The City Guide

Boston · October 2026 Edition

Everything a Boston trip needs, in one book: 164 sights rated and mapped, where to eat, drink, shop and stay, eight walking trails and the T, across Boston’s 23 official neighborhoods and 27 districts, plus Cambridge.

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Explore Boston

Contents

Explore Boston

Welcome

This is a guide for anyone spending a few days in Boston, whether it is your first visit or your fifth: what to see, where to eat and stay, how to get around, and the neighborhoods where the city actually lives.

How the book works

Part One picks the Boston 20, the city’s essential experiences, and the themes that run through it: history, food, museums, kids, sports. Part Two is planning: getting here and around, timed itineraries, the year month by month. Part Three walks eight trails, stop by stop. Part Four covers eating, drinking, shopping and hotels citywide.

Part Five, the neighborhoods, is the heart of the book. Boston has 23 official neighborhoods; the book follows the city’s 27 districts, so the Wharf District, the Leather District, Longwood and the Harbor Islands get chapters of their own, and Cambridge, across the river, has one too. Each chapter opens with a snapshot, then a street map whose numbers match the sight entries that follow, then where to eat and where to stay. Every sight, restaurant and hotel has one main entry, in its neighborhood; elsewhere the book points to it with a page number.

Before you go

Everything in this edition was checked in September and October 2026. Hours, prices, routes and seasonal openings change, so confirm the details that matter on the official site before you set out. What changes by the hour (the T, the weather, this week’s events) stays on ExploreBoston.com; the “Live on ExploreBoston.com” boxes link to it.

Icons

Each listing’s details line starts with its kind:

  • Sights
  • Hotels
  • Restaurants
  • Shops and markets
  • Nightlife
  • Performing arts
  • Activities
  • Beaches

The keys

Must-see
The sights a first visit should not miss.
Worth a visit
Strong choices that reward the time.
If you have time
For a longer stay or a particular interest.
$–$$$$ restaurants
Price per person for a typical meal without drinks: $ under $20 · $$ $20–$40 · $$$ $40–$70 · $$$$ over $70.
$–$$$$ hotels
A standard double room per night, before tax, across the year: $ under $200 · $$ $200–$349 · $$$ $350–$549 · $$$$ $550 and up.
3 map numbers
On a neighborhood’s street map, the brass numbers are its sights, in the order of the entries.
C map letters
The gray letters on the same map are the chapter’s restaurants, lettered in the order of its Where to eat.
Luxury · Upscale · Boutique · Mid-range · Value
A hotel’s style and level of service; its $ band is the price, so a grand old hotel can be Luxury at $$.
T
The nearest subway or trolley station, with its lines: Red, Orange, Blue, Green (branches B, C, D, E) and the Silver Line bus.
p. 216
A page number after a name points to its main entry. In the PDF, every page number is a link.

Explore Boston

Start Here

Find your trip below, then turn to the pages it names. In the PDF, every page number is a link.

By the length of your trip

One day
The Boston 20 for what matters most, then the One Day plan in Itineraries, which follows the Freedom Trail. Read Getting Around first.
A weekend
The first two days of the Three Days plan, with Beacon Hill, Back Bay and the North End for meals and evenings. Month by Month says what is on.
Three to five days
Add Cambridge (the Cambridge day in Itineraries plans it), one of the walks in Part Three › and a day trip: Salem is about 35 minutes by train.
A week or more
Go past the center: Jamaica Plain and the Emerald Necklace (a day plan), Dorchester, and the Harbor Islands in season.

What to print

Print only what the trip needs: Getting Around (pp. 65–71), your itinerary, Sights at a Glance for hours and prices, and the chapters for the neighborhoods you will stay in or walk through. The PDF bookmarks list every chapter.

By the way you travel

First visit
The Boston 20 and the Freedom Trail.
With children
Boston with Kids and the family day in Itineraries.
On a budget
Free Things to Do, the free day in Itineraries and the fares in Getting Around.
Coming back
The neighborhoods beyond the center in Part Five ›, the eight walks › and Day Trips.
Living here
Month by Month for the year’s events, the eight walks › for a weekend afternoon, the neighborhoods beyond your own in Part Five ›, and Speak Like a Local for the visitors you host.
With a disability
Accessibility in Before You Go and in Getting Around, and the ACCESS line in each sight’s entry.

Before you go

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ExploreBoston.com: The City Guide

This book began with the guides published on ExploreBoston.com; for print they were edited, fact-checked and expanded, and the chapters written new for this edition are listed in About This Book. Live features — the T board, traffic cameras, scores, weather, and this week’s events — stay on the website.

The street, trail, T and hotel maps are drawn from OpenStreetMap data © OpenStreetMap contributors (ODbL). The Freedom Trail® and Black Heritage Trail® are registered trademarks of their owners; Explore Boston is an independent guide and is not affiliated with the organizations, hotels and venues named in this book.

Facts in this edition were checked in September and October 2026. Hours, prices, routes, and openings change. Check before you go. Every effort has been made to make this guide accurate and current; the publisher accepts no responsibility for any loss, injury or inconvenience sustained by anyone using it.

Editorial independence: Explore Boston chooses every sight, restaurant and hotel in this book on its merits. No one paid to appear in it, and it carries no advertising.

Text, maps and design © 2026 Explore Boston Media LLC. You may share this PDF freely, unaltered and without charge. Any other reproduction needs written permission from the publisher, except brief quotations in reviews. Photographs are used under the licenses shown in the photo credits, which apply to them separately; map data © OpenStreetMap contributors, under the Open Database License.

© 2026 Explore Boston Media LLC · 1 Beacon St, Floor 15, Boston, MA 02108 · exploreboston.com

Researched, written, edited, mapped and designed by the Explore Boston editorial team. Found something that has changed? Send corrections through exploreboston.com/contact; they go into the next edition.

First edition (v1.3) · October 28, 2026

Photo credits appear at the back of the book.