Annual Boston Wine Festival
January-April
Boston Harbor Hotel
Website: www.bostonwinefestival.net

St Patrick's Day Parade
Mid March
South Boston Parade route

New England Spring Flower Show
March
Bayside Expo Center
Website: www.masshort.org

Patriot's Day
Mid April
Recreates the midnight ride of Paul Revere, when he and William Dawes warned everyone that the British army was on the march against the American rebels.
From North End to Lexington

Boston Marathon
April
From rural Hopkinton to Boston
Website: www.bostonmarathon.org
 
Arts First Cambridge
May
A celebration of theatre dance and visual arts.
Harvard
Website: www.fas.harvard.edu/~arts
 
Kite & Flight Festival
June
Franklin Park

Scooper Bowl
June
All-you-can-eat ice cream fest.
City Hall Plaza
Website: www.scooperbowl.org  

Boston International Film Festival
June
Various venues
Website: www.bifilmfestival.com
 
Boston Globe Jazz and Blues Festival
September
Throughout the city

Cambridge River Festival
June
Street party with music, food and dancing.
Memorial Drive
Website: www.cambridgeartscouncil.org/riverfestival  

Boston Harborfest
June-July
Waterfront concerts.
Website: www.bostonharborfest.com
 
North End Italian Feast Days
Weekends throughout August
Dancing, music, games and parades.
North End

Boston Pops
4 July
Concert and spectacular.
Hatch Memorial Shell
Website: www.bostonpops.org or www.july4th.org  

August Moon Festival
August
Dragon parades, fireworks and street markets.
Chinatown

Boston Folk Festival
September
Umass
Website: www.bostonfolkfestival.org  

Columbus Day Parade
Sunday closest to 12 October
East Boston

Head of the Charles Regatta
October
Boat race.
Charles River
Website: www.hocr.org  

Boston Tea Party Re-enactment
Sunday closest to 16 December
March from the Old South Meeting House to the Harbor.
 
First Night Boston
31 December
Theatre, dance, music, visual arts and film from 1300 until 0000.
Various venues
Website: www.firstnight.org