Explore Boston's Rich History and Great Dining

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Advisor - Stacey Behrendt
Curated By

Stacey Behrendt

  • Boston

  • Active Travel

  • Arts & Culture

  • City Travel

  • Food & Wine

  • History

  • Foodie

  • Sightseeing

A narrow street with red brick homes on each side
Curator’s statement

Boston played a pivotal role in American history, from the Revolutionary War to the abolitionist movement. Boston has Quintessential New England Charm with its cobblestone streets, historic brownstones, and picturesque waterfront. Boston also boasts a thriving food scene with a diverse array of culinary offerings. From fresh seafood at Quincy Market to Italian specialties in the North End.

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Where to stay in Boston

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Things to do in Boston

A body of water next to a park during the daytime

1. Use Public Transportation: Boston has an extensive public transportation system, including buses and the "T" subway system. Consider purchasing a CharlieCard for discounted fares if you plan to use public transportation frequently.

2. Walk the City: Boston is a very walkable city, especially in the downtown area. Many of the city's attractions are within walking distance of each other, so wear comfortable shoes and explore on foot.

3. Try the Local Cuisine: Boston is known for its seafood, particularly clam chowder, lobster rolls, and fresh oysters. Be sure to try these local delicacies at one of the city's many seafood restaurants or outdoor markets.

4. Explore the Neighborhoods: Each neighborhood in Boston has its own unique charm and character. Explore areas like Beacon Hill, the North End, and Back Bay to get a sense of the city's diverse communities.

5. Visit Museums and Historic Sites: Boston is rich in history and culture, with numerous museums and historic sites to explore. Don't miss the Freedom Trail, Museum of Fine Arts, and the USS Constitution Museum.

6. Take Advantage of Free Activities: Many of Boston's attractions offer free admission on certain days or times. Check websites or local listings to find out about free events, concerts, and museum days during your visit.

7. Enjoy the Outdoors: Boston has plenty of green spaces and outdoor recreational opportunities. Take a stroll along the Charles River Esplanade, rent a bike to explore the city's parks, or relax in Boston Common.

8. Consider exploring neighborhoods such as Jamaica Plain, South End, or Somerville, which offer unique local culture, diverse dining options, and vibrant street art scenes.

Day trips

Jamaica Plain (JP): Known for its eclectic atmosphere and community vibe, JP is a great place to explore. Visit the Arnold Arboretum for a peaceful stroll amidst beautiful gardens and tree-lined paths. Don't miss Centre Street, lined with independent shops, cafes, and restaurants serving up delicious fare.

South End: This historic neighborhood is famous for its Victorian brownstone homes, tree-lined streets, and thriving arts scene. Wander through the SoWa Art + Design District, where you can explore galleries, artist studios, and the SoWa Open Market (Sundays, May-October) featuring local artisans, food trucks, and live music.

Somerville: Just north of Boston, Somerville is a hip and diverse neighborhood known for its quirky charm and vibrant community. Visit Davis Square, home to unique boutiques, cafes, and theaters. Don't miss the vibrant street art adorning buildings throughout the neighborhood, especially along the Graffiti Alley near Central Square.

Places to eat & drink in Boston

An indoor restaurant dining area

1. Abe & Louie's: Abe & Louie's is a classic steakhouse located in the Back Bay neighborhood. Known for its sophisticated atmosphere and top-quality steaks, Abe & Louie's also offers a selection of seafood and other upscale American dishes.

2. No. 9 Park: Situated in a historic townhouse overlooking Boston Common, No. 9 Park is a refined Italian and French-inspired restaurant known for its sophisticated ambiance and impeccable service. The menu features inventive dishes created by Chef Barbara Lynch

3. The Beehive: Situated in the South End, The Beehive is a trendy restaurant and bar known for its eclectic menu, live jazz music, and lively atmosphere. It's a great spot for brunch or dinner.

4. Neptune Oyster: Known for its fresh seafood and famous lobster rolls, Neptune Oyster in the North End is a must-visit for seafood lovers. Be prepared for a wait, as it's a popular spot.

5. James Hook & Co.: Located near the waterfront in Boston's Seaport District, James Hook & Co. is a seafood market and restaurant known for its lobster rolls, lobster bisque, and steamed lobster dishes. It's a favorite among locals and visitors alike.

6. Top of the Hub: A beloved Boston institution known for its spectacular views, fine dining, and elegant ambiance. Whether you're looking for a romantic dinner for two or a memorable celebration with friends and family, Top of the Hub offers an unforgettable dining experience in the heart of Boston.

Advisor - Stacey Behrendt

Travel Advisor

Stacey Behrendt

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This guide is part of our ongoing series on travel to Boston. Looking for more travel inspiration? Check out my guide, For the Epitome of Pampering, Head to the One & Only in Cabo.