A sheet feeding device includes: a tip end holding portion configured to hold a tip end of the fed sheet at a first position on the downstream side in the sheet feeding direction in relation to a separation portion; a guide portion configured to guide the sheet; a movement unit configured to move the tip end holding portion and the guide portion between the first position and a second position closer to a feeding portion in relation to the first position; a release portion configured to release the sheet held by the tip end holding portion when the tip end holding portion moves from the first position to the second position; and a conveying portion configured to convey the sheet released from the tip end holding portion at the second position and convey the sheet in an area near the feeding portion in relation to the first position.