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Boston Itinerary - 3 Days in Boston for First Timers

First time in Boston? Here’s what not to miss!

Our jam-packed guide will help you make long-lasting memories during your short stay in Boston!

In Boston for a brief vacation but unsure how to maximize your time? If you only have 3 days in Boston, we have some great suggestions for what to do on your trip. This Boston itinerary encompasses tons of activities and attractions to help you see the best of Boston.

Boston city

We've also included both indoor and outdoor options, so you can make the most of your trip regardless of which time of year you're visiting. 

This 3-day itinerary includes:

  • Hop-on Hop-off Sightseeing Trolley
  • Fenway Park Tour
  • Freedom Trail Walking Tour
  • Old State House
  • Institute of Contemporary Art or USS Constitution Cruise
  • Boston Children's Museum or Boston Whale Watch Cruise
  • New England Aquarium
  • Mary Baker Eddy Library

Only have a few days in Boston? We’ve also put together a 1-day and 2 day itinerary.

Day 1 Stop #1: Boston trolley ride

This Hop On Hop Off Boston Trolley Tour is the perfect introduction to Boston. It will take you all around the city and past all the big landmarks and highlights. It's a convenient way to get to some of the major attractions, or a fun and easy way to see the city.

Some highlights of your trolley tour include the historic North End, Quincy Market, the USS Constitution, and the Bunker Hill Monument. Plus, you will see the Theater District and Chinatown, the Boston Public Gardens, and more!

Your onboard guide will narrate your tour, so you will learn all about Boston's unique history as you ride. Be sure to pick up your ticket in advance at any of the designated pickup locations. Time on the trolley will vary according to your plans. It can take one to two hours to ride the entire route, depending on traffic, so keep that in mind when planning your day.

Stop #2: Fenway Park Tour

Fenway Park tour

Sports fans will not want to leave Boston without taking the opportunity to tour Fenway Park, the home of the world-famous Boston Red Sox. Truly a magnificent and historical stadium, Fenway Park is the oldest ballpark in Major League Baseball.

You will learn all about the park's history on the one-hour tour. Highlights include the famed Green Monster wall, the Fisk Pole, Duffy’s Cliff, The Triangle, the Lone Red Seat, and more. Don’t forget to stop for souvenirs - there's an excellent gift shop.

Of course, watching a baseball game is always a fun addition to any seasonal vacation. Why not pick up a few tickets while you're in town?

Day 2 Stop #1: Freedom Trail walking tour

Boston freedom trail

Another must-do Boston attraction, the Freedom Trail Walking Tour is a great on-foot perspective of the city’s historical hotspots, hosted by actors in eighteenth-century costumes. Your guides will teach you about the stories and secrets of the main figures and significant events of the American Revolution.

Plus, you'll hear some insider info about Boston’s history as a whole. You could also opt to walk the red brick line throughout the city without a guide – it will give you more flexibility in time and distance but without the background info.

Be sure to check out our post on all the Freedom Trail sites and locations that you will see during your tour. Tours run throughout the day, but hours vary seasonally and by day of the week.

Stop #2: Old State House

Boston Old State House

This is one of the stops along the Freedom Trail Walking Tour, but Boston's Old State House is worth a special shout-out in this itinerary. Explore at your own pace and enjoy tours and performances (every thirty minutes) led by fun, interactive guides or fully costumed Revolutionary characters.

Highlights include John Hancock’s lavish red velvet coat, arms and ammunition from Revolutionary War battles, and tea salvaged from the Boston Tea Party.

Stop #3: Institute of Contemporary Art (indoor option)

Institute of contemporary art

Art lovers will find much to admire in Boston’s iconic Institute of Contemporary Art. From the gorgeous and distinctive building itself to the astonishing works within, you won't be short of inspiration. Home to some of the most cutting-edge works in contemporary art across the globe, the ICA offers only the most thought-provoking and inspiring works of art to visitors.

Even if you've been before, the ICA features frequently changing exhibitions alongside a well-curated permanent collection, so there's always something new to see. Located in a completely revitalized waterfront neighborhood in Boston, the ICA is also an excellent stop on a larger itinerary that includes dining, shopping, and other top attractions.

The ICA also offers some special programming, so be sure to consult the event calendar before your visit to see if anything interests you.

The gift shop also features both upscale and affordable goods that reflect a modern art aesthetic, so it's a great place to find presents and souvenirs. We recommend reserving 2-3 hours of your day to explore the ICA.

💰 >> See how you can save up to 50% on Boston attractions

Stop #3: USS Constitution Cruise (outdoor option)

USS constitution

Who doesn’t love historic vessels, especially in a waterfront city like Boston? The USS Constitution Cruise brings you up close and personal with "Old Ironsides." Visit her home in the Charlestown Navy Yard and disembark for a tour of the famous ship and adjacent Naval Museum. If you choose not to get off and explore, you can just sit back and relax on this delightful and informative cruise through the Boston Harbor.

Either way, it’s a great opportunity for some photos of the iconic Boston skyline! This cruise is sold on a first-come, first-served basis. Tours run seasonally (typically late March through early November) and run multiple times per day, so they are easy to schedule.

Getting in: 🎟️ Admission is available on all Go City® Boston passes. Just show your pass at the admission desk and you're in.

Day 3 Stop #1: Boston Children's Museum (indoor option)

Children play in the playground

The dynamic, interactive Boston Children’s Museum is the perfect place for kids to play and learn. All exhibits are designed to make your kids think as they explore and grow as they engage with unique objects and interfaces. For example, children love the Art Studio, where they can create to their heart’s content.

They will learn about shapes, colors, tools, and forms while they express themselves artistically. Another popular area is the New Balance Foundation Climb. It's a 3-story climbing sculpture that’s part activity, part puzzle, and all fun! They also offer a wide variety of special programming and unique activities. Be sure to consult their operating calendar before you visit to see what’s going on during your trip.

Stop #1: New England Aquarium Whale Watch (outdoor option)

Whale watching

This New England Aquarium Whale Watch cruise will take you out into the Atlantic Ocean. Cruise out to the Stellwagen Bank Marine Sanctuary, home to various species of whales and dolphins. You’ll spot many seabirds, but the highlight will be the wide variety of whales, from humpback whales to finback and minke whales.

If you have a video camera or a smartphone, we recommend bringing it along on this cruise. We also recommend making reservations in advance and be sure to mention that you have a Go City Boston pass while making reservations. Arrive at least 30 minutes before your cruise time; the cruise will take approximately four hours.

Stop #2: New England Aquarium

New England Aquarium

The New England Aquarium is bound to be a favorite with the kids, and adults will find so much to explore as well! The four-story Caribbean coral reef is one of the most popular exhibits, filled with tons of tropical fish and other exotic creatures. Be sure to visit the Shark and Ray Touch Tank and take the opportunity to interact with those fascinating creatures.

And don’t forget about the Aquarium’s stars – the lovable, goofy penguins! There's also a delightful IMAX movie available onsite (rotating regularly), which comes at a small additional cost. Since there’s so much to see and do here, we recommend reserving at least two hours for this attraction.

Before you go, read our guide for New England Aquarium top tips.

Stop #3: Mary Baker Eddy Library (indoor option)

Another excellent place for the family to expand their minds is the Mary Baker Eddy Library and Mapparium. This attraction offers the resources and exhibits of a research library alongside the fun and excitement of an interactive museum. Visit the Hall of Ideas, where you can follow an interactive exhibit that traces inspirational quotes from historical figures. Then, head to the Quest Gallery, which focuses on the life and times of Mary Baker Eddy herself.

Don’t forget about the stunning Mapparium! This massive painted glass globe illustrates the circulation of knowledge throughout the globe with colored lights and shapes. Honor a woman who fought for education and women’s rights in the nineteenth century with a visit to this fascinating attraction.

Stop #3: Swan Boat Ride (outdoor option)

Swan boats Boston

The Swan Boats of Boston are among the most iconic characters in the city. The pond and the boats are found in Boston's gorgeous public gardens. Many Bostonians consider this their favorite part of the city.

Made famous in stories like Make Way for Ducklings and The Trumpet of the Swan, the Swan Boats are the only vessels of their kind in the world. Ride on this historic vessel with your sweetheart or your friends, and enjoy the opportunity to soak up the beauty of the surrounding gardens.

Save on admission to top Boston attractions with Go City®

Jam-packed with everything that a first-time visitor to Boston really shouldn't miss, this itinerary should give you a great starting point on how to spend three days in this exciting city.

Discover our full line-up of Boston attractions including the Fenway Park Tour, the View Boston Observation Deck, the Boston Children's Museum, and more.

🤩 >> If you want to see and do as much as you can, our All-Inclusive Pass is for you.

😎 >> If you want to pick just a few attractions and visit at your own pace, our Explorer Pass is the perfect option.

So grab whichever Boston attraction pass suits you, and go see the city's best bits!

Katie Sagal
Go City Travel Expert

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10+ Things to Do in Salem Massachusetts for Halloween

October is one of the best times to visit Salem, Massachusetts, the “witch town” known for its sinister past and spooky aura. For the entire month of October, haunted happenings take over Salem to celebrate Halloween and fall in the area. Haunted Happenings features a calendar full of events, special programs, and live shows. These distinctive seasonal events complement the attractions, museums, and tours that Salem offers year-round. If you’re looking for things to do in Salem on Halloween and October and nearby Boston, check out our list of the best local activities and attractions, including: Salem Witch Museum House of Seven Gables Peabody Essex Museum Halloween Cruises Bewitched After Dark Salem Walking Tours The People vs Bridget Bishop Gallows Hill Haunted Footsteps Ghost Tour Guided Tour of Salem & Marblehead Boston Attractions When is the best time to visit Salem, MA? Salem is busiest on weekends when it fills up with tourists, but it's arguably at its most festive when thronged with people. However, if you're in search of a less hectic experience, you can head to Salem any weekday in October or during one of the first weekends in the month. You’ll still find plenty of seasonal things to do. Dedicate at least one full day to seeing the sights in Salem and consider an overnight stay to join in on some of the spooky night-time walking tours and ghost tours offered. Some of the top hotels in the area recommended by Haunted Happenings include the Clipper Ship Inn (budget-friendly), Hawthorne Hotel (a historic hotel), and Salem Waterfront Hotel & Suites (award-winning lodging). Do remember that October dates will book up fast, so make your reservations in advance. The closer to Halloween it is, the more difficult it will be to get to Salem in heavy traffic and find reasonably priced parking. If you're coming from the Boston area, we recommend you take either the commuter rail (Newburyport/Rockport Line) or a bus to avoid the hassle of parking. That said, there’s nothing quite like spending Halloween weekend in Salem as it is always jam-packed with fun and spooky things to do. Salem Witch Museum Do you believe in witchcraft? At the Salem Witch Museum, get an insight into the complex and evolving perception of witches 'from midwives and healers to witch hunts and Wiccans.' Salem’s most visited museum presents the witch hysteria of 1692 in a way that is educational, thought-provoking, and a bit spooky. You'll learn all about the infamous witch trials, the events leading up to them, and what life was like in Salem at the time. They also offer a fun and eclectic gift shop that sells everything from artisan wares to the most inspired Halloween costumes you'll ever see. It's a nice place to pick a unique fall souvenir. House of the Seven Gables The House of Seven Gables is New England’s oldest wooden mansion. Built in 1668, it was made famous through the fiction of Nathaniel Hawthorne, author of The Scarlet Letter. A must-visit attraction for book lovers and American Literature fans. In October, add to the experience with their program of specialized audio tours. Experience a more personal history of Salem from the perspectives of the people who didn't make it into the history books with the Passages of the Past Audio Tour, or try out their Immersive 360 Tour where you'll join senior historical interpreter David Moffat for a unique and online venture through over 350 years of history. Peabody Essex Museum Home to a collection of one million artifacts and natural treasures dating back to 1799, when sea captains would bring home treasures from their travels overseas, the Peabody Essex Museum (PEM) offers Salem visitors a unique examination of world history. See fascinating exhibitions of African, American, Asian, Native American, Oceanic, and Indian art, including photographs from 1840 (the year photography was invented!). The PEM regularly features exhibitions on The Salem Witch Trials, where visitors can learn more about factors that fueled the much-storied crisis, including individuals who rose to defend those accused. Halloween cruises A cruise around the storied waters of Salem is a fun and different way to get in some prime leaf-peeping during peak season and take in the history of the area. The 2-hour narrated Lighthouse & Foliage tour goes on a 14-mile loop of the scenic Salem Sound. The Haunted Happenings Harbor Cruise features a 90-minute entertainment cruise. It's complete with face painting, fortune telling, spooky photo ops, scary stories, and more. A full bar and grill are available on every cruise. They also offer a Halloween Boo!s Cruise, which is ideal for adults and groups of friends. These offerings from Mahi Cruises are seasonal and are available during the fall or the month of October, depending upon the selected cruise. Salem Haunted Happenings There's no shortage of things to do in Salem Massachusetts. Just check out the Haunted Happenings events calendar for the complete lineup of activities and fun things to do in Salem during this popular time of year. There's everything from face painting and farmers' markets to cruises and hayrides to haunted houses and witch hunts. Some of our popular picks include: Salem Psychic Fair and Witches Market Salem Common Family Movie Night Salem Haunted Magic Show Presents: Hysteria! Hollowed Harvest: Wicked Labyrinth and much, much more! Bewitched After Dark Salem walking tours These engaging tours are led by local historians who can't wait to share Salem's eerie history with you. They warn, however, that "history is more frightening than fiction," something easily spooked visitors would do well to remember! Look out for the Salem Witch House, one of the few structures directly linked to the witch trials of 1692.  Cry Innocent: The People Versus Bridget Bishop Head back to 1692 when Bridget Bishop was accused of witchcraft and is up for trial. At Cry Innocent, you'll be immersed in the experience by serving on the Puritan jury. You’ll hear her testimony, cross-examine the witnesses, and decide the verdict in this critically acclaimed interactive theatrical performance. We promise you won't leave the theater without thinking differently about the infamous Salem witch trials! Gallows Hill This multifaceted attraction has it all - a haunted museum filled with lost objects and abandoned exhibits, an exhilarating, 4-D experience show, and a fascinating Ghosts & Legends Trolley Tour. Gallows Hill is one of the most popular attractions in all of Salem and is great for Halloween explorations. Keep in mind that some attractions might not be suitable for small children. Haunted Footsteps Ghost Tour The Haunted Footsteps Ghost Tour is one of Salem's most haunting attractions. Experience Salem's longest-running ghostly tour with the city's 'spirited' tour leader! The knowledgeable ghostly guides combine captivating storytelling, macabre humor, and stellar presentation to convey Salem's authentic haunted history. Delve into the Witch City's intriguing and often sordid past on their highly recommended 90-minute nightly strolls. Costumed narrators recount by lantern light true tales of documented paranormal activity, chilling cemeteries, Colonial witchcraft, Victorian murder, and more! This tour is leisurely paced; the tour distance covered is approximately a half mile. Guided tour of Salem and Marblehead Join a full-day guided tour of historic Salem and Marblehead. It's an especially perfect tour to take during October, as they highlight many of the Haunted Happenings events. This tour covers lots of North Shore highlights, including Marblehead, Abbott Hall, Salem Harbor, and more. Keep in mind the tour lasts about seven hours altogether, so this will be your main attraction for the entire day. Add Boston to Your Itinerary Fall is one of the best times to visit the Boston area; the air is crisp and cool, while the vibrant orange and yellow leaves provide the perfect backdrop. Want some more fun? Skip almost 100 years in time from the era of witch hysteria to the era of the American Revolution. Explore historic attractions such as: the Paul Revere House the Freedom Trail the USS Constitution Museum and more! Then, stop by the Samuel Adams Brewery to sneak a sample of their special Oktoberfest beers. Looking for more info on Boston? Be sure to check out our guides for things to do in Boston for Halloween or things to do in Boston in fall.  Enjoy your seasonal activities this year, and Happy Halloween! And while you're at it, go grab a Boston attraction pass and see all the city's best bits - spooky or otherwise! Planning to visit lots of Boston attractions? Discover our full line-up of Boston attractions including USS Constitution attractions and the Salem Witch Museum. With Go City® you won't miss a thing, plus with a pass, you can save up to 50% compared to buying individual entry to everything you want to do - winning! ☀️Compare Boston passes☀️ – 🌏 Explore other destinations 🌏 – ✈️ Buy a pass ✈️
Casey Makovich
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Little Women Filming Locations in Boston

Little Women is a classic American novel written by Boston author Louisa May Alcott. It tells the story of four sisters as they come of age during the American Civil War in Boston. There are already TV, film, and theater versions of the novel, but another adaptation will hit the big screen in 2019. Greta Gerwig’s remake of Little Women could be one of the most authentic retellings, as they filmed in Boston and the surrounding areas. Check out the Little Women filming locations in Boston below, including... Harvard Town Hall Louisa May Alcott’s House, Fairmont Copley Plaza Arnold Arboretum And more Save on admission Admission to many popular Boston attractions that appear in Little Women is included in the Go Boston pass. You could save up to 55% on admission vs gate price.  Who wrote Little Women ? The original Little Women novel was written by author Louisa May Alcott. Alcott published the novel in 1968 in two volumes. It was very popular, so as a result, Alcott wrote two sequels to Little Women called Little Men and Jo’s Boys. Who’s in Little Women (2019)? Little Women (2019) is directed by Greta Gerwig and stars Saoirse Ronan as Jo, Emma Watson as Meg, Florence Pugh as Amy, and Eliza Scanlen as Beth. Timothée Chalamet plays Laurie, Meryl Streep plays Aunt March, and Laura Dern plays Mary March. Where was Little Women filmed? Little Women (2019) was filmed in Boston and the surrounding area. Gerwig wanted the film to be authentic, so she shot on location in Massachusetts. Take a look at the Little Women filming locations below... Harvard Fairmont Copley Plaza in Back Bay   View this post on Instagram A post shared by Fairmont Copley Plaza, Boston (@fairmontcopley) on Jul 25, 2019 at 1:38pm PDT You can see the beautiful ballroom of the Fairmont Copley Plaza in the Little Women trailer. Plus, additional filming took place in the surrounding Back Bay area. Coincidentally, if you’re visiting the Plaza or the Back Bay, you’re near the start of the Boston Movie Mile Walking Tour. See where famous films like Ally McBeal, Ted, Good Will Hunting, and The Departed were filmed. We’re sure Little Women will soon be added to this list. This is a must for movie fans visiting Boston. Arnold Arboretum Louisa May Alcott House View this post on Instagram A post shared by Amber (@amberjanice79) on Sep 4, 2019 at 9:27am PDT Little Women fans can’t visit Boston and not visit the Louisa May Alcott House in Concord. Explore Alcott’s home, complete with artifacts like her writing desk. See the house that inspired the setting of Little Women, and where the novel was written. An expert guide will take you from room to room, telling you everything you ever wanted to know about the famous author and her family. Areas outside of Boston Many scenes were filmed just outside of Boston, in towns such as Concord, Lawrence, Stoughton, Ipswich, and Lancaster. All of these towns are an hour or less by driving away from Boston, so are great day trip destinations. Visit these towns to see more of Massachusettes and for a wider understanding of Little Women’s setting. Additionally, they could be ideal spots of some fall-time leaf-peeping! In summary Little Women was filmed in key sites across Boston and the surrounding area. More importantly, many of these locations are public, so you can see them for yourself. Anyone whose favorite book is Little Women has to visit these filming spots on their next Boston vacation. Save on admission The Go Boston pass includes admission to many popular Boston attractions and Little Women filming locations. You could save up to 55% on admission vs gate price. Share your trip with us Follow us on Facebook and Instagram, and share your Little Women adventure with us. Tag us at @GoCity and use #GoCityPass on your travel photos to keep us up to date with your vacation!
Seren Morris

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