Yes, you need documentation to substantiate your charitable deductions. You should retain receipts, bank records, or written acknowledgments from the charitable organization for cash contributions. For non-cash donations valued at $250 or more, you must obtain a written acknowledgment from the charity. A qualified appraisal may be required for non-cash donations valued at more than $5,000. Proper recordkeeping is essential for claiming charitable deductions and complying with IRS requirements.