Weekends in Boston

Over the past couple of years, I've been visiting Boston quite regularly. If you only have a weekend, it's the perfect travel destination. Boston is a city that is full of new and old combinations. The modern skyscrapers are intertwined with the brick-sidewalked streets of 19th century row houses.  It's a great walking and public transportation city where driving isn't really necessary. Below, I've created a suggestive itinerary below to help with your next visit to Beantown which includes all of my favourite spots. 


  • If you arrive via Boston's International Logan Airport, I'd suggest taking the "T" which is the city's public transportation system. It's free and cabs can range from $30-40 to downtown hotels. 
  • Once you head into the city, I would recommend stayed at Fifteen Beacon, the city's first luxury boutique hotel or the Battery Wharf Hotel which is situated right on the water. I found this link useful when researching hotels. I'm a strong believer that a good hotel can make or break your vacation so choose wisely.
  • If you arrive early enough, I strongly suggest going for a walk to loosen up those travelers legs. Take a stroll in Boston's historic district while starting at Beacon and Charles Street, which sits at the foot of Beacon Hill.
  • Before the weekend tourists roars into the city, climb to the 50th floor of the Prudential Tower to witness a 360 degree view of the Boston area. 
  • A drink or meal awaits at Legal Sea Foods in the Copley Square mall. This famous eatery was established in 1968 and is voted the "best clam chowda". That's reason enough for a visit!
  • If you have time before it closes, I suggest heading to the Museum of Fine Arts. It's free during the last hour of operation. This museum is famous for it's French impressionists and American masterpieces. 


  • Once you roll out of that 5 star bed, you'll want to venture to Blackbird Doughnuts.  Amazing flavours, fresh and so good that you'll seriously want seconds. My favourites included the classic salted toffee and raspberry dark chocolate. 
  • With your Blackbird coffee to go, head over to Newbury Street. Make sure to check out the Restoration Hardware on Berkeley St. Give yourself 20-30minutes to wander these dream worthy showrooms. Once you've mentally redesigned your house, go window shopping on Newbury.
  • Time for lunch? Head to Flour Bakery on Clarendon St. It's inexpensive, full of delicious food and always popular with the locals. 
  • Why not head to Fenway Park for a game. Not your thing? Take the subway to Harvard for a tour of this stunning campus.
  • I suggest heading back to your hotel to get ready for an early dinner. You'll want to go to Neptune Oyster and if you don't head there early enough, there will be no chance of getting in. This tiny restaurant was filmed in the movie "The Town" but is also famous for it's delicious seafood. 
  • Once you're satisfied with your lovely intimate dinner, walk over to The Beehive. This is Boston's popular Bohemian eatery and bar. It was rated one of the top 100 best jazz bars in the world. My favourite cocktail was the Valentino Martini. This consisted of vodka, blood orange and passion fruit.


  • Mmmm did someone say brunch? Treat yourself at the rooftop Champagne Sunday brunch at the Taj Hotel. This overlooks the Boston Public gardens. 
  • Walk off that brunch with a stroll through the Boston Public gardens and Beacon Hill. You'll definitely feel the urge to google houses for sale near Beacon Hill after witnessing these. 
  • Head over to the Brattle Book shop which is one of America's oldest and largest used book store. The outdoor sale lot is Instragram worthy for sure.
  • Before you have to catch your flight home, head to the Mary Baker Eddy library to visit the mapparium. This is a three story, stained-glass globe!