Planning a Red Sox Trip? Here’s Everything to Do in Boston

Boston is one of the best baseball cities in the country, and a trip to see the Red Sox is the perfect reason to explore everything the city has to offer. From historic landmarks and walkable neighborhoods to great seafood, museums, and shopping, there is plenty to experience before and after the game.

This guide covers everything to do in Boston while visiting for a Red Sox game, including history, neighborhoods, food, museums, shopping, tours, and transportation tips.

(Aubrey Odom- Unsplash) Freedom Trail

Everything to Do in Boston Overview

Boston is compact and walkable, making it easy to combine sightseeing with a game at Fenway Park, home of the Boston Red Sox. Click here for our guide on Fenway.

For a well-rounded trip, plan time for:

• Historic sites along the Freedom Trail

• Exploring different neighborhoods

• Trying classic Boston food

• Visiting museums

• Shopping and waterfront areas

• Taking a guided tour

Historic Boston: Walk the Freedom Trail

The Freedom Trail is the best way to experience Boston’s history. This 2.5-mile red-brick path connects 16 historic sites.

Key stops include:

• Boston Common

• Massachusetts State House

• Old State House

• Paul Revere House

• Old North Church

You can walk it on your own or join a guided tour led by costumed historians.

Best Neighborhoods to Explore

Back Bay

• Walk along the Charles River Esplanade

• Visit Copley Square

• See Trinity Church and the Boston Public Library

North End

Boston’s historic Italian neighborhood.

• Famous bakeries and restaurants

• Walkable streets and historic charm

Beacon Hill

• One of the most photographed areas in Boston

• Brick sidewalks, gas lamps, and brownstones

• Don’t miss Acorn Street

Seaport District

• Modern waterfront area

• Restaurants, breweries, and harbor views

Food You Shouldn’t Miss

Boston’s food scene mixes classic New England favorites with modern dining.

Local specialties

• Lobster rolls

• New England clam chowder

• Fresh oysters

• Cannoli from the North End

Popular spots include:

• Union Oyster House (historic seafood restaurant)

• Neptune Oyster

• Mike's Pastry

• Regina Pizzeria

At Fenway, try ballpark favorites and local beer options.

Museums and Cultural Attractions

Boston offers world-class museums within easy reach of Fenway and downtown.

Top choices:

• Museum of Fine Arts Boston (near Fenway)

• Isabella Stewart Gardner Museum

• Boston Tea Party Ships & Museum

• New England Aquarium

Many museums are located along the Green Line or within walking distance of major neighborhoods.

Shopping Areas

Newbury Street

• Boston’s most popular shopping street

• Boutiques, national brands, cafés, and galleries

Faneuil Hall Marketplace

Faneuil Hall Marketplace

• Shops, street performers, and food vendors

Prudential Center and Copley Place

• Indoor shopping near Back Bay

Tours to Consider

Tours are a great way to see more of the city efficiently.

Popular options

• Freedom Trail guided walking tours

• Fenway Park stadium tour

• Boston Duck Tours (land and water)

• Harbor cruises and sunset boat tours

• Food tours in the North End

A guided tour of Fenway is especially worthwhile if you’re a baseball fan.

Getting Around Boston

Boston is one of the easiest major cities to navigate without a car.

Best options

• Walking – Many attractions are close together

• MBTA (the “T”) – Subway lines connect major areas

• Green Line stops at Kenmore for Fenway Park

• Commuter rail and buses for longer distances

• Rideshare services for convenience

Tip: Parking is expensive and limited, so public transportation is usually the best choice.

Game Day Tips for Fenway

• Arrive early to explore the area around the stadium

• Walk along Jersey Street (formerly Yawkey Way)

• Consider a pregame meal in the Fenway neighborhood

• The Green Line is the easiest way to reach the park

Sample Game Day Plan

Morning

• Walk part of the Freedom Trail

• Explore Beacon Hill or the North End

Afternoon

• Lunch in Back Bay or Fenway

• Visit the Museum of Fine Arts or Gardner Museum

Evening

• Head to Fenway early

• Enjoy the neighborhood atmosphere

• Watch the Red Sox game

FAQ: Visiting Boston for a Red Sox Game

How many days should I spend in Boston?

Two to three days allows time for history, neighborhoods, museums, and a game.

Is Boston walkable?

Yes. Most major attractions are within walking distance or a short subway ride.

What is the best time to visit?

Late spring through early fall offers the best weather and baseball season.

Final Thoughts

A trip to Boston for a Red Sox game offers much more than baseball. With its rich history, walkable neighborhoods, great food, and waterfront scenery, the city is easy to explore and full of memorable experiences. Whether you’re walking the Freedom Trail, shopping on Newbury Street, or cheering at Fenway Park, Boston delivers a classic New England experience around one of baseball’s most iconic stadiums.