99		Invitation to a Gunfighter (Romance, Western, 1964)
99		The Cheyenne Social Club (Comedy, Romance, Western, 1970)
99		The Unforgiven (Drama, Romance, Western, 1960)
99		The Shootist (Drama, Romance, Western, 1976)
99		The Rare Breed (Drama, Romance, Western, 1966)
99		The Ballad of Little Jo (Drama, Romance, Western, 1993)
99		Open Range (Drama, Romance, Western, 2003)
99		The Big Country (Romance, Western, 1958)
99		Cimarron (Drama, Romance, Western, 1960)
98		Two Mules for Sister Sara (Adventure, Romance, War, 1970)
97		Urban Cowboy (Drama, Romance, Western, 1980)
95		Bandolero! (Action, Crime, Drama, Romance, 1968)
95		Red River (Action, Adventure, Romance, 1948)
94		Tom Horn (Crime, Drama, Romance, 1980)
94		They Died with Their Boots On (Biography, Drama, Romance, 1941)
94		Hondo (Drama, Romance, War, 1953)
94		The Shepherd of the Hills (Adventure, Drama, Romance, 1941)
94		Bend of the River (Action, Adventure, Romance, 1952)
91		Tombstone (Action, Biography, Drama, Romance, 1993)
90		Bronco Billy (Action, Adventure, Comedy, Romance, 1980)
90		The Man from Snowy River (Adventure, Drama, Family, Romance, 1982)
90		Viva Zapata! (Biography, Drama, History, Romance, 1952)
87		Pardners (Comedy, Romance, Western, 1956)
85		Forty Guns (Romance, Western, 1957)
77		The Hi-Lo Country (Drama, Romance, Western, 1998)
75		The Far Country (Romance, Western, 1954)
72		The Furies (Drama, Romance, Western, 1950)
70		Kuai can che (Action, Comedy, Crime, Romance, 1984)
70		For Whom the Bell Tolls (Adventure, Drama, History, Romance, 1943)
69		The Misfits (Drama, Romance, Western, 1961)
64		The Last Sunset (Drama, Romance, Western, 1961)
62		Along Came Jones (Comedy, Romance, Western, 1945)
61		Joyeux Noel (Drama, History, Music, Romance, 2005)
60		The Mark of Zorro (Action, Adventure, Romance, 1940)
60		Robin and Marian (Adventure, Drama, Romance, 1976)
60		In Like Flint (Action, Adventure, Comedy, Romance, 1967)
59		Doctor Zhivago (Drama, Romance, War, 1965)
58		Rancho Deluxe (Comedy, Romance, Western, 1975)
56		Brokeback Mountain (Drama, Romance, 2005)
55		The Mortal Instruments: City of Bones (Fantasy, Horror, Mystery, Romance, 2013)
55		Remember Me (Drama, Romance, 2010)
55		Support Your Local Gunfighter (Comedy, Romance, Western, 1971)
55		Edward Scissorhands (Drama, Fantasy, Romance, 1990)
55		Our Hospitality (Comedy, Romance, Thriller, 1923)
52		Oklahoma! (Musical, Romance, Western, 1955)
50		Seven Brides for Seven Brothers (Comedy, Drama, Musical, Romance, 1954)
50		Mandingo (Drama, History, Romance, 1975)
50		Prince of Persia: The Sands of Time (Action, Adventure, Fantasy, Romance, 2010)
50		Remo Williams: The Adventure Begins (Action, Adventure, Comedy, Romance, 1985)
49		My Brilliant Career (Biography, Drama, Romance, 1979)
47		Comes a Horseman (Drama, Western, Romance, 1978)
47		Tall in the Saddle (Mystery, Western, Romance, 1944)
47		The Horse Whisperer (Drama, Romance, Western, 1998)
45		Snow Angels (Drama, Romance, 2007)
45		Firecreek (Romance, Western, 1968)
44		Bus Stop (Comedy, Drama, Romance, 1956)
43		The Ballad of Cable Hogue (Comedy, Drama, Romance, 1970)
41		Warlock (Romance, Western, 1959)
41		Last Train from Gun Hill (Romance, Western, 1959)
40		San wa (Action, Adventure, Comedy, Romance, 2005)
40		Angel and the Badman (Romance, Western, 1947)
40		The Man from Colorado (Romance, Western, 1948)
40		North West Mounted Police (Action, Adventure, Drama, Romance, 1940)
40		Solomon and Sheba (Drama, History, Romance, 1959)
40		Rio Grande (Romance, Western, 1950)
40		The Rebound (Comedy, Romance, 2009)
40		Cold Mountain (Adventure, Drama, History, Romance, 2003)
40		Lovers of the Arctic Circle (Drama, Mystery, Romance, 1998)
40		On Dangerous Ground (Crime, Drama, Film-Noir, Romance, 1951)
40		Flipped (Comedy, Drama, Romance, 2010)
40		Bad Girls (Romance, Western, 1994)
40		The Rainmaker (Romance, Western, 1956)
40		Dai lap mat tam 008 (Action, Comedy, Fantasy, Romance, 1996)
40		Decision at Sundown (Romance, Western, 1957)
39		Friends with Kids (Comedy, Drama, Romance, 2011)
39		Submarine (Comedy, Drama, Romance, 2010)
39		Australia (Adventure, Drama, Romance, 2008)
39		War and Peace (Drama, Romance, War, 1956)
39		Down in the Valley (Drama, Romance, Thriller, 2005)
39		Everyone Says I Love You (Comedy, Musical, Romance, 1996)
39		Harrison's Flowers (Drama, Romance, War, 2000)
39		The Great Race (Action, Adventure, Comedy, Romance, 1965)
39		Down in the Valley (Drama, Romance, Thriller, 2005)
37		El Cid (Adventure, Biography, Drama, Romance, 1961)
36		Please Don't Eat the Daisies (Comedy, Family, Romance, 1960)
35		The Holiday (Comedy, Romance, 2006)
35		Brooklyn (Drama, Romance, 2015)
35		Aanmodderfakker (Comedy, Romance, 2014)
35		Blue Valentine (Drama, Romance, 2010)
35		Anna Karenina (Drama, Romance, 2012)
35		Coming to America (Comedy, Romance, 1988)
35		The Red Violin (Drama, Romance, Mystery, 1998)
35		Jack Goes Boating (Drama, Romance, 2010)
35		The Egg and I (Comedy, Romance, 1947)
34		All I Want for Christmas (Comedy, Family, Romance, 1991)
34		Pursued (Drama, Romance, Thriller, 1947)
34		Footloose (Drama, Music, Romance, 1984)
34		Pure Country (Drama, Music, Romance, 1992)
34		Murphy's Romance (Comedy, Drama, Romance, 1985)
34		Mary Shelley's Frankenstein (Drama, Horror, Romance, 1994)
34		The Bank (Drama, Romance, Thriller, 2001)
34		Edges of the Lord (Crime, Drama, Romance, 2001)
34		Ondine (Drama, Mystery, Romance, 2009)
34		While You Were Sleeping (Comedy, Drama, Romance, 1995)
34		Bridget Jones's Diary (Comedy, Drama, Romance, 2001)
33		Conversation Piece (Drama, Romance, 1974)
33		The Great White Hope (Drama, Romance, Sport, 1970)
33		El Dorado (Drama, Romance, Western, 1966)
32		5 Card Stud (Mystery, Romance, Western, 1968)
32		The Red Mill (Comedy, Romance, 1927)
31		The Notebook (Drama, Romance, 2004)
31		Sleeping Beauty (Animation, Family, Fantasy, Romance, 1959)
31		Mr. Skeffington (Drama, Romance, 1944)
31		Cat Ballou (Comedy, Romance, Western, 1965)
31		Rio Lobo (Adventure, Western, Romance, 1970)
31		Sherlock Jr. (Action, Comedy, Romance, 1924)
30		The Parent Trap (Adventure, Comedy, Drama, Romance, 1998)
30		Is It Just Me? (Comedy, Romance, 2010)
30		Othello (Drama, Romance, 1995)
30		Dracula (Horror, Romance, 1979)
30		Ethan Frome (Drama, Romance, 1993)
30		Leave Her to Heaven (Drama, Film-Noir, Romance, 1945)
30		Milk Money (Comedy, Romance, 1994)
30		The Trap (Adventure, Drama, Romance, 1966)
30		Skin Game (Comedy, Romance, Western, 1971)
30		McLintock! (Comedy, Romance, Western, 1963)
30		Lakshya (War, Drama, Romance, 2004)
30		Serendipity (Comedy, Romance, 2001)
30		Aurora Borealis (Drama, Romance, 2005)
30		Honey I Blew Up the Kid (Adventure, Comedy, Family, Romance, 1992)
30		Starting Out in the Evening (Drama, Romance, 2007)
30		Onegin (Drama, Romance, 1999)
30		The City of Your Final Destination (Drama, Romance, 2009)
30		Je l'aimais (Drama, Romance, 2009)
30		White Christmas (Comedy, Musical, Romance, 1954)
30		Adoration (Drama, Romance, 2013)
30		This Is 40 (Comedy, Romance, 2012)
30		Garden of Evil (Action, Adventure, Drama, Romance, 1954)
30		The Electric Horseman (Comedy, Western, Drama, Romance, 1979)
30		Virginia City (Action, Drama, History, Romance, 1940)
29		Masquerade (Crime, Drama, Romance, 1988)
29		The Train Robbers (Comedy, Romance, Western, 1973)
29		Man's Favorite Sport? (Comedy, Romance, 1964)
29		Valley of the Dolls (Drama, Music, Romance, 1967)
29		Kicking & Screaming (Comedy, Family, Romance, 2005)
29		North to Alaska (Comedy, Romance, Western, 1960)
29		I Dreamed of Africa (Adventure, Drama, Romance, 2000)
29		The Wind (Drama, Romance, Western, 1928)
29		Band of Angels (Drama, History, Romance, 1957)
29		A Nightmare on Elm Street 5: The Dream Child (Fantasy, Horror, Romance, 1989)
29		Wuthering Heights (Drama, History, Romance, 1992)
28		From Noon Till Three (Comedy, Romance, Western, 1976)
28		Man of the West (Drama, Romance, Western, 1958)
28		Support Your Local Sheriff! (Action, Comedy, Romance, 1969)
28		100 Rifles (Adventure, Romance, War, 1969)
28		Shane (Drama, Romance, Western, 1953)
27		Duel in the Sun (Drama, Romance, Western, 1946)
27		The Iron Horse (History, Romance, Western, 1924)
27		River of No Return (Adventure, Romance, Western, 1954)
27		Dust (Drama, Romance, Western, 2001)
27		The Claim (Drama, Romance, Western, 2000)
27		The Westerner (Drama, Romance, Western, 1940)
27		Rawhide (Drama, Romance, Western, 1951)
27		Son of Paleface (Comedy, Romance, Western, 1952)
27		Along the Great Divide (Adventure, Romance, Western, 1951)
27		Jubal (Drama, Romance, Western, 1956)
27		The Big Trees (Action, Romance, Western, 1952)
27		Across the Wide Missouri (Adventure, Romance, Western, 1951)
27		The Tall T (Romance, Thriller, Western, 1957)
27		Tribute to a Bad Man (Drama, Romance, Western, 1956)
27		The Big Trail (Adventure, Western, Romance, 1930)
27		All the Pretty Horses (Drama, Romance, Western, 2000)
27		Broken Arrow (Drama, Romance, Western, 1950)
27		Love Me Tender (Drama, Romance, Western, 1956)
27		Dark Command (Drama, Romance, Western, 1940)
26		Romeo and Juliet (Drama, Romance, 1968)
26		Charulata (Drama, Romance, 1964)
26		Amour (Drama, Romance, 2012)
26		Queen Christina (Biography, Drama, History, Romance, 1933)
26		Fellini's Casanova (Biography, Drama, History, Romance, 1976)
26		Little Children (Drama, Romance, 2006)
26		Deadly Is the Female (Crime, Drama, Film-Noir, Romance, 1950)
26		Masculin Féminin (Drama, Romance, 1966)
25		Walk Don't Run (Comedy, Romance, 1966)
25		This Property Is Condemned (Drama, Romance, 1966)
25		A Patch of Blue (Drama, Romance, 1965)
25		Penny Serenade (Drama, Romance, 1941)
25		Girls Will Be Girls (Comedy, Romance, 2003)
25		The Glass Bottom Boat (Comedy, Romance, 1966)
25		The Prime of Miss Jean Brodie (Drama, Romance, 1969)
25		I Love You, Alice B. Toklas! (Comedy, Romance, 1968)
25		Rachel, Rachel (Drama, Romance, 1968)
25		Women in Love (Drama, Romance, 1969)
25		A Walk on the Moon (Drama, Romance, 1999)
25		Robin Hood: Prince of Thieves (Action, Adventure, Drama, Romance, 1991)
25		Petulia (Drama, Romance, 1968)
25		The Girl on a Motorcycle (Romance, 1968)
25		A Countess from Hong Kong (Comedy, Romance, 1967)
25		Barefoot in the Park (Comedy, Romance, 1967)
25		A Guide for the Married Man (Comedy, Romance, 1967)
25		I Call First (Drama, Romance, 1967)
25		The Fortune Cookie (Comedy, Romance, 1966)
25		Ya shagayu po Moskve (Comedy, Romance, 1964)
25		The Miracle Woman (Drama, Romance, 1931)
25		Helen of Troy (Adventure, Drama, History, Romance, 1956)
25		Dear Wendy (Comedy, Crime, Drama, Romance, 2004)
25		Saving Face (Comedy, Drama, Romance, 2004)
25		Sous les jupes des filles (Comedy, Romance, 2014)
25		Pride and Prejudice (Comedy, Romance, 2003)
25		Platinum Blonde (Comedy, Romance, 1931)
25		The Man from Earth (Drama, Romance, Sci-Fi, 2007)
25		The Long, Long Trailer (Comedy, Romance, 1953)
25		Ta kokkina fanaria (Drama, Romance, 1963)
25		Ironclad (Action, Adventure, History, Romance, 2011)
25		Rust and Bone (Drama, Romance, 2012)
25		The Vow (Drama, Romance, 2012)
25		Wedding Crashers (Comedy, Romance, 2005)
25		Big Sur (Drama, Romance, 2013)
25		The Soft Skin (Drama, Romance, 1964)
25		The Longest Ride (Drama, Romance, 2015)

Notes: Movies similar to Will Penny, Movies like Will Penny, Romance, Western, Tom Gries, Charlton Heston, Joan Hackett, Donald Pleasence, Lee Majors, Films, Video, Movie Similarities