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"There's nothing more beautiful than a walk down the Charles in the fall"

Here's my guide to one of the oldest and greatest sports cities in the United States, Boston!  My family and I visited Boston a couple of years ago over Memorial Day weekend. It's such a great city, filled with great food, art, history, and of course great sports!  If you're lucky enough to be headed to watch the Laver Cup, here are some of the things we enjoyed while visiting Boston.  I've also added a few great movies and series to watch, based in the Boston area, just to get you hyped for it!


Bring your racquet along and play at one of these courts.

Boston Common

A popular place to play due to the central location. Open to the public during park hours, lights, two courts plus a hitting wall. 

Prince Street Park 585 Commercial Street

2 courts, lights, good condition

Great views of Boston scenery, right on the waterfront and walking distance to TD Garden. Open to the public 24/7.

MIT duPont Courts and J.B. Carr Tennis Bubble 77 Massachusetts Avenue

12 outdoor and 4 indoor courts, excellent condition

During the indoor season, all courts will be $25/hr. Reservations are available in advance by calling 617-253-1451 during operational hours. Between 2pm-6pm they are only available to MIT students and their guests.

Outdoor courts require a reservation three days in advance and are free to play.

Tennis Northeast provides a full rundown of available tennis courts for every area of Boston, complete with details and court ratings.

Watch Professional Tennis

Laver Cup

This year's Laver Cup will be held September 24-26, a quick weekend of tennis and plenty of time left to explore the city!  Team Europe will be defending the title and Team World is ready to battle!

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Where to Stay?

Hyatt Regency Boston

Our stay at Hyatt Regency Boston was perfect for our family of 5.  It's conveniently located downtown and we were able to walk to most attractions including Boston Commons, Chinatown and the Theater District.  Some of the best pubs and restaurants were also a short walk. The Laver Cup is held at TD Garden,  a quick 15 minute train ride or a 30 minute walk.

Here are some more options that come highly recommended, although I haven't personally stayed.

Boston Harbor Hotel

XV Beacon Hotel

The Ritz-Carlton

The Liberty Hotel

Four Seasons Boston


Golden hour views from the Hyatt Regency Boston.




The Barking Crab Located in the Seaport District, this casual seafood restaurant has everything to quench our New England cravings.  Oysters, clam chowder, crab cakes, lobster rolls, they've got it all!

Tatte Bakery & Cafe Pronouced like latte.  This bakery makes me so happy just walking inside.  The smell of fresh baked bread, coffee, and white subway tiles remind me of a french bistro.  There are several locations throughout the Boston area as well as Washington D.C.  Fortunately there was a location a short walk from our hotel and we ate here several times.  The Croque Madam was incredible and I've had dreams of their apple croissant.

Union Oyster House This Boston landmark was opened in 1826.  Delicious seafood and a great little gift shop make this a great spot for the entire family. If you're traveling as a couple, try to get a seat at the bar.

Bell in Hand Tavern Americas oldest tavern! It was established in 1795 and is still a great spot for a drink and delicious food.


B&G Oysters We popped into this oyster bar for lunch, sat at the bar and watched one of the staff shuck oysters while we ate.  A great neighborhood vibe.

Mike's Pastry This historic cannoli shop has been a landmark in Boston since 1946.  We visited here late one evening and it was packed!  They run it like a well oiled machine and there are several lines inside to help get you in and out quickly.  If cannoli is your thing, you definitely want to stop by.  My favorite was pistachio.

L Street Tavern This cozy pub was made famous by the film Good Will Hunting.  I'm embarrassed to admit how many times I've seen this movie. My Matt Damon crush started with this film.

Green Dragon Tavern This great little pub was the scene of some late night debauchery.  Great live music, drinks, and if you ask to sit by the window, there is great people watching.


Tour Fenway Park and take in Boston Red Sox Game.  Known as "Americas most beloved Ballpark," the Green Monster is a must for any baseball enthusiast.  The game we went to was delayed becuase of rain, but we still had a great time!   



Historic Sightseeing Harbor Cruise  I know these can be cheesy, but taking a river tour is a great way to see a lot of sights at once.  We have used Viator in almost every city we've visited, home and abroad and have had nothing but good experiences.  We took a small boat tour and our guide was super fun. We were able to have a snack and drink and our little guys didn't have to walk so much.  A total win-win!