48 Hours in Boston with Krystal Bick

Krystal Bick the creative mind behind, This Time Tomorrow shares her weekend guide to Boston.

July 28, 2021

Breakfast at The Street Bar, Bar on the Newbury Street, Boston, The Newbury Boston


Over the last decade, Krystal Bick has captured the timeless beauty of destinations around the world on her blog, This Time Tomorrow. She combines her love of Old Hollywood and classic films with her creative process to produce enchanting photographs that capture the essence of a place. Beautiful architecture and rich history inspired Bick’s guide to Boston, and at its centerpiece is The Newbury Boston.



From New York to Boston

By Krystal Bick

Boston. A town of quaint cobblestone streets, remnants of colonial America's beginnings at every corner, an air of academia and knowledge practically oozing from every historical plaque you pass. Home to Harvard, Red Sox fans aplenty and some of the country's earliest roots in philosophical writings and world class art, there's no denying, there's plenty to keep you busy when in town. So why haven't I ventured here more often, given it's short train ride from New York City? Honestly, when we were in town a few weeks ago, I couldn't stop asking myself this question. And I also couldn't stop wondering how beautiful the city must be in different seasons, chief among them fall!

In case you're like me and you're looking to rectify your absence from Boston soon, I've put together a concise weekend guide for you — 48 hours in a city that boasts world-class culture and fun, an enviable food scene and enough historical intrigue to keep you keen for your next visit. Ready? Let's go!

48 Hours in Boston | Two Days in Boston Itinerary

First things, first, where to stay: The Newbury Boston — a property that’s played a pivotal role in Boston’s hospitality scene since 1927 when it first opened as the Ritz-Carlton and later as The Taj. You all know how much I love spaces with rich history and The Newbury Boston certainly doesn’t disappoint in that department. (Case in point: Former guests include Amelia Earhart, the Duke and Duchess of Windsor, the Kennedy family and even Shirley Temple ) Timelessly modern — it’s old-world luxury for the contemporary traveler, with art in spades, impeccable fine dining and such close proximity to the Boston Public Garden, you’d swear by the view from your room window you were sitting atop a treehouse next to the lagoon. Their whole staff was so warm and welcoming and truly made us feel like we were coming home each night. I can't wait to return!

Day One at The Newbury Boston

  • Breakfast at The Street Bar
  • Morning and early afternoon at the Isabella Stewart Gardner Museum
  • Lunch at Saltie Girl
  • Late afternoon wandering around the Boston Public Garden (perhaps hop on one of the famed Swan Boats!)
  • Walk over to Beacon Hill to admire the Federal-style and Victorian brick homes (be sure to check out Acorn Street!) and swing by Tatte for a late pick-me-up latte
  • Dinner and drinks at Contessa, The Newbury Boston's new rooftop restaurant

Day Two at The Newbury Boston

  • Room service at The Newbury Boston to enjoy sunrise over the Boston Public Garden
  • Morning walking around Copley Square to explore the Boston Public Library, Trinity Church and Old South Church
  • Lunch at Neptune Oyster (near the Paul Revere House!)
  • Late afternoon walking around Harvard Campus
  • An evening Red Sox game or perhaps a night at the Boston Symphony Orchestra, which is restarting their in-person schedule as of September this year!
  • Late night dinner and night cap at Yvonne's in Downtown Crossing


Additional Articles You May Enjoy

Explore All Articles

Exploring Boston's Cultural and Educational Treasures During School Vacation Week

Make the most of winter school break with fun activities in Boston.

Exploring Boston's Enchanting Winter Hideaways

Sweep your partner off of their feet with the romance of an enchanting winter hideaway in Boston.

Boston's Cultural Jewel: A Tapestry of Art and Culture

Escape the chill of winter with a day spent exploring Boston's world-renowned museums.