48 Hours In Boston

This post was sponsored by Marriott as part of an Influencer Activation for Influence Central and all opinions expressed in my post are my own.

a cobble stone walkaway is a must see with 48 hours in boston
Acorn street

Boston Travel Guide

If you haven’t visited this Northeastern gem of a city, please add it to your bucket list now! This was my second visit to Boston and I loved it even more than the first. I realized this city is truly the Charleston of the North. Or Charleston is the Boston of the South. However you want to look at it, the city is charming, walkable, full of great food, sights to see and more. Plus, it’s right on the water which is always a personal favorite when a city is near water.

a couch and a bed
a couch
48 hours in boston is best captured in an airel view of boston  as a seen here
gorgeous views from the imperial suite

Where To Stay In Boston

I’ve been to Boston twice now and both times I’ve stayed in the Copley Square area. It’s super convenient to a lot of the things you’d want to see in the city. In addition to that, it’s super walkable and full of great restaurants too. For this trip, I partnered with Marriott Bonvoy to book my stay.

I stayed at The Westin Copley Place hotel that was just across from Copley Square and Boston Public Library. The hotel was beautiful. The Imperial Suite was stunning with grand views of the water and the red brick filled city. We were able to grab a quick drink at Bar 10 in the lobby before heading out for dinner. And if you visit, you can dine at Fogo De Chao. If you’ve never experienced this restaurant I HIGHLY recommend it. Some of the best meat (and salad bar) ever. Yes, salad bar, trust me on this one!

What Is Marriott Bonvoy

If you’re not familiar with Marriott Bonvoy, it’s a membership program that gives you amazing perks, like free WiFi, mobile check-in, and the lowest rates at all times. Members will also receive extra discounts when booking directly on Marriott.com, saving an additional 2% on weekdays and 5% on weekends.

The thing I loved about Marriott Bonvoy and visiting their site was being able to explore tours and experiences within the city. It made planning our 48 hours there super easy. I honestly probably wouldn’t have booked anything and just walked around, eat all the things and nap. But instead, we were able to explore and browse different options and truly plan out a great itinerary to see the city! I’ll definitely be using this feature on trips to other cities.

There are also nearly 30 hotels across 11 brands within Boston. So there’s something for everyone depending on budget, location, and experience. If you’re heading to this historic city, book your stay here.

Boston Travel Tips

Visit In The Summer

Visiting a bustling city in the summer is typically a better option for a few reasons. Prices tend to be lower and the city is a bit quieter. Many residents head out for vacations making the city less congested.

Take The T

Besides walking, bikes and uber, you can also take the T to get around Boston. It’s their subway system and is super easy to navigate.

Take In The History

Boston is packed with history and it would be a shame to visit and not take a tour or visit a historic spot. It’s always so impressive to hear about what happened in this city!

Things To Do In Boston

Freedom Trail Tour

We booked the Freedom Trail Tour through the Marriott Bonvoy website in advance. It was great to book something historic and educational since the city is so full of history. Our guide was great and we learned so much about American history! I loved being able to book these things in advance on the Marriott Bonvoy site and also earn points as a Bonvoy Member.

Boston Public Library

The most beautiful library you’ll ever walk through. This was directly across from The Westin Copley Place and is free to access. You must take a stroll through the library and the courtyard if you’re in the area.

Acorn Street

The iconic Acorn Street. A steep cobblestone street lined with beautiful brick homes. Definitely snap a photo here!

Sunset Cruise At Long Wharf

Another great activity that we booked in advance is the sunset cruise through the harbor.


We did not have time to visit Seaport, but literally EVERY young person we talked to said to go. There are pop-up breweries, shops, and restaurants. It seems to be the new up and coming neighborhood.

Newbury Street

We visited Newbury Street several times in our 48 hours. There’s tons of great shopping like Reformation and Allbirds, and lots of restaurants. We dined at Cafeteria for brunch on Sunday.

Boston Common & Gardens

Just a couple of blocks from Westin Copley Square, this park is beautiful and tranquil. Pack a picnic, or just take a stroll through it to take it all in. Boston Commons is the oldest park in the US, pretty impressive right? Across from the park is also the iconic Cheers entrance!

Harvard Tour

I did this on my first visit to Boston. Although we didn’t have time this trip, I had to include it as a must-visit. It’s such a cool tour and a beautiful campus.

Copley Square Farmers Market

This farmers market was steps away from our hotel. Literal steps. We were so lucky to stumble onto this as it’s only open on Tuesdays and Fridays during the summer months. We decided to stop by after our lunch at Dig Inn to get a sweet treat. I picked up what might have been the best brownie I’ve ever eaten at Yummy Mummy. It was a chocolate-covered espresso bean brownie. It’s on my “to recreate” list! There were tons of fresh fruits, veggies and flowers. But also several tents that had prepared food so you could totally do lunch here.

Where To Eat In Boston


Located in The North End (man, was I given a ton of crap for calling it Little Italy). This place is tiny, doesn’t take reservations, and doesn’t even take NAMES. So you have to literally wait in line to eat here. There will 100% be a wait, but I promise, it’s worth it. We waited for about an hour. They turn tables quick though so don’t be discouraged. Part of your party can also head to Mike’s Pastry to pick up dessert for a post pasta treat. Or Modern Bakery, the lines at both were epic and clearly there’s a rival happening.

Tatte Bakery

The main reason why I want to move to Boston. This Israeli owned bakery brings the best of coffee, pastries, and food in a beautiful white subway, penny tile and brown leather decor goodness. You can go just for a coffee pick me up, sweet treat, or sit and eat a full meal. We did breakfast here one day, and then coffee and a pastry the next. Yes, we visited it TWICE in 48 hours because it’s that good. Get the shakshuka, or the BLT, or really anything, you can’t go wrong. There are also several Tatte Bakery locations across the entire city so visit a few as they’re each unique in their design. And PS, it’s pronounced like latte!

Dig Inn

A fast-casual dining spot that was located across Copley Square. We stopped here as soon as we landed since we were starving. It’s fast, delicious and pretty healthy!


Located in the Prudential Center which is walking distance from The Westin Copley Place, this restaurant, wine bar, specialty grocery is a personal favorite. There are a few across the country, and they’re all a bit different. We had our final meal here of cacio e pepe!


Also located in the Prudential Center, this was a happening rooftop and restaurant. The food was good, the music was bumping and there was a great crowd. This was perfect for the beautiful weather we were having.

Luke’s Lobster Bar

A trip to Boston isn’t complete without a lobster roll. Luke’s Lobster Bar did not disappoint! Grab a lobster roll and slaw and enjoy this classic sandwich. Our Freedom Trail Tour finished about 2 blocks from one of their locations making it a great reason to eat!


For brunch, we hit up Cafeteria on Newburry Street. Nothing super special, but good classic brunch fare with outdoor seating. Their breakfast potatoes were TO die for. Make a reservation on the weekend and definitely sit outside.


Recommended by so many people, Lolitas was a Mexican food dream. Some of the best guacamole I’ve ever had. The cocktails were also delicious. This had a great bar scene as well and would be an ideal place to grab drinks, dinner or both.

how this woman spends 48 hours in boston is by waking up with coffee at the marriott hotel room
The comfiest bed

Jessica is an Atlanta life and style blogger. Aiming to bring practical tips to your every day life. Tips that you can easily tackle and make your life feel just a tad more 'put-together'.

Leave a Comment


  1. 9.6.19
    Laura Leigh said:

    Next time you go to Boston I’m coming with you. End of story! Your trip made me miss this charming Northeastern city SO much! Awesome guide and beautiful photos!

    xo Laura Leigh

    • 9.6.19
      Jessica said:

      It’s seriously my favorite it’s a top 5 in the us for sure

  2. 9.6.19
    Rachel said:

    It was so great seeing you while you were in town! Love this guide!