Nearby Dining

Welcome to 155 On Portland, a refreshing take on American fare in the heart of Boston's West End. Located in the Pennyweight Lobby our brand-new bar and restaurant invites you to indulge in espresso drinks by day and a delightful array of craft beers, fine wines, and expertly crafted cocktails at night. Pair your drinks with our thoughtfully curated menu of light American bar fare and shareable plates after a day of exploring the City, or before the game at TD Garden. 155 On Portland also boasts an expansive outdoor patio space which features comfortable seating, mood lighting, seasonal activations and programming.

Breakfast Hours:
Monday through Friday - 6:00 am to 10:00 am
Saturday and Sunday - 7:00 am to 11:00 am

Bar and Dinner Hours:
Monday through Sunday - 5:00 pm to 11:00 pm

Ducali Pizzeria & Bar, located on Boston's Freedom Trail near TD Garden, offers Roman-style pizzas with locally sourced ingredients. Known for its relaxed, neighborhood vibe, it features a variety of craft beers on tap and an inviting atmosphere perfect for pre-game meals or casual dining. Ducali also caters private events, specializing in Sicilian-style pizza. Its cozy interior is adorned with nods to Parma's famous soccer team, creating a unique and authentic Italian dining experience.

Banners Kitchen & Tap, located in Boston's West End, offers an elevated sports bar experience with over 60 TVs and a Topgolf Swing Suite. Perfect for game-day gatherings, it features a diverse menu ranging from pub classics to upscale dishes. Banners is an ideal spot for sports enthusiasts, group events, and private parties, offering a lively atmosphere steps away from TD Garden.

Parla, located in Boston's historic North End, blends old-world Italian roots with a modern twist. Its inventive menu offers playful, untraditional takes on Italian cuisine, such as carbonara and chicken & waffles. The speakeasy-inspired décor adds to its rustic yet elegant atmosphere. Parla is also known for its creative cocktail program, featuring a wide range of house-made infusions and classic cocktail variations.

Alcove, located on Boston's waterfront at Lovejoy Wharf, offers a contemporary take on coastal New England cuisine. With a focus on fresh, locally sourced ingredients, the restaurant provides an inviting atmosphere enhanced by its beautiful patio and sunset views. Alcove is known for its carefully curated wine list and creative cocktails, making it an ideal spot for casual dining or special occasions near TD Garden.

Ward 8, located in Boston's North End, offers a modern American dining experience with a laid-back yet lively atmosphere. Known for its signature cocktails and comfort food menu, it's an ideal spot for after-work drinks, casual meals, and private events. The restaurant blends classic flavors with contemporary twists, making it a go-to destination for both locals and visitors.

City Winery is Boston's premier winery, where the rustic appeal of wine country meets modern, urban amenities. Located in the heart of Boston, steps from The Pennyweight Hotel Boston Downtown, we are a fully functioning winery surrounded by an upscale dining experience and performance space.  With over 50 performances each month featuring many of your favorite artists, City Winery is the ideal spot for everything from a great night out to weddings and large scale celebrations.  Guests of The Pennyweight Hotel Boston Downtown can enjoy a 15% discount on food when dining at City Winery.   

Bricco Ristorante & Enoteca, located in Boston's North End, offers refined Italian cuisine with a modern touch. The menu features house-made pastas, premium meats, and an extensive selection of Italian wines. Known for its chic yet cozy ambiance, Bricco is a go-to spot for both casual dining and special occasions, with a bustling atmosphere perfect for enjoying signature dishes and cocktails.

As I ate the oysters with their strong taste of the sea and their faint metallic taste that the cold white wine washed away, leaving only the sea taste and the succulent texture, and as I drank their cold liquid from each shell and washed it down with the crisp taste of the wine, I lost the empty feeling and began to be happy and to make plans. Ernest Hemingway, "A Moveable Feast"

Hub Hall, located at The Hub on Causeway near TD Garden, is a dynamic food hall featuring 18 unique food and drink options. With a wide variety of cuisines under one roof, it's perfect for everything from casual meals to group events. The vibrant atmosphere makes it a popular destination for locals, visitors, and those attending events nearby.

Night Shift Brewing offers a unique craft beer experience with multiple locations in the Boston area, including their flagship taproom in Everett and a waterfront space at Lovejoy Wharf. Known for innovative brews like their signature IPAs, sours, and Detroit-style pizzas, they create vibrant community spaces with regular events, food trucks, and seasonal beer gardens. Whether you're a craft beer enthusiast or hosting an event, Night Shift's dynamic settings provide the perfect backdrop.