Whether it’s a fancy date night inspiring you and your sweetheart to dress to the nines, a budget-friendly bowling outing or an escape game adventure, the following romantic date night ideas in Woodland Hills will help curate memories you’ll never forget. 

Casalena, located at 22160 Ventura Boulevard, is a premier new restaurant and events space in the West Valley boasting a menu that incorporates coastal Mediterranean flavors and emphasizes the use of seasonal, top-quality ingredients. For your next date night, be transported to your favorite European destinations, whether you choose to enjoy an intimate dinner on the outdoor sunken patio or unwind with a late-night cocktail. Open Monday through Thursday from 11:30 am to 12 am, Friday from 11:30 am to 2 am, Saturday from 10 am to 2 am, and Sunday from 10 am to 2 am.

Maze Rooms Escape Games, located at 19347 Ventura Boulevard Space A in Tarzana, was established in 2014 and offers something different for your next date night – real escape games, a new wave in the future of entertainment, and a great opportunity to truly exercise your brain. Solve puzzles, find clues, use tips to advance, collect your keys, and open the door to victory…it’s all waiting for you and that special someone at Maze Rooms Escape Games. Open Monday through Friday from 11 am to 10 pm, Saturday from 11 am to 11 pm, and Sunday from 11 am to 10 pm. 

Bowlero Woodland Hills, located at 23130 Ventura Boulevard, features 32 top-quality bowling lanes, making this family-friendly venue perfect for guests of all ages while offering bowling, a vibrant arcade and a cozy lounge area, all with free Wi-Fi. Looking for one of the best sports bars in Woodland Hills to share an intimate date? Bowlero has you covered with a fantastic selection of food and drinks, plus live sports action. Competitive prices and exclusive specials make this the go-to entertainment location for a memorable day activity, night out or party/event. Open Sunday Monday through Thursday from 12 pm to 12 am, Friday from 12 pm to 1 am, Saturday from 11 am to 1 am and Sunday from 11 am to 12 am. 

Fleming’s Prime Steakhouse, located at 6373 Topanga Canyon Boulevard, is an outstanding choice to enjoy an exceptional prime steak, glass of wine, or handcrafted cocktail on your next date night, and you can be guaranteed a memorable evening in the exquisite dining room. With premium prime steak options on the dinner menu, best-in-class seafood, and innovative vegetarian options, there’s something for both of you at Fleming’s. Indulge at the bar from 4 pm to 6 pm every night for Social Hour, featuring shareable bar bites and $9 handcrafted cocktails. Open Monday through Saturday from 4 pm to 10 pm and Sunday from 4 pm to 9 pm. 

Cruise Westlake Lake in Westlake Village offers a unique, intimate date night experience. Rent a private electric boat and enjoy a 90-minute, captain-led cruise across the tranquil waters, complete with stunning views and a peaceful ambiance. Perfect for a sunset outing or an evening under the stars, it’s the ideal setting to relax, connect, and savor wine, charcuterie, and unforgettable scenery.

Il Fornaio Woodland Hills, located at 6320 Topanga Canyon Boulevard, Suite #1640, provides guests with the most authentic Italian experience outside of Italy, open for lunch and dinner every day. Using the freshest ingredients and traditional cooking techniques, Il Fornaio offers a wide variety of premium-quality Italian food paired with an award-winning wine list and crafted cocktails in a beautiful setting, making it the perfect backdrop for a super-romantic night. The kitchen is supervised and overseen by Sicilian native Executive Chef Roberto Gerbino, who applies multi-generational family recipes and preparations that Italians have mastered over centuries of making great cuisine. Open Sunday through Thursday from 12 to 9 pm and Friday/Saturday from 12 to 9:30 pm.

Whether you’re looking for adventure, fun, or a super-sexy meal, you’ll find no shortage of date options in Woodland Hills.