Yom Tov:[1]

*See Chapter 11 for the full details of this subject!

The circumcision of an infant is to be performed on the eighth day after birth even if it falls on Yom Tov.

Delayed Bris:[2] If it is past the child’s eighth day and for whatever reason[3] the child has yet to be circumcised, then the circumcision may not be done on Yom Tov. In the Diaspora, the circumcision is to be delayed until after the second day of Yom Tov.[4]

Bein Hashmashos-A child who was born during twilight:[5] A child who was born during Bein Hashmashos which is Safek eight days prior to a holiday [i.e. Bein Hashmashos of Sunday or Monday and Yom Tov is next Monday], then the circumcision is not to take place on Yom Tov, but rather after Yom Tov. Some Poskim[6] rule that in the Diaspora, the circumcision is to be delayed until after the second day of Yom Tov. Other Poskim[7], however, rule that in the Diaspora the circumcision is to take place on the second day of Yom Tov, with exception to Rosh Hashanah, by which it is to be delayed until after both days of Rosh Hashanah. [Some Poskim[8] rule that the above debate is only in the event that the second day of Yom Tov is definitely past the eighth day from birth, such as if the child was born Bein Hashmashos of nine days earlier and hence the second day of Yom Tov is either the ninth day or 10th day. If, however, the second day of Yom Tov is the eighth day from birth, and hence the second day of Yom Tov is either the eighth day or ninth day then everyone agrees that the circumcision is to be done on that day.]

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[1] Michaber Y.D. 266:8; See Encyclopedia Talmudit Vol. 46 Erech Mila p. 525-526

[2] Michaber Y.D. 266:2; Shevach Habris 8:1

[3] Such as the infant was ill and could not be circumcised on his eighth day. [Admur ibid]

[4] Birkeiy Yosef O.C. 331:3 in name of Tashbeitz 3:284

[5] Michaber Y.D. 266:8

[6] Michaber ibid; Rosh; Chasam Sofer 250; Tashbeitz 3:284; Pischeiy Teshuvah 266:7 that the main opinion is like this opinion; Noda Beyehuda O.C. 30, brought in Pischeiy teshuvah 266:7 that this is the main opinion

[7] Shach Y.D. 266:8; Rambam; Semag Asei 28; Kol Bo 73; Noda Beyehuda O.C. 30, brought in Pischeiy teshuvah 266:7 that one who is lenient like this opinion is not to be protested

[8] Noda Beyehuda O.C. 30, brought in Pischeiy Teshuvah 266:7