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HOW TO SPEND FIVE DAYS IN BOSTON

2023

Boston is a city rich in history (it contains many historical firsts for the United States and played a pivotal role in its founding), delicious food, expansive green spaces, first-rate museums, and warm, welcoming people, but it is more of a collection of towns than a metropolis like New York.(Frog rock new Boston)

If you want to experience a major city without the overwhelming noise and pace of New York, consider a trip to Boston.

Because of its compact size and ease of navigation, Boston is an excellent destination for visitors.

How long of a stay in Boston do you recommend?

I think that a three- to four-day stay is just right for most visitors. Having spent some time in Boston, I can attest to the fact that the city’s compact size means that you won’t spend much time “in transit,” allowing you to maximise each day. While a longer stay is always an option (slow travel is the best travel), a first-time visitor should plan on spending no more than four days in the area.

The following is a sample itinerary for exploring Boston, designed to show you the city’s highlights.

Contents hide

Day One of Our Trip to Boston

Take a Free Walking Tour

Take a Free Walking Tour

An afternoon stroll through downtown Boston on a beautiful day
Free Tours by Foot and Strawberry Tours both provide daily free walking tours around town, in contrast to the fee-based food tours, wine tours (yes, there are wine tours!), and historical tours. They are an inexpensive way to see the sights and get your bearings. Make sure to tip your guides, though.(Frog rock new Boston)

Trek the Freedom Trail.

Take a Free Walking Tour
The Freedom Trail marker in Boston.
Walking the Freedom Trail through old Boston takes about 2.5 miles. It is a comprehensive tour of the city’s founding and Revolutionary War landmarks. The route is a loop that begins in Boston Common and concludes at Bunker Hill. What you’ll notice as you travel is:

  • Common in Boston
  • State House of Massachusetts
  • Cemetery of the Park Street Church and Grain Elevator
  • Used Bookstore in a Bustling Downtown Area
  • Historic South Meeting House
  • The Boston Massacre Occurred Near the Current State House
  • The Faneuil Hall Marketplace
  • The Old North Church in the Paul Revere House
  • USS Constitution Gravesite at Copp’s Hill
  • The Monument on Bunker Hill
  • You can trace the city’s history by following a brick road lined with signs and monuments. Given
  • the amount of walking required, I would recommend doing nothing else besides this. You should
  • take it slow and enjoy each attraction fully.

In addition to self-guided exploration, a tour guide service is available at the visitor’s centre. Spring and summer schedules add afternoon tours every hour from 2:00 to 5:00 p.m. Adult tickets are $14 USD, student and senior tickets are $12 USD, and children ages 6 to 12 are $8 USD (free for kids under 6).

One of the other walking tour companies in the city will give you a free tour as well. A walking tour of the Freedom Trail is available from Free Tours By Foot.(Frog rock new Boston)

Quincy Market/Faneuil Hall for lunch

Lunch at Quincy Market
One of the best places to grab lunch while touring the Freedom Trail is at Quincy Market, which is right next to Faneuil Hall. Roughly twenty options are available. Just about anything you might want to eat is available, from Greek to sushi to sandwiches and beyond. Try some clam chowder, a New England classic, while you’re in Boston.(Frog rock new Boston)

Let’s keep hiking after we eat.

Faneuil Hall Marketplace, 4 South Market Street, Boston, MA 02109; +1 617-523-1300; faneuilhallmarketplace.com. Hours are 10 p.m. to 9 p.m. on weekdays and 12 p.m. to 7 p.m.

Part 2 of Boston’s Boston Common on Day of Visit

green and lush Boston Common on a warm summer day

Boston Common


Take (another) morning stroll in the Boston Common, a massive park that fills up quickly on sunny summer days. Aside from the many walking routes available, there is also the Frog Pond, a popular spot for adults and children alike to cool off on hot days. The pond is a popular place for ice skating during the colder months. The Boston Common is a wonderful spot to take in the city’s vibrant atmosphere and capture stunning images of the skyline.

Green Spaces of Boston

Boston Public Gardens
Boston’s Public Gardens and the trees and water around it on a summer day
Take your morning stroll across the street to the Public Gardens. Guests can now rent swan boats to navigate the central pond or simply stroll through the gardens to admire the scenery.


Look Through Books


The Brattle Book Shop, a family-run used bookstore that has been in business since 1825, is conveniently located just off the Boston Common. In fact, it’s one of the country’s oldest continuously operating bookstores! Over 250,000 books, maps, postcards, and other ephemera call this place home. There is a great selection of rare and antiquarian books in addition to the used books.

Location: 9 West Street, Phone: (617) 542-0210, Website: www.brattlebookshop.com. You can visit us from 9 a.m. to 5:30 p.m. on weekdays and weekends.

Pace Yourself Around the Back Bay


There was once a natural bay here. The indigenous people used the tidal bay to fish before the Europeans arrived because the bay was completely drained at low tide. After a dam was constructed and the tidal bay was filled in during colonisation, the area now known as Back Bay was created.

Back Bay, Boston’s answer to New York’s SoHo and West Village, begins where the Public Gardens end. Here you’ll find the mansions of Boston’s affluent, and nearby Newbury Street is the city’s version of New York’s famed Avenue of the Americas, filled with upscale boutiques and restaurants. It’s a lovely place to take a stroll, what with all the tree-lined streets and charming brownstones. There are still many 19th-century Victorian houses standing in this area.(Frog rock new Boston)


The intersection of Copley Square and Trinity Church in Boston


Boston’s Trinity Church during a warm summer day in the United States
Copley Square is a wonderful park in the heart of Boston where you can find cheap tickets to local productions, enjoy live music, and take in views of the Hancock Building. The Trinity Church in Boston is among the city’s oldest and most stunning buildings, and it is open to visitors. After the original structure was destroyed by the Great Fire of 1872, this one went up in the 1870s. Richardsonian Romanesque is characterised by its use of a massive tower, rough stones, and clay roofs. When completed, the style was so beautiful that it spread to churches across the country.


The famous Boston Public Library can be found in this area as well. It first opened its doors in 1852 and now serves as one of the busiest public libraries in the country, with over 23 million items and nearly 4 million visitors annually.

located at 206 Clarendon St., contact number: +1 617-536-0944, website: trinitychurchboston.org. Tuesday through Saturday, 10 a.m.–4 p.m., and Sunday, 12:15 p.m.–4 p.m., the church is open for worship and tours. Adults can take tours for $10 USD, but worshippers can enter for free.

Go to the top of the Prudential Building.


If you turn around and head back toward Copley, you’ll eventually come upon the Prudential Tower, or “The Pru,” as it is more commonly known. The top offers a breathtaking panorama of the city of Boston and is accessible to the public. The building, which went up in the 1960s, has 52 stories. It is currently the city’s second-tallest structure (the John Hancock Tower is the first).(Frog rock new Boston).

Visit us at 800 Boylston St. or give us a call at (617) 859-0648. Open from 10am to 8pm daily (10pm in the summer). Discounts are available for students, seniors, and children off of the $20 USD adult admission price.

Scenic Charles River stroll: blue skies over Boston’s Charles River

Boston's Charles River
Walk along the riverfront while doubling back toward the Charles River. Some summertime activities in Boston include sailing on the river and attending a free concert at the Boston Hatch Shell. Even if they aren’t, it’s still a pleasant stroll where you might see people exercising, jogging, or playing sports.(Frog rock new Boston).

Hatch Shell, 47 David G. Mugar Way, Boston, MA 02116-1250, +1 617-626-1250. The current schedule of activities is available online.

Go to the Science Museum.

Museum-of-Science
America’s Museum of Science and Industry in Boston
The Museum of Science is located at the river’s end. There’s a museum and an Omni Theater inside that you should visit if you have the energy. Even though many of the displays are geared toward younger visitors, this is still a top-tier science museum. The space exhibition is fantastic. Their permanent displays cover a wide range of topics, from dinosaurs to energy efficiency to cartography to butterflies to the weather to nanotechnology to space exploration.


Contact information is as follows: mos.org, 1 Science Park, Boston, MA 02215 (+1 617-723-2500). Weekend hours are 9am-5pm, weekday hours are 9am-9pm. Adult tickets are $28 USD, and there are discounts for seniors and kids.

It’s Day Three of Our Boston Trip

Go to the Aquarium

 Go-to-the-Aquarium

A penguin at the aquarium in Boston.
One of the best aquariums in the United States is located in Boston. More than 600 animal species and 20 thousand animals call this place home. There are a wide variety of marine animals to observe, including lionfish, penguins, eels, stingrays, and many others. If you have a few hours to kill, you should definitely check it out (especially if you are travelling with kids). The aquarium is over 75,000 square feet, so the fish aren’t crammed into a few small tanks, and there’s a lot of educational material about marine conservation.(Frog rock new Boston).

Neaq.org, 1 Central Wharf, +1 617-973-5200. We are available from 9 AM to 5 PM Monday through Friday, and from 9 AM to 6 PM on Saturdays and Sundays. Adult tickets are $27.95 USD, with discounts available for children and the elderly.

Wander around the North End.

North End
a bird’s-eye view of the city of Boston, Massachusetts’s North End
In Boston, the Italian population is concentrated in the North End, a neighbourhood with a rich history. There will be as many Italian accents as there are Bostonian ones. Small Italian grandmas can be seen out doing their morning shopping while their grandpas sip their morning espresso. This place reminds me of being in Italy. The gelato here is unparalleled to anything you’ll find outside of Italy.

Visit the Thin Mansion

Visit 44 Hull Street when you’re in North End. This extremely skinny home, also called the “Spite House” or simply “the Skinny House,” has an intriguing past. It was a labour of love for Joseph Euestus, who returned from the Civil War to find that his brother had appropriated more than half of the land that had been promised to them as an inheritance. Joseph decided to construct a home on the remaining plot of land, despite his brother’s objections that it was too small. To hide from his brother, Joseph proceeded to construct a skinny, four-story house on the narrow plot of land.

Attend a Museum or Gallery

If you’re in Boston, you should definitely visit some (or all) of the museums and galleries listed below. Seeing everyone will take longer than an afternoon, but you can always space out your visits over several days.

Institute of Contemporary Art.

  • Anyone interested in modern and contemporary art should visit the Institute of Contemporary Art. Although I don’t usually enjoy this sort of art, I must admit that the exhibits here are quite thought-provoking. In Boston, you can find the International Center at 25 Harbor Shore Drive; the phone number is +1 617-478-3100; the website is icaboston.org.

Commonwealth Museum

  • To learn more about Massachusetts’ past, visit the Commonwealth Museum. It’s completely underrated, but if you’re a history nerd like me, you’ll find it to be fascinating. 220 Morrissey Boulevard, 617-727-2816, sec.state.ma.us/arc.

Harvard Museum of Natural History

  • Harvard Museum of Natural History: Dinosaurs, animals, and minerals are on display at this museum (including meteorites). This is a fantastic option for families on the road, and adults will find plenty to learn as well. Hmnh.harvard.edu, 26 Oxford St., +1 617-495-3045.

A Degree From Harvard The Fogg Museum

  • A Degree From Harvard The Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum are the three art museums at Harvard. They feature displays of both contemporary and historical works of art. Look at their website to find out what displays are currently on display. harvardartmuseums.org

The Museum of Fine Arts

  • The Museum of Fine Arts in Boston houses a staggering collection of over 450,000 works of art. Classes of various lengths (from a few days to several months) and subjects (from drawing to painting to sculpture) are offered regularly throughout the year. Check out the website for more information if you’re interested in expanding your knowledge or honing your abilities. mfa.org; 465 Huntington Avenue; +1 617-267-9300.

Warren Anatomical Museum

  • Established in 1847, the macabre Warren Anatomical Museum displays medical equipment from the era of the Civil War, in addition to some unusual (and perhaps unsettling) medical mysteries. This is extremely odd, but in an interesting way. If you’re looking for a museum that’s a little different, you have to check this one out! The Warren Anatomical Museum is located at 10 Shattuck St, is part of the Center for the History of Medicine at Harvard University, and can be reached at +1 617-432-6196.

Tea Party and the Museum

  • The Boston Tea Party and the Museum of Fine Arts: Experience what it was like on the high seas during the time of the Boston Tea Party aboard some historic ships that have been painstakingly restored here at an interactive museum. The documentary on the events that led up to the Tea Party and the American Revolution is also excellent. The best part is that you can experience it firsthand by throwing replica tea crates into the river. Boston Tea Party Ship, 306 Congress St, 617-338-1773, bostonteapartyship.com.
  • The oldest building in Boston is the Paul Revere House, which dates back to 1680 despite recent renovations. Furniture and artefacts from the family’s home are on display at the museum to help visitors imagine what life was like in colonial Boston before the Revolution. 19 N Square, +1 617 523 2338, paulreverehouse.org.
  • The name alone sums up the exhibitions at the Museum of Terrible Art. You’ve entered a museum dedicated to horrible art. Exhibits at the Museum of Bizarre Art (MOBA) change throughout the year, so visitors can expect to see something terrifyingly new each time they stop by. If you’re in the mood to have a good time, this odd gallery is the place to go. Museum of Bad Art, 55 Davis Square, Boston, MA 02214, +1 781 444 6757.
  • The Museum of Isabella Stewart Gardner
    Over 20,000 works of art from Europe, Asia, and the United States are on display here. The museum first opened its doors in 1903 and features an extensive collection of fine art, including paintings, tapestries, decorative arts, and sculptures. One of the finest museums in the city. Don’t miss this! Located at 25 Evans Way, call (617) 566-1401 or visit gardnermuseum.org for more information about this museum.(Frog rock new Boston)

It’s the fourth day of our Boston trip.

Take a Free Tour of Harvard

Tour of Harvard
The campus of Harvard University in nearby Cambridge makes for a fantastic day trip.
Harvard University is the oldest institution of higher education in the United States, having been established in 1636. Visit its Cambridge headquarters (the Harvard Square stop on the Red Line) and take a tour for free. Discover the truth behind the legends surrounding the school’s past, buildings, and programmes.

Contact information for Harvard University is as follows: +1 617-495-1000; harvard.edu/on-campus/visit-harvard/tours.

Visit Harvard Square for a Relaxing Experience.

Harvard Square
At night, Harvard Square in Boston is where it’s at.
Numerous talented buskers perform for passersby (Tracy Chapman got her start here). Walk around Harvard Square, stopping in some of the many coffee shops and used bookstores to observe the eclectic mix of locals, tourists, and students. The area known as “The Garage” is home to several unique boutiques.

Arboretum Arnold

Arboretum Arnold
Boston’s Arnold Arboretum’s verdant lawn
More than 260 acres of public land are open to the public 24 hours a day, seven days a week.There are paths for jogging, gardens, open lawns, and a plethora of flowers from around the world. Take a break from the hustle and bustle of city life among the greenery. There is a greater variety of plants here, and it is much quieter than the Public Gardens. They also have a fantastic assortment of bonsai trees. It’s a bit outside of town, so plan accordingly for travel time!

Harvard University Arboretum and Botanic Garden, 125 Arborway, Cambridge, MA 02138, 617-524-1718. accessible daily from 7 a.m. to 7 p.m. The cost of entry is waived.

Go on a tour of the Sam Adams Brewery.


Four days of sightseeing call for a beer (or five). This brewery is conveniently situated close to the Arboretum, making it an excellent choice for a day-ending outing. In Boston, Sam Adams is a popular choice for beer. Starting in the middle of the afternoon, the brewery hosts free tours that leave approximately every 45 minutes. A few of the samples are in the house. There’s no need to panic if you’re under 21. As long as you don’t plan on drinking alcohol, you’re good to go.

Samual Adams, located at 30 Germania St., can be reached at 617-368-5080 or via his website. The visiting hours are 10 a.m.–3 p.m. on weekdays and Saturdays. Tours run from 10 a.m. to 5:30 p.m. on Fridays.

Go to a Red Sox game.A fun time was had by all at the Boston baseball game.


Fans in Boston are passionate about their teams, and a game is the perfect place to experience this. Going to a Red Sox game is the quintessential Boston sports experience. Go to one of the nearby bars instead if you’re turned away. Do not, under any circumstances, support the Yankees. Check out Bleacher Bar while you’re in town. The bar, which opened in 2008, has a view of the field. If you can’t get into the game itself, this is a great place to watch it instead.

You can reach Fenway Park at 4 Yawkey Way by calling 1-877-733-7699 or visiting mlb.com/redsox/ballpark. Get the most recent schedule information from the site.

(Is it not baseball season yet? It’s all good. The Patriots, Bruins, and Celtics are all here. A game is always on, so go see one whenever the mood strikes!)

The Fifth Day of Our Boston Vacation

Check out the Black Cultural Trail.

Black Heritage Trail
Boston marks the beginning of the Black Heritage Trail.
The Black Heritage Trail, similar to the Freedom Trail, features stops at 14 different locations around Beacon Hill to learn about various aspects of African-American history in Boston. As the first state to outlaw slavery in the United States (1783), this trail is a great way to learn about the abolition movement and the African-American experience. The Abiel Smith School has free maps available for those interested in exploring the area on their own. Guided tours can be arranged through a number of different businesses, though they are not strictly necessary given the accessibility of the area with a good map in hand.

Stop by the Museum of Children’s Art.


This is a fun spot for families to spend some time during a trip. The museum is the second-oldest of its kind in the United States and features permanent displays on topics such as physical fitness, building and architecture, outer space, the arts, and cultural diversity. There’s also a real, two-story house from Kyoto, Japan, that’s there to teach kids about life in that city (it’s pretty cool, actually).

The Boston Children’s Museum is located at 308 Congress Street and can be reached by calling (617) 426-6500 or visiting their website. Regular business hours are Monday through Friday, 10 a.m. to 5 p.m. (9 p.m. on Fridays). All ages must pay $17 USD per person at the door (free for infants under 12 months).(Frog rock new Boston)

Check out the USS Constitution


The USS Constitution is docked in Boston.
The launch of the USS Constitution occurred in 1797. In fact, George Washington gave the ship its name, and it saw service in the War of 1812 (and later in the Civil War). Afloat and moored in the harbour all the time, this vessel holds the record for the longest period of time any vessel has ever been in operation. If you want to learn more about this fascinating landmark (which you can see from the Freedom Trail), you can take advantage of the free tours that leave every 30 minutes.

ussconstitutionmuseum.org, +1 617-426-1812, Charlestown Navy Yard. The museum is open from 10 a.m. to 5 p.m. daily, and the ship is open from 10 a.m. to 4 p.m. (with later hours in the summer) (with extended hours in the summer as well). The museum requests a $10–15 suggested donation in exchange for free admission.

See More Museums: If you find yourself with free time, why not spend it seeing some art? You can see a lot of them here! Don’t neglect the major ones!

Spend a clear night stargazing.

night stargazing
Each and every Wednesday, Boston University’s Coit Observatory opens its doors to the public for free stargazing (weather permitting).Since you will be stargazing outside, you should dress appropriately. You should check the weather forecast before heading out to stargaze. You’ll need to make a reservation in advance because there’s only so much room.(Frog rock new Boston)

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/events, public open night. On Wednesdays at 7:30 p.m. (fall/winter) and 8:30 p.m. (spring/summer), you can catch the show.

Five More Boston Attractions


Additional and alternative options to the above are provided below in the form of additional fun things to do in Boston:

The Mapparium is a must-see.

Three stories tall, this inverted globe at the Mary Baker Eddy Library acts as a giant map of the world that visitors can walk into via a glass bridge. More than 600 stained-glass panels were used to create this replica of the world in 1935.

The Mary Baker Eddy Library is located at 200 Massachusetts Avenue and can be reached at (617) 450-7000. Store hours are from 10 a.m. to 5 p.m. daily. Adult tickets to the mausoleum cost $6 USD, but there are discounts for kids and seniors.(Frog rock new Boston)

Castle Island

If you’re in South Boston, you can’t miss Castle Island, home to the historic Fort Independence. When the fort’s defensive function ceased to be necessary, it became the first state prison. The island is 22 acres in size, and it is well-known among locals for its excellent beaches and popular running trails. In addition to the old fort, there is a picnic area available at no cost. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Lawn on D

Unwind in the city’s newest and largest public park, the Lawn on D. (when I was growing up, there was nothing in this area, so you would never go there).. There is a small selection of games, including table tennis and bocce, as well as public seating and free Wi-Fi. Check the website for specifics on what’s going on during your stay.

Signature Boston Lawn, 420 D St., +1 877 393 3393, signatureboston.com. The store is open 24 hours a day, from 7 a.m. to 10 p.m. (hours may vary for special events). The cost of entry is waived.

hike through the Blue Hills

If you’re looking for a place to get some exercise away from the crowds, a hike through the Blue Hills is a great option. This 7,000-acre park offers sweeping vistas and more than 100 miles of trailske through the Blue Hills is a great option. This 7,000-acre park offers sweeping vistas and more than 100 miles of trails. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season) (depending on the season). It’s best to get there early because it tends to get crowded on summer weekend afternoons.(Frog rock new Boston)

Tour the Customs House

Tour the Customs House: Since its construction in the 17th century, the Customs House has been a prominent structure in the city.Adding a tower in 1915 made it the tallest structure in the city. Despite Marriott Hotels’ ownership of the building now, visitors can still take a free tour of the 26th-floor observation deck by making an appointment.

Marriott International, 3 McKinley Square, Boston, Massachusetts 02109; +1 617-310-6300; marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. The tours run from 10am to 4pm on weekdays. Tours are free, though they are by appointment only.

Take a Walking Tour

Take a Walking Tour: If you’re looking for more depth than what the free tours can provide, there are a plethora of paid options. You name it, and the city probably has a tour of it, including food, wine, and history. If you’re in the market for a tour, consider these options.

There are some fascinating walking tours of Cambridge’s past that can be found at Cambridge Historical Tours.

  • Bites of Boston offers more options than any other Boston food tour company.
  • PhotoWalks Tours: Amazing, in-depth photo adventures!
  • My go-to for informative and entertaining walking tours through history is Context Travel. No, it

(Frog rock new Boston)

***
Even though I was born and raised in Boston, I still think it’s a fantastic metropolis. This leisurely-paced visitor’s itinerary for Boston will provide a comprehensive introduction to the city. Get an unlimited “T” pass (subway or train pass) because you will be travelling quite a bit.

And yet, why hasten through such a picturesque setting?

I recommend taking things slowly. You can rearrange the days as you see fit, but this is how I would spend my time in Boston.A TRAVEL GUIDE TO IRELAND

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