The Ultimate Guide to Boston: Where to Geaux Eat, Stay, and Play
Boston, known for its blend of rich history and modern flair, is a city that caters to all types of travelers. Whether you’re here for the history, food, sports, or culture, Boston offers a variety of experiences that won’t disappoint. In this guide, I’ll share the best places to eat, stay, and explore in Boston to help you make the most of your trip!
The Freedom Trail is a 2.5-mile path that takes you through 16 historic sites, including Boston Common, Paul Revere’s House, Old North Church, and Faneuil Hall. It’s the perfect way to learn about Boston’s role in the American Revolution while exploring the city on foot. Take a tour on your own or through a travel guide.
Stroll Through Boston Public Garden and Boston Common
Relax and enjoy a leisurely stroll through the Boston Public Garden, famous for its swan boats and beautifully landscaped grounds. Adjacent to the garden is Boston Common, America’s oldest public park, where you can enjoy a picnic, join a free walking tour, or just take in the greenery.
Explore the North End
Boston’s North End is a vibrant neighborhood known for its Italian heritage. Wander through narrow streets, visit historical landmarks like Paul Revere’s House and Old North Church. Indulge in authentic Italian cuisine and pastries through a guided food tour in the North End.
Take a Duck Tour
Experience Boston from both land and water on a Boston Duck Tour. These iconic amphibious vehicles take you through the city’s streets, sharing fun facts and history, before splashing down into the Charles River for a unique view of Boston’s skyline.
Shop and Dine on Newbury Street
For a mix of shopping and dining, head to Newbury Street in the Back Bay. This eight-block stretch is lined with upscale boutiques, trendy shops, art galleries, and a variety of cafes and restaurants.
Visit the Boston Tea Party Ships & Museum
Get a hands-on experience of one of the most famous events in American history at the Boston Tea Party Ships & Museum. Board a replica ship, throw tea overboard, and learn about the event that sparked the American Revolution.
Catch a Game at Fenway Park
If you’re a sports fan, catching a Red Sox game at Fenway Park, the oldest ballpark in Major League Baseball, is a must. Even if you’re not a die-hard baseball fan, the atmosphere and history of the park make it a memorable experience. If you can’t catch a game, take a tour of historic Fenway Park.
Visit the Museum of Fine Arts
Boston’s Museum of Fine Arts (MFA) is one of the largest and most comprehensive art museums in the United States. With over 450,000 works of art, including pieces from ancient Egypt, Asia, and Europe, it’s a must-visit for art lovers.
Take a day trip to Martha’s Vineyard
Take a day trip to Martha’s Vineyard which is a short ferry ride from the city that offers an enchanting escape into quintessential New England charm. Once ashore, rent a bicycle or hop on a local bus to explore the island’s diverse towns—each with its own character and secrets.
Boston offers a variety of charming neighborhoods to stay in, each with its own unique vibe. Back Bay is known for its beautiful brownstone architecture, upscale shopping, and proximity to attractions like Newbury Street and the Boston Public Library. For a more historic and scenic experience, Beacon Hill offers cobblestone streets and quaint shops, while the Waterfront area provides stunning harbor views and easy access to seafood restaurants. Boston offers a wide range of accommodations, from luxury hotels to cozy boutique stays. Here are a few options to consider.
The Liberty, a Luxury Collection Hotel (Beacon Hill)
Once a historic jail, The Liberty Hotel is now one of Boston’s most unique and luxurious accommodations. Located in the heart of Beacon Hill, it combines history with modern amenities and features multiple restaurants, a chic bar, and beautiful views of the Charles River.
The Lenox Hotel (Back Bay)
Situated in the Back Bay, The Lenox Hotel is known for its classic charm, personalized service, and prime location near Newbury Street. It’s perfect for those who want to explore the city’s best shopping and dining options on foot.
The Godfrey Hotel (Downtown Crossing)
If you’re looking for a modern, centrally located hotel, The Godfrey Hotel is a great choice. With sleek, comfortable rooms and easy access to Boston Common and the Theater District, it’s perfect for urban explorers.
Seaport Hotel (Seaport District)
For waterfront views and close proximity to the Boston Convention and Exhibition Center, the Seaport Hotel offers a relaxing stay with contemporary rooms, an indoor pool, and an on-site restaurant.
Boston Harbor Hotel (Waterfront)
For a luxurious experience, consider the Boston Harbor Hotel. This five-star hotel boasts stunning views of Boston Harbor, spacious rooms, a world-class spa, and several upscale dining options. It’s perfect for a romantic getaway or a special occasion.
If you’re craving the best lobster rolls in Boston, Neptune Oyster tops my list with its buttery, decadent lobster roll.
Luke’s Lobster offers a more classic, no-fuss version, while Eventide brings a creative twist with their brown butter roll. Each spot has its own flair, but Neptune Oyster is a must-try!
Union Oyster House is America’s oldest continuously operating restaurant, serving legendary clam chowder and freshly shucked oysters since 1826.
Mama Maria is a great restaurant located in the North End. The lobster ravioli if available is a must try!
For dessert, stop by nearby Mike’s Pastry for some one of a kind cannoli!
Or, if a chocolate martini is more your dessert style, stop by Parla for an amazing drink!
Sorrelina in Back Bay, Boston offers an upscale Italian dining experience with a modern twist, known for its impeccable service, chic ambiance, and expertly crafted dishes.
Cheers, located in the Beacon Hill area, is must do if you are fan of eighty’s sitcom. Visit Cheers to experience the charm of the classic bar that inspired the beloved TV show so stop by and enjoy a beer where everybody knows your name!
If you are looking for iconic spots to grab a drink, head to the Bleacher Bar for a unique view right inside Fenway Park, It offers a memorable Boston experience with a fun atmosphere!
Or check out the Lookout Rooftop & Bar and toast the skyline at this Seaport rooftop, with panoramic views and creative cocktails.
The Trillium Brewing Company with locations in the Seaport and Fenway, is Boston’s craft beer darling, pouring hazy IPAs and seasonal sours.
Boston is a city where old and new harmoniously coexist: revolutionary trails wind past gleaming towers, and cozy taverns nestle beside world-class museums. No matter your interests, you’ll find countless reasons to fall in love with Boston—and, with this guide in hand, you’ll experience the very best the city has to offer.