The Hollywood District in Woodinville Wine Country is a vibrant hub for wine lovers, foodies, and travelers looking for the ultimate wine country experience. With world-class wineries, top-rated restaurants, and luxury accommodations, this area is perfect for a day trip or a weekend getaway.

In this guide, we’ll explore the best things to do in the Hollywood District, including wine tasting, fine dining, outdoor activities, and relaxation spots.


Best Wineries in the Hollywood District

The Hollywood District is home to some of the best wineries in Woodinville, offering a mix of iconic estates, boutique tasting rooms, and hidden gems.

Must Visit Wineries in the Hollywood District

These wineries are must-visits for exceptional wine tastings, stunning venues, and premium wines:

Chateau Ste. MichelleWashington’s oldest winery, featuring award-winning Chardonnay, Riesling, and Cabernet Sauvignon with tastings, concerts, and estate tours.

Obelisco Estate Winery – Focusing on big, bold reds, Obelisco crafts highly acclaimed Cabernet Sauvignon, Merlot, and Syrah, showcasing the power of Washington-grown fruit.

Fidelitas Winery – Known for its deeply structured, Red Mountain-grown Cabernet Sauvignon and Bordeaux blends, Fidelitas brings the essence of Washington’s top vineyards to Woodinville.

Matthews Winery – Specializing in small-lot, handcrafted Bordeaux-style wines, Matthews offers a relaxed yet refined tasting experience in the heart of the Hollywood District.

Explore Woodinville’s Best Wineries with the Hollywood Wine Pass

The Hurray for Hollywood Wine Pass is your exclusive ticket to a curated tasting experience at some of the best wineries in Woodinville’s Hollywood District. This pass lets you choose four (4) wineries to visit, making it the perfect way to explore at your own pace while enjoying top-tier wines.

Whether you’re a Cabernet lover, a fan of crisp whites, or prefer a well-balanced blend, this pass offers a unique opportunity to sample the flavors of Washington wine country in a walkable, scenic setting.

Hollywood District Wineries in the Hurray for Hollywood Pass:

Damsel Cellars – Small-batch Rhône and Bordeaux-style wines with a boutique feel.

Darby Winery – Known for bold, expressive reds and lively whites.

DeLille Cellars – One of Woodinville’s most celebrated wineries, specializing in Bordeaux-style blends.

Maryhill Winery – Located inside the Hollywood Schoolhouse, offering a diverse selection of Washington wines.

Patterson Cellars – A favorite among wine lovers, offering everything from bold reds to sparkling wines.

Otis Kenyon Wine – Laid-back and approachable, featuring structured reds and smooth blends.

Sparkman Cellars – Small-lot, handcrafted wines with a focus on Cabernet, Syrah, and Viognier.

Get your Hurray for Hollywood pass here.

More Hollywood District Wineries to Explore

425 Cellars

Airfield Estates

Brian Carter Cellars Hollywood Tasting Room

Cave B Estate Winery

Chandler Reach Vineyards

Chateau Lill featuring Lill Family Wines

Cougar Crest Estate Winery

Goose Ridge Estate Vineyard & Winery

Guardian Cellars

Jaine Cottage

JM Cellars

KINHAVEN Winery

Mark Ryan Winery

Milbrandt Vineyards

Panther Creek Cellars

Pepper Bridge Winery & Amavi Cellars


Best Restaurants in the Hollywood District

Top Dining Experiences in Hollywood District

The Herbfarm – One of America’s top farm-to-table restaurants, featuring a nine-course tasting menu with seasonal ingredients.

The Restaurant at DeLille Cellars – A wine-centric dining experience offering seasonal dishes, house-crafted pasta, and fresh seafood.

Barking Frog – A Pacific Northwest favorite, known for its Grand Marnier prawns, award-winning wine list, and cozy ambiance.

The Hollywood Tavern – A historic landmark serving craft cocktails and tavern-style comfort food.

Village Wines – A wine club, retail shop, and casual dining spot offering a great selection of local wines.

Purple Café & Wine Bar – A stylish, wine-focused restaurant serving delicious food and extensive wine pairings, including dinner classics like pesto pasta, lobster mac & cheese, and weekend brunch​.


Top Activities & Things to Do in the Hollywood District

Fyre Sauna – A Scandinavian-inspired outdoor sauna retreat offering hot-cold therapy sessions.

The Spa at Willows Lodge – A luxurious spa offering massages, facials, and body treatments using local ingredients.

Walking or Biking Along the Sammamish River Trail – A scenic, paved trail perfect for cycling, jogging, or a leisurely walk through Woodinville Wine Country.

Many Hollywood District wineries and restaurants also host live music nights, special tastings, and seasonal celebrations.

Check out our Event Calendar to find upcoming live music and exclusive events in the Hollywood District!


Where to Stay: Best Hotels in the Hollywood District

Willows Lodge – A luxurious boutique lodge with cozy fireplaces, spa treatments, and wine-country charm.

Hollywood ManorAvailable for short-term rental, Hollywood Manor is perfect for business meetings, birthday parties, and private events. It offers overnight accommodations for up to five couples, making it a unique stay option in Woodinville Wine Country.

Plan Your Hollywood District Wine Adventure

The Hollywood District in Woodinville Wine Country is the perfect destination for wine lovers, foodies, and travelers. With world-class wineries, top-rated restaurants, and scenic activities, it’s an ideal spot for a day trip or weekend getaway.

Enhance your experience with the Hurray for Hollywood Wine Pass, allowing you to taste at four top wineries while exploring this walkable wine district.

Sip award-winning wines at iconic and boutique tasting rooms
Dine at top restaurants, pairing meals with the perfect wine
Stay overnight at Willows Lodge or Hollywood Manor
Enjoy outdoor activities like biking the Sammamish River Trail

Start planning your Hollywood District wine adventure today!