Romance

The Best Romantic Movies Set in Boston 

Ranker Film
Updated June 8, 2019 54 votes 10 voters 13 items

List Rules The romantic movie must be primarily set in Boston.

When you think of Boston, you probably think of Boston Commons, the Paul Revere House, or maybe the John Hancock Tower. Romantic movies based in Boston show that you should also think about love when you think of the city. It has been the location for some very romantic films. The city's photogenic nature makes it a natural for a love story, which filmmakers have obviously realized.

What are the best romantic movies set in Boston? You get to choose. Vote up the ones that touched your heart the most. Did we miss any films showing Boston's romantic side? If so, add it to the list so others can weigh in. 

list ordered by
1
Fever Pitch is listed (or ranked) 1 on the list The Best Romantic Movies Set in Boston
Drew Barrymore, Jimmy Fallon, Stephen King

Released: 2005

Directed by: Peter Farrelly, Bobby Farrelly

Fever Pitch is a 2005 Farrelly brothers romantic comedy film starring Drew Barrymore and Jimmy Fallon. It is a remake of a 1997 British film of the same name. Both films are loosely based on the ...more
2
Good Will Hunting is listed (or ranked) 2 on the list The Best Romantic Movies Set in Boston
Ben Affleck, Robin Williams, Matt Damon

Released: 1997

Directed by: Gus Van Sant

Good Will Hunting is a 1997 American drama film directed by Gus Van Sant, and starring Matt Damon, Robin Williams, Ben Affleck, Minnie Driver and Stellan Skarsgård. Written by Affleck and ...more
3
What's Your Number? is listed (or ranked) 3 on the list The Best Romantic Movies Set in Boston
Mike McGranaghan added Anna Faris, Chris Evans, Chris Pratt

Released: 2011

Directed by: Mark Mylod

What's Your Number? is a 2011 romantic comedy film starring Anna Faris and Chris Evans. It is based on Karyn Bosnak's book 20 Times a Lady. The film was released on September 30, 2011.
4
Love, Rosie is listed (or ranked) 4 on the list The Best Romantic Movies Set in Boston
Lily Collins, Sam Claflin, Tamsin Egerton

Released: 2014

Directed by: Christian Ditter

Love, Rosie is a 2014 British-German romantic comedy-drama film directed by Christian Ditter, based on the 2004 novel Where Rainbows End by Cecelia Ahern. Best friends since they were kids, Alex ...more
5
Everybody Wants to Be It... is listed (or ranked) 5 on the list The Best Romantic Movies Set in Boston
Penny Marshall, Jon Huntsman, Jr.

Released: 2008

Directed by: Jason Todd Ipson

Everybody Wants to Be Italian is a 2007 American romantic comedy film written and directed by Jason Todd Ipson. The screenplay focuses on the relationship between a blue collar worker and a ...more
6
Here Comes the Groom is listed (or ranked) 6 on the list The Best Romantic Movies Set in Boston
Bing Crosby, Jane Wyman, Dorothy Lamour

Released: 1951

Directed by: Elliott Nugent, Frank Capra

Here Comes the Groom is a 1951 musical romantic comedy film produced and directed by Frank Capra and starring Bing Crosby and Jane Wyman. Based on a story by Robert Riskin and Liam O'Brien, the ...more
7
Next Stop Wonderland is listed (or ranked) 7 on the list The Best Romantic Movies Set in Boston
Philip Seymour Hoffman, Callie Thorne, H. Jon Benjamin

Released: 1998

Directed by: Brad Anderson

Next Stop Wonderland is a 1998 American romantic comedy film directed by Brad Anderson and written by Anderson and Lyn Vaus.
8
Starting Over is listed (or ranked) 8 on the list The Best Romantic Movies Set in Boston
Kevin Bacon, Burt Reynolds, Candice Bergen

Released: 1979

Directed by: Alan J. Pakula

Starting Over is a 1979 American comedy film starring Burt Reynolds, Candice Bergen and Jill Clayburgh which tells the story of a recently divorced man who is torn between his new girlfriend and ...more
9
The Bostonians is listed (or ranked) 9 on the list The Best Romantic Movies Set in Boston
Vanessa Redgrave, Christopher Reeve, Linda Hunt

Released: 1984

Directed by: James Ivory

The Bostonians is a 1984 Merchant Ivory film based on Henry James's novel of the same name. The film stars Vanessa Redgrave, Christopher Reeve, Madeleine Potter and Jessica Tandy. The movie ...more
10
The Promise is listed (or ranked) 10 on the list The Best Romantic Movies Set in Boston
Kathleen Quinlan, Stephen Collins, Beatrice Straight

Released: 1979

Directed by: Gilbert Cates

The Promise is a 1979 film, released by Universal Pictures, which starred Kathleen Quinlan, Stephen Collins, and Beatrice Straight. It was directed by Gilbert Cates and produced by Fred ...more
11
My Best Friend's Girl is listed (or ranked) 11 on the list The Best Romantic Movies Set in Boston
Mike McGranaghan added Kate Hudson, Alec Baldwin, Lizzy Caplan

Released: 2008

Directed by: Howard Deutch

My Best Friend's Girl is a 2008 romantic comedy film by Howard Deutch and stars Dane Cook, Kate Hudson, Jason Biggs, Diora Baird, Alec Baldwin, and Lizzy Caplan. It was released on September 19,
12
Once Around is listed (or ranked) 12 on the list The Best Romantic Movies Set in Boston
Holly Hunter, Richard Dreyfuss, Gena Rowlands

Released: 1991

Directed by: Lasse Hallström

Once Around is a 1991 romantic comedy-drama film about a young woman who falls for and eventually marries an overbearing older man who proceeds to rub her close-knit family the wrong way, while ...more
13
Between the Lines is listed (or ranked) 13 on the list The Best Romantic Movies Set in Boston
Jeff Goldblum, Marilu Henner, John Heard

Released: 1977

Directed by: Joan Micklin Silver

Between the Lines is a 1977 film from Midwest Films directed by Joan Micklin Silver and produced by her husband Raphael D. Silver. The film won two out of the three awards it was nominated for ...more