When To Go
The great thing about taking a city vacation is that no matter the weather – sweltering heat, snowstorm, or anything in between – you can bet the attractions you came to see are open for business. That said, months when it isn't too hot and isn't too cold are the best for comfortable exploring – in Boston, these months come in spring (April – June) and autumn (September – October). These are the high season, and you can expect to find hotels at their priciest, restaurants their most crowded, and lines longest. Summer is also a busy time, with families trying to educate the little ones at the Boston historical attractions on their summer vacations. The low season, January through March, is a great time to score rock-bottom rates on hotel rooms and highly coveted restaurant reservations. However, it's likely to be quite cold during your visit. You'll get the best bang for your buck if you visit in November and early December – the weather will probably be chilly but bearable and prices at hotels are less expensive and the crowds have disappeared for the winter.
$71/nt+: Incredibly low deals on historic Boston hotels Hotwire.com
$69+: Boston 3-star downtown hotel Hotwire.com
$63/nt+: Boston hotel w/restaurant nr major attractions Booking.com
$124+: Grand-Opening special at Boston luxury hotel Morgans Hotel Group
25% off: Two-night stays in LA, NY & more w/2 free drinks Morgans Hotel
$129/nt+: Family-friendly Boston hotel near subway Harvard Square Hotel
Up to 30% off: Thanksgiving sale on hotels in NY, LA & more Hotels.com
$549+: 7-nt Canada/New England cruise w/up to $300 coupons Norwegian Cruise Line
$419+: New England & Canada 7 nts from New York Carnival
$649+: New England 7-nt cruise w/stops in Canada & more Norwegian Cruise Line
$419+: New England cruise 7 nts to Halifax, Portland, more Carnival
$799+: 7-night Canada/New England cruise on HAL Maasdam Holland America
$490+: 3-nt Boston getaways w/flight from Chicago Major Airlines
$480+: Luxury hotel in historic downtown Boston 3-nts w/air Boston Omni Parker House Hotel