How to Spend a Date Night in Beacon Hill

Set amidst the old-world charm of Beacon Hill, we are ready to welcome you to The Whitney Hotel Boston, where quiet comfort and sophisticated simplicity meet. It doesn’t take long to feel at home in our idyllic corner of the city, with its quaint cobblestone roads, red-brick rowhouses, and flickering gas lamps that line the streets. If you ask us, it’s a picture-perfect place to celebrate love. Consider this your guide to memorable date night ideas in Beacon Hill. 

Enjoy Mediterranean Fare at Peregrine

Transport yourself on a culinary journey to the coastal Mediterranean at Peregrine, our tasteful restaurant in Beacon Hill. Here, the rich cuisine and culture of the Italian islands of Sardinia and Sicily, along with influences from Corsica and Catalonia, are yours for the tasting. Designed for leisurely dining, the menus encourage you to savor each moment with your partner. Share a romantic dinner, starting with a mouthwatering Sicilian pizza, fresh pappardelle pasta, or decadent duck confit. The ambiance sets the stage for an intimate dinner filled with flavorful dishes and wine to pair.

Go on a Ghost Tour

Beacon Hill is one of the oldest neighborhoods in Boston and boasts a deep history filled with tales that will undoubtedly send shivers down your spine. To fully embrace the city’s rich past for a one-of-a-kind date night, book a historical ghost tour. Listen to harrowing stories as you wander the historic streets and unveil Boston’s secrets with a night of fright and fun.

Cozy Up at a Local Bookstore

The charming and inviting space at Beacon Hill Books & Cafe offers a carefully curated selection of books, perfect for a date night with your significant other. As you step into the warm and welcoming atmosphere, consider attending one of the literary events hosted or spend the evening in search of your next favorite read. If you get hungry, enjoy the menu of locally sourced fare, perfect for a romantic breakfast, lunch, or afternoon tea.

Pack a Picnic for the Boston Public Garden

As the sun gracefully sets over Beacon Hill, pack a picnic basket brimming with gourmet sandwiches, pastries, and treats from Tatte Bakery on Charles Street. Afterward, journey to the Boston Public Garden, a lush and picturesque destination right down the street. Go for a golden-hour stroll together before settling in to watch the sunset and indulge in your savory and sweet bakery picks.

Sip on Cocktails at Carrie Nation

Nestled quaintly within Beacon Hill, the Carrie Nation Restaurant and Cocktail Club offers a unique experience, steeped in the ambiance of a speakeasy. The atmosphere is undeniably inviting, with meticulously crafted cocktails that transport you back in time. It’s a moody and alluring spot for a nightcap full of romance, whimsy, and of course, delicious drinks.

No matter how you choose to spend your date night in Beacon Hill, a romantic getaway at The Whitney awaits. Our tranquil haven is the perfect setting for love to flourish. With our Boston in Love package, you can enjoy a bottle of champagne, artisan chocolates, dining credits, and more. As you get to know all that Beacon Hill has to offer with your loved one, romance will undoubtedly be in the air.