Boston, Massachusetts
Boston is a perfect marriage of charm and history - a rich experience in so many ways!



- More about your Oliver Guide: Katy Tanghe
- Trip type: Family, City
- Activity level: moderate
- Ideal length of trip: A long weekend, however, if you have the time, add on a few days and plan a visit to the one of the other destinations nearby including the Cape, Nantucket, Martha's Vineyard, Provincetown, etc. - it is well worth it.
to & from
Boston Logan International Airport is your best bet and so convenient/easy. If you are not traveling outside of Boston, you do not need a car. You can use their subway/train system which is great or taxi/uber. However, if you are coupling your time in Boston with an excursion to Cape Cod or another spot, look into renting a car for only that portion of your trip.
Where to Stay
If you are going to Boston for just a few days, there is no shortage of great hotels to consider. If you are planning to stay for more than a week, then check out VRBO or AirBnB. Some good hotels for families include:
- The Colonnade (Back Bay): The rooms are spacious enough to accommodate roll away beds and cribs and it has a rooftop pool that kids will love.
- Marriott Boston Custom House: Updated and modern, this hotel offers a great spot to relax after a day of seeing the sights. It's proximity to the harbor and several other attractions is a big plus.
- The Newbury Boston: Location, location, location. This wonderful hotel sits right at the south end of Boston Public Garden and at the tip of Newbury Street (luxury stores and boutiques). You really cannot beat this location. The hotel is charming with smaller rooms so plan to get two if you are traveling with two or more kids.
- The Liberty Hotel: Once the Charles Street Jail, this modern and fabulous hotel is perfectly situated in one of Boston's most charming neighborhoods, Beacon Hill. This hotel is a perfect mix of luxury meeting history with a chic hotel bar and delicious restaurant. It's definitely worth checking out even if you don't choose to stay here.