Biking Around New England: Boston

Hey Guys! I hope everyone had an amazing weekend, it truly was beautiful here in New England. It’s finally starting to feel like summer, which means it’s time for those iconic New England road trips. The best part of living […]

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Hey Guys! I hope everyone had an amazing weekend, it truly was beautiful here in New England.

It’s finally starting to feel like summer, which means it’s time for those iconic New England road trips. The best part of living in New England is the close access to sooooooo many hoppin summer destinations.

So I’m taking you all along! I’m actually starting a new segment on the blog called ‘Biking Around New England’, after all the TCC logo is a bike.

The series will document my upcoming summer road trip adventures, and of course I wanted to start the series off with my favorite New England summer road trip destination, Boston. 

So let’s jump right into it, shall we… 

Where to Stay: 


Whenever I travel to Boston I always stay at The Sheraton Boston Hotel! 

The reason why I always stay at the Sheraton is it’s prime location. It’s literally a 3 minute walk from the best street in Boston…Newbury Street! 

My mother & I traveled up to the Sheraton to kick off our New England summer road trip series & loved how convenient the location was. We did some shopping at the Prudential, which is actually connected to the hotel, went to dinner on Newbury & then went over for an evening walk in the Boston Common. 

Everything was within walking distance from the Sheraton, and whenever I travel I always pick my hotels based on location. You know what they say on Million Dollar Listing NYC, ‘location, location, location’!

Also The Sheraton currently has a “spring into summer” promotion, available through Labor Day weekend! So if you are planning on hitting up the greatest city in New England, you can check out all the details here! They are offering low rates on rooms, discounts on spa treatments & on-site restaurants, the last time Matt & I visited the Sheraton we had Apropos breakfast delivered to the room & it was beyond perfect. 

& if you follow me on instagram then you’ve seen the amazing view from the Sheraton’s sundeck! If you missed it, check it out here (it’s to die for!). 

To-Do: swan boat


OMG where do I start? Literally there is so much to do, I actually still have a list of things I want to go back and do. But let’s start with a few Boston hotspots that you HAVE TO HIT. 

Boston Common:

It’s a must, especially during the spring & summer. Whenever I go to Boston Common I always ride the Swan Boats, it’s something you have to do. & bring your phone along because it will be the cutest part of your snap story. 

Currently the park is beyond beautiful with all the flowers blooming. I got a little flower happy on snapchat (aubreyrose740), while in Boston. 

Finally my suggestion is grab your picnic basket and head up to Boston for a romantic road trip! Grab your hubby, head to the Sheraton and have a picnic in the park. Literally cutest, date, ever. 


Without a doubt, if you are in Boston you HAVE TO GO TO FENWAY! I’m actually going to games all the time with Matt. It’s our favorite thing to do in the summer. We are planning to go to the May 25th game next, so I’ll see you all there. 

If you’ve never been to the ball park before, then make sure to arrange an hour long walking tour!  By the end you’ll know everything you need to know about America’s Most Beloved Ballpark. 

Boston Duck Tour:

Honestly these tours are just fun! If it’s your first time in Boston then stop what you are doing and book a duck tour here. Literally these are the best tours. You ride a amphibious vehicle for a drive around the city’s historic spots before splashing into the Charles River. Get your cameras ready, because you’ll literally see it all. 


If you are in the mood to shop, then you are in the right city my friend. You can stroll over to the Prudential Center for some big brand shopping or hit the streets of Boston for a leisurely day of shopping. 

I recommend going to either Beacon Hill, Charles Street, or Back Bay, Newbury Street to experience the best shopping. From amazing restaurants to the cutest boutiques these streets got you covered. 

Oh & did I mention TCC mugs are now available at Backstone’s of Boston! They have stores on both Newbury & Charles Street so make sure to pop in & send me a snap of the mugs. stones

{ Beacon Hill Brownstones }brownstone

{ Newbury Street Storefronts }

To Eat:

God, I don’t think the word diet is in my vocabulary. Matt always jokes that one day they will have to roll me out of the house, because literally I love to travel and try new food places.

I can’t help it! Cities have the best food, they just do. & because I’m obsessed with seafood, Boston is kind of like a food heaven for me.

So let’s chat about places to eat!

Breakfast in Bed at The Sheraton:breakfast in bed

The last time Matt & I went to Boston we got room service at the Sheraton & boy was it good. It was the perfect go getter breakfast. If your aren’t staying at the hotel you can always venture to the hotel’s breakfast-only restaurant located on the lobby level, it’s called Apropos! 

Stephanie’s on Newbury: pancakes

If you are in the mood for a serious Sunday brunch then head over to Stephanie’s on Newbury! They mean business when it comes to sweet & savory breakfasts. 

Also Loving:

Georgetown Cupcakes

Cafeteria Boston

James Hook + Co ( get the lobster roll here, it’s the best in Boston!)

Tatte Bakery (my friend Jacqueline recommended it to me & it was so cute)

georgetown cupcakes

That’s basically all I got for now! Oh & Boston readers, make sure to leave any additional suggestions below! I’m always up to trying new places. 

Next time I head to Boston I really want to spend more time in the South-End. I never really head over there  & I would love to check it out. 

I’m currently sick, so I’m headed back to bed! Happy Monday xx A. 

Thank you to The Sheraton team, for hosting me in Boston! 

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