©2017 by Bailey Sophia

My GUide to 

Boston

EATS

I'm a self-proclaimed foodie + my travels revolve around where I want to eat. It's always my mission to find the neatest spots with the tastiest bites in each city. This is where I get to share them with you!

SIPS

Cozy coffeehouses, craft cocktail bars, trendy tea rooms, local breweries, worthwhile speakeasies and other beverage stops will be listed in this section. What are you thirsty for?

STAY

When I visit somewhere new, I tend to stray away from the drab chains that may come up first in a Google search. Instead, I like to book rooms in boutique hotels, resorts, and Airbnb's with personality! 

GET CULTURED

Besides the normal "tourist traps", each city I visit has spaces worth seeing. I'll list must-see nature for the outdoorsy traveler, stores for the shopper, galleries for the creatives, and more!

Where

to Eat:

 

Tatte $$

vibe: seasonal pastries + dishes, cozy to work in (camped out here for hours), dreamy black and white interior

must order: prosciutto and parmesan

two eggs soft scrambled served with prosciutto, parmesan, and toasted housemade sourdough

70 Charles St, Boston, MA 02114

Alden & Harlow $$$

vibe: rustic chic, go for brunch or dinner, underground 

must order: classic secret burger

our 8oz. house creekstone grind, your faith, house made roll

40 Brattle St, Cambridge, MA 02138

Milkweed $$

vibe: homey cafe, breakfast + lunch, family-friendly

must order: power bowl

quinoa, avocado, mixed greens, roasted beets, roasted sweet potato, candied pumpkin seeds, chick peas, dried cranberries, avocado-lime dressing

*they update their specials (including a muffin of the day!) on their site daily. if you're deciding between multiple places it may help you decide.

1508 Tremont St, Boston, MA 02120

City Tap $$

vibe: gastropub, new American food, large selection of beers

must order: chicken + waffles

maple syrup, red pepper jam, honey-thyme butter

10 Boston Wharf Rd, Boston, MA 02210

Buttermilk and Bourbon $$$

vibe: New Orleans tapas, celebrity chef, total date night/girls night spot

must order: warm honey glazed biscuits

with smoked cinnamon butter and pimento cheese spread

160 Commonwealth Ave, Boston, MA 02116

Stephanie's on Newbury  $$$

vibe: upscale American with New England flare, huge outdoor patio on warm months, great lunch spot while shopping

must order: Cobb salad

grilled chicken, romaine lettuce, corn, tomatoes, egg, cheese, red onion, bacon, avocado, blue cheese dressing, crispy flour tortilla strips

190 Newbury St, Boston, MA 02116

Regina Pizza $$

vibe: classic regional chain founded in 1926, 

fresh ingredients, brick-oven thin crust

must order: pepperoni

original location:11 1/2 Thacher St, Boston, MA 02113

there are many other quick locations listed on their site!

The Biscuit $

vibe: yummy sandwiches and pastries, comfortable cafe to work in, neighborhood spot

must order: turkey + cheddar

Locally produced Smoked Turkey, House-made Pickles, Cheddar and Mesclun Greens, with a Fresh Honey Mustard on our own Sourdough Bread

406 Washington St, Somerville, MA 02143

Myers + Chang $$

vibe: Asian eats, family style dishes, modern decor

must order: surf + turf black pepper noodles

shrimp, steak, peanuts, cilantro, lime

My mouth is watering... Let me send you my full order for this if you go here!! Message me!

1145 Washington St, Boston, MA 02118

Life Alive Organic Cafe $$

vibe: fresh, nourishing meals and wellness drinks, bright/open space

must order: breakfast burrito

black beans & rice, steamed egg, kale, pink onions, cheddar, greek yogurt & hot sauce

multiple locations, but this is my fav:

888 Commonwealth Ave, Brookline, MA 02215

Eataly $$$

vibe: the Italian food emporium, attached to prudential center, lots of options for quick or sit-down meals

must order: le insalate counter

salami, chickpeas, chicken, olives, Italian vinaigrette 

800 Boylston St, Boston, MA 02199

Greco $

vibe: Greek quick food, customizable, authentic

must order: horiatiki

tomato, cucumber, onion, feta, kalamata olives, olive oil, oregano 

225 Newbury St, Boston, MA 02116

Chilacates $

vibe: made-to-order Mexican street food, more authentic than large chains, small restaurants

must order: egg sandwich

sausage, white cheddar, pepper jam, kaiser roll

four locations, here is one:

275 Shawmut Ave, Boston, MA 02118

MIDA $$

vibe: contemporary yet intimate, excellent gelato, Italian-influenced plates

must order: roasted chicken

smoked farro, kabocha squash, maitake mushrooms, arugula, hazelnuts

782 Tremont St, Boston, MA 02118

ByChloe $$

vibe: flavorful vegan that even the meat eaters will crave, hearty portions, delicious salads, burgers, + soups

must order: the greek

chopped romaine, chickpeas, cucumber, tomato, kalamata olives, herbed tofu feta, fresh basil, dijon vinaigrette

favorite location:

399 Boylston St, Boston, MA 02116

Max Brenner's $$

vibe: a chocoholic's dream, 1 of 4 in the US, feels like you're inside a chocolate factory

must order: crystal churro fondue

house-made churros served with toffee sauce, muddled raspberry sauce and your choice of milk, dark or white chocolate fondue for dipping

745 Boylston St, Boston, MA 02116

South End Buttery $$

vibe: neighborhood breakfast + brunch spot, casual dining, make a reservation! 

must order: breakfast sandwich

2 fried eggs, cheddar, slow roasted tomato, arugula, mayo, on sesame seed brioche bun with home fries or mixed greens (+ bacon or sausage, add 3) 

314 Shawmut Ave, Boston, MA 02118

Tatte $$

vibe: seasonal pastries + dishes, cozy to work in (camped out here for hours), dreamy black and white interior

must order: prosciutto and parmesan

two eggs soft scrambled served with prosciutto, parmesan, and toasted housemade sourdough

70 Charles St, Boston, MA 02114

Alden & Harlow $$$

vibe: rustic chic, go for brunch or dinner, underground 

must order: classic secret burger

our 8oz. house creekstone grind, your faith, house made roll

40 Brattle St, Cambridge, MA 02138

Milkweed $$

vibe: homey cafe, breakfast + lunch, family-friendly

must order: power bowl

quinoa, avocado, mixed greens, roasted beets, roasted sweet potato, candied pumpkin seeds, chick peas, dried cranberries, avocado-lime dressing

*they update their specials (including a muffin of the day!) on their site daily. if you're deciding between multiple places it may help you decide.

1508 Tremont St, Boston, MA 02120

City Tap $$

vibe: gastropub, new American food, large selection of beers

must order: chicken + waffles

maple syrup, red pepper jam, honey-thyme butter

10 Boston Wharf Rd, Boston, MA 02210

Buttermilk and Bourbon $$$

vibe: New Orleans tapas, celebrity chef, total date night/girls night spot

must order: warm honey glazed biscuits

with smoked cinnamon butter and pimento cheese spread

160 Commonwealth Ave, Boston, MA 02116

Stephanie's on Newbury  $$$

vibe: upscale American with New England flare, huge outdoor patio on warm months, great lunch spot while shopping

must order: Cobb salad

grilled chicken, romaine lettuce, corn, tomatoes, egg, cheese, red onion, bacon, avocado, blue cheese dressing, crispy flour tortilla strips

190 Newbury St, Boston, MA 02116

Regina Pizza $$

vibe: classic regional chain founded in 1926, 

fresh ingredients, brick-oven thin crust

must order: pepperoni

original location:11 1/2 Thacher St, Boston, MA 02113

there are many other quick locations listed on their site!

The Biscuit $

vibe: yummy sandwiches and pastries, comfortable cafe to work in, neighborhood spot

must order: turkey + cheddar

Locally produced Smoked Turkey, House-made Pickles, Cheddar and Mesclun Greens, with a Fresh Honey Mustard on our own Sourdough Bread

406 Washington St, Somerville, MA 02143

Myers + Chang $$

vibe: Asian eats, family style dishes, modern decor

must order: surf + turf black pepper noodles

shrimp, steak, peanuts, cilantro, lime

My mouth is watering... Let me send you my full order for this if you go here!! Message me!

1145 Washington St, Boston, MA 02118

Life Alive Organic Cafe $$

vibe: fresh, nourishing meals and wellness drinks, bright/open space

must order: breakfast burrito

black beans & rice, steamed egg, kale, pink onions, cheddar, greek yogurt & hot sauce

multiple locations, but this is my fav:

888 Commonwealth Ave, Brookline, MA 02215

Eataly $$$

vibe: the Italian food emporium, attached to prudential center, lots of options for quick or sit-down meals

must order: le insalate counter

salami, chickpeas, chicken, olives, Italian vinaigrette 

800 Boylston St, Boston, MA 02199

Greco $

vibe: Greek quick food, customizable, authentic

must order: horiatiki

tomato, cucumber, onion, feta, kalamata olives, olive oil, oregano 

225 Newbury St, Boston, MA 02116

Chilacates $

vibe: made-to-order Mexican street food, more authentic than large chains, small restaurants

must order: egg sandwich

sausage, white cheddar, pepper jam, kaiser roll

four locations, here is one:

275 Shawmut Ave, Boston, MA 02118

MIDA $$

vibe: contemporary yet intimate, excellent gelato, Italian-influenced plates

must order: roasted chicken

smoked farro, kabocha squash, maitake mushrooms, arugula, hazelnuts

782 Tremont St, Boston, MA 02118

ByChloe $$

vibe: flavorful vegan that even the meat eaters will crave, hearty portions, delicious salads, burgers, + soups

must order: the greek

chopped romaine, chickpeas, cucumber, tomato, kalamata olives, herbed tofu feta, fresh basil, dijon vinaigrette

favorite location:

399 Boylston St, Boston, MA 02116

Max Brenner's $$

vibe: a chocoholic's dream, 1 of 4 in the US, feels like you're inside a chocolate factory

must order: crystal churro fondue

house-made churros served with toffee sauce, muddled raspberry sauce and your choice of milk, dark or white chocolate fondue for dipping

745 Boylston St, Boston, MA 02116

South End Buttery $$

vibe: neighborhood breakfast + brunch spot, casual dining, make a reservation! 

must order: breakfast sandwich

2 fried eggs, cheddar, slow roasted tomato, arugula, mayo, on sesame seed brioche bun with home fries or mixed greens (+ bacon or sausage, add 3) 

314 Shawmut Ave, Boston, MA 02118

Where

to Drink: