort
  • Setting (10%): Property, grounds, curb appeal, views (Note: Most Woodinville tasting rooms are in commercial/industrial districts rather than vineyard estates. A score of 5-6 reflects typical regional context, not a deficiency.)
  • Parking (5%): Convenience and ease of access

These roll into a composite score from 1.0 to 10.0, with higher scores indicating a better overall visitor experience.

Read our full ratings methodology →

Detailed Reviews

Maryhill Tasting Room & Bistro at Hollywood Schoolhouse

8.1/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 5
Wine Value: 9 ⭐
Hospitality: 9 ⭐
Wine Quality: 9 ⭐
Vibe: 9 ⭐
Setting: 8
Parking: 9 ⭐

Step into the Maryhill Tasting Room & Bistro at the Hollywood Schoolhouse, where the echoes of academia now mingle with the clink of wine glasses. Nestled in Woodinville's vibrant Hollywood District, this historic location invites you to savor the past while enjoying the present. The tasting room, awash in natural light, is a beacon for wine lovers, offering a distinctive juxtaposition of old-world charm and modern elegance. As you sip on a bold Cabernet or a crisp Chardonnay, the patio offers scenic views that elevate the experience, inviting contemplation and conversation. The setting is ideal for both intimate gatherings and convivial groups, with a hospitality that feels like a warm embrace. Here, the wines are as rich in character as the storied walls that surround you, creating a unique tapestry of taste and time.

Maryhill Tasting Room & Bistro at Hollywood Schoolhouse

Quick Facts

Tasting Fee: $30

Waived with $40+ bottled wine purchase

District: Hollywood

Features: Historic schoolhouse setting, Bold reds and crisp whites, Scenic outdoor seating, Events and weddings

Sparkman Cellars

8.0/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 4
Wine Value: 10 ⭐
Hospitality: 9 ⭐
Wine Quality: 9 ⭐
Vibe: 9 ⭐
Setting: 8
Parking: 7

In the heart of Woodinville's vibrant Hollywood District, Sparkman Cellars beckons wine enthusiasts and casual wanderers alike with its seamlessly inviting atmosphere. As you stroll through the cobblestone paths lined with verdant vines, the tasting room emerges as a rustic yet upscale haven, where the spirit of family ownership is palpable. The air is alive with the scent of freshly harvested grapes, and the laughter of friends sharing a cherished bottle of their celebrated sparkling wine. Here, the bold reds and crisp whites tell tales of the land, each sip a narrative of craftsmanship and passion. The outdoor seating area, framed by a backdrop of scenic views, offers a perfect retreat for families and their furry friends, where the sun's golden rays dance on glasses and the promise of good company lingers in the air. With hospitality that feels like a warm embrace, Sparkman Cellars is not just a tasting experience, but a moment to savor.

Sparkman Cellars

Quick Facts

Tasting Fee: $25

Waived with $50 purchase

District: Hollywood

Features: Scenic outdoor seating, Family-owned warmth, Sparkling wine focus, Pet-friendly atmosphere

Gorman Winery Hollywood Hill Tasting Room

8.0/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 8
Wine Value: 8
Hospitality: 9 ⭐
Wine Quality: 8
Vibe: 8
Setting: 6
Parking: 9 ⭐

Step into the vibrant energy of Gorman Winery's Hollywood Hill Tasting Room, where bold reds and lively tunes create a magnetic pull for both locals and visitors. Known for its live Friday night music, this family-owned winery transforms every visit into an experience, rich with camaraderie and song. The tasting room exudes warmth, welcoming groups with open arms to savor wines that are as robust as the atmosphere itself. With a tasting fee that respects your wallet and a generous parking area, your visit promises ease from the get-go. The sensory journey continues as you sip on their famed reds, each glass telling a story of ripe fruits and spicy undertones, all while the melodies of live music weave through the air. Though the setting scores a modest 6, the hospitality and vibe here shine, making Gorman a must-visit in Woodinville’s Hollywood District.

Gorman Winery Hollywood Hill Tasting Room

Quick Facts

Tasting Fee: $20

Waived with a $30 purchase.

District: Hollywood

Features: Live Friday night music, Bold reds, Family-owned, Good for groups

W.T. Vintners

7.8/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 4
Wine Value: 10 ⭐
Hospitality: 9 ⭐
Wine Quality: 10 ⭐
Vibe: 9 ⭐
Setting: 5
Parking: 7

Nestled in the vibrant heart of Woodinville's Hollywood District, W.T. Vintners offers an enchanting encounter with the art of natural winemaking. As you approach the tasting room, the aroma of low-intervention Rhône-inspired wines entices your senses, setting the stage for a memorable exploration. Inside, a cozy yet lively atmosphere awaits, where the passionate staff guides you through wines that balance bold reds and crisp whites with finesse. Despite the modest setting, the outdoor seating provides a serene escape, with views that seem to whisper the secrets of the vineyard's sustainable practices. It's the perfect spot to savor these meticulously crafted wines with friends, family, or even your furry companion, who is warmly welcomed in the outdoor areas. The experience is enriched by the winery's dedication to quality, evident in every glass you raise.

W.T. Vintners

Quick Facts

Tasting Fee: $25

Waived with per-person bottle purchase

District: Hollywood

Features: Low-intervention Rhône wines, Pet-friendly, Cozy atmosphere, Sustainable practices

Long Shadows Tasting Room

7.8/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 7
Wine Value: N/A
Hospitality: 9 ⭐
Wine Quality: 7
Vibe: 8
Setting: 6
Parking: 9 ⭐

Nestled within the vibrant tapestry of Woodinville's Hollywood District, Long Shadows Tasting Room offers an inviting embrace to those who wander its way. As you step inside, you're met with a sophisticated yet cozy ambiance, where the warm lighting and plush seating invite prolonged stays. The tasting room is a testament to the art of collaboration, boasting an impressive roster of bold reds and crisp whites crafted by visionary winemakers. As you sip, let your gaze wander through expansive windows framing serene views of the surrounding greenery. The staff, lauded for their exceptional hospitality, guide you through each pour with stories of the vineyard's rich history and innovative techniques. Whether you're a group of adventurers or a pair of wine enthusiasts seeking a private tasting, Long Shadows caters with grace and flair, ensuring your visit is both personal and memorable.

Long Shadows Tasting Room

Quick Facts

Tasting Fee: $30

Waived with unspecified purchase amount

District: Hollywood

Features: Winemaker collaborations, Cozy ambiance, Scenic views, Good for groups

Synne Cellars

7.8/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 7
Wine Value: 7
Hospitality: 8
Wine Quality: 8
Vibe: 9 ⭐
Setting: 8
Parking: 5

Nestled in the vibrant heart of Woodinville's Hollywood District, Synne Cellars promises a sensory feast that tantalizes both the palate and the soul. As you step into the cozy tasting room, the inviting aroma of bold reds fills the air, a prelude to the delightful symphony of flavors that await. The knowledgeable staff at Synne guides you through their carefully curated selection, ensuring each pour is an event in itself. With live music setting a lively backdrop, the outdoor seating area offers a picturesque view of the rolling vineyards, perfect for savoring a glass of their renowned Cabernets as the sun dips below the horizon. While parking may be a bit of a challenge, the atmosphere more than compensates, making it an ideal spot for group gatherings and private tastings. Here, every visit feels like a celebration, where wine and community blend effortlessly.

Synne Cellars

Quick Facts

Tasting Fee: $15

4 pours, Waived with $49 purchase

District: Hollywood

Features: Bold reds, Live music, Outdoor seating, Private tastings

Cascade Cliffs Vineyard and Winery - Woodinville Tasting Room

7.7/10 PourPlan Score

Dimension Breakdown

Tasting Fee: 8
Wine Value: N/A
Hospitality: 9 ⭐
Wine Quality: 7
Vibe: 8
Setting: 6
Parking: N/A

Nestled in the vibrant heart of Woodinville's Hollywood District, the Cascade Cliffs Vineyard and Winery tasting room beckons with the promise of an inviting and intimate wine experience. Step inside, and you're embraced by rustic charm—think exposed beams and a cozy warmth that seems to whisper stories of vintages past. As you leisurely sip on one of their highly-acclaimed Piedmont varietals, let the bold, earthy reds transport you to sun-drenched Italian hillsides. The knowledgeable staff, eager to share their passion, make each visit feel like catching up with old friends. Outside, the modest patio provides a pleasant perch to watch fellow oenophiles stroll by, dogs happily in tow. While parking might require a bit of patience, the soulful wines and heartfelt hospitality make every moment spent here undeniably worthwhile.

Cascade Cliffs Vineyard and Winery - Woodinville Tasting Room

Quick Facts

Tasting Fee: $25

Waived with any bottle purchase.

District: Hollywood

Features: Estate-grown reds, Piedmont varietals, Pet-friendly, Cozy ambiance

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