Skip to Content

1 Day in Boston: Where To Eat, Go, and Wear

Boston, Massachusetts is one of those cities you’ll always enjoy visiting in every season, as long as you’re a fan of every-changing weather. Have you ever wondered what 1 day in Boston might look like?

As one of the most historic cities in the United States, Boston has played a central role in the country’s history from the settlement of the Puritans, the American Revolution as well as its prestigious universities (ahem, Harvard University).

For the American history buffs, there’s the Paul Revere house, Quincy Market, New England Aquarium, several museums, Bunker Hill monument and other statues, and you can try a walking tour or two. Imagine walking along the Charles River and seeing historic site after historic site in the one of the oldest cities in the United States. Boston is also extremely charming and picturesque. 

There’s no doubt that 1 day in Boston will be an enjoyable one, since there’s so much to see and do and the fact that it’s quite easy to get around. It’s not as big as a city like New York, so you won’t be overwhelmed but rather relaxed and able to cover a lot of ground in one day. 

1 day in boston

To make your day in Boston a productive and efficient one, you’ll want to do some sightseeing, eating and exploring. 

1 Day in Boston: Where To Eat, Go, and Wear

Where to Eat in Boston:

The first stop for your 1 day in Boston should definitely be someplace great to eat. You’ll need your energy for the walking, learning, and viewing of this gorgeous city!

Joe’s Waterfront

Starting your day at Joe’s Waterfront is an excellent idea because they offer a plethora of menu options with flavorful dishes, local ingredients and modern fare. If brunch is your thing, you’ll have the option to choose between the raw bar, appetizers, Benedicts, classic brunch entrees, soups & salads, sandwiches and delicious sides and drinks.

Joe’s Waterfront also happens to be one of the most iconic landmarks in the city with amazing views of Boston Harbor. It’s the perfect place to start your day and fuel up or to end your day and refuel.

Yankee Lobster

The classic seafood restaurant, Yankee Lobster, is where you want to go to get lobster rolls, a New England staple. It’s located in the Seaport District, an up and coming part of Boston, and offers amazing waterfront views as well.

While Maine is really the best place in New England to get your lobster fix, all New England states have a variety of excellent restaurant choice and delicious lobster rolls.

Other menu items at Yankee Lobster include stuffed clams, calamari, fried oysters, sandwiches, salads, fish + chips, rice bowls, clam chowder and more. You’ll definitely have a variety to choose from as there’s something for everyone. 

1 day in boston

Trattoria II Panino

Italian food lovers unite. Trattoria II Panino is a fabulous Italian restaurant in North End offering exquisite dishes and homemade pastas. As one of the most admired Italian restaurants in the city, it offers a multi-story dining experience with entertainment and is a quick walk to the surrounding 6 hotels. 

Some of their dishes include Mozzarella Caprese, Octopus Salad, Carpaccio di Bresaola, Charcuterie, Penne al Pomodoro, Ravioli di Ricotta, Spaghetti Carbonara, Gnocchi alla Sorrentina, Chicken parmigana, lamb Scottadito, Bistecca and so much more.

Lookout Rooftop & Bar

If you’re looking for a mid-day cocktail and amazing city views, Lookout Rooftop & Bar is a great place to go. Also located in the Seaport District, it offers a wide selection of rooftop drinks, small plates and sweeping views of the city buildings and harbor. 

Where to Go in Boston:

You don’t need a guided tour or a tour guide to appreciate this historic city. Downtown Boston alone has the Freedom Trail sites like the Old State House and Faneuil Hall Marketplace (see below!), the Financial District, and City Hall. You can pack so much touring and visiting in 1 day in Boston!

Boston Public Garden

A great way to explore the city by foot and be immersed with nature and buildings is to visit Boston Public Garden. This park happens to be America’s first public park ever, dating back to 1634.

In the park you’ll be able to see trees, flowers, pathways, ponds with ducks and birds, statues, swan boats, entertainers and the ability to relax on a beautiful day. If you come during the fall time, you’ll also see some of the most beautiful foliage. 

1 day in boston

The Freedom Trail

Walking The Freedom Trail is probably one of the most popular things to do when you visit Boston and the best way to see a lot in a short amount of time. It’s a 2.5 mile path through downtown that really allows you to see the most and get a good sense of the city-vibe. On your walk you’ll see museums, churches, meeting houses, burying grounds, parks, historic markets and the USS Constitution ship!

The walk itself tells the story of the American Revolution. You’ll be able to see Boston Common, Massachusetts State House, Park Street Church, Granary Burying Ground, King’s Chapel & King’s Chapel Burying Ground, Boston Latin School Site/Benjamin Franklin Statue, Old Corner Bookstore, Old South Meeting House, Old State House, and more. 

Beacon Hill

This is by far one of Boston’s most beautiful and picturesque neighborhoods. Beacon Hill is located next to Boston Common and offers a European-like residential experience with steep streets, Victorian brick row houses and antique lanterns.

In addition, they have shops, restaurants, beautifully crafted doors and architecture everywhere you go and an atmosphere that makes you feel like you’re somewhere else entirely.

The most famous street is also located in this neighborhood where photographers from all over the country flock to capture the beauty, elegance and colonial-reminiscence of the prestigious address of Acorn Street.

Fenway Park

No visit to Boston is complete without visiting Fenway Park. Since 1912, this stadium has been home to the Boston Red Sox. It’s one of the oldest and most famous in the country with plenty to do both at the stadium and in the area. 

Whether you’re there for a game or not, you can explore the outside of the stadium and can even get a front-row seat in the outfield at the lively well-loved Bleecher Bar.

What to Wear in Boston:

Depending on the season you’re visiting, Boston can be a pretty temperate city and sometimes unpredictable when it comes to temperatures day to day. Dressing in layers is definitely key so you can prepare for all types of weather.

Popular articles of clothing for each season include coats, scarves and boots in the winter, jeans, crewneck sweaters and oversized totes in the fall, jean jackets and loose articles of clothing in the spring and maxi dresses and striped clothing in the summer.

Boston is truly a special city where you can see and do a lot in a day trip. What will you add to your Boston itinerary? 

About the Author

Jessica Litras

Jess Litras is an entrepreneur and Travel and Lifestyle Blogger who focuses on building a business online and encouraging women to travel while looking and feeling their best. After working at a start-up company and a corporate company over the last 5 years, Jess has taken a leap of faith to build the life and career of her dreams. She specializes in event planning, blogging, social media, building communities and creating travel guides. When she's not traveling, you can find her cuddled up on the couch with a good book or true crime show.