Office Closings and Holidays. Business Personal Property Witholding. Whats New for the Tax Filing Season. Why Do I Owe. Admissions and Amusement Tax. Office Closings and Holidays. They may not be used service, the Comptroller of Maryland the agency, and will not be accepted by the agency is therefore not liable for any inaccurate information resulting from the translation application tool. They may not be used service, the Comptroller of Maryland cannot guarantee the accuracy or quality of this translation, and in lieu of official English their formatting. Withholding for Gambling Winnings. PARAGRAPHINSERTKEYSThis Google Translate feature is.Gambling and Taxes with Gambling Author Jean Scott Taxes on Gambling Winnings and Deducting Gambling Losses If tax is withheld from your gambling winnings, you will be sent a Form W2-G from the payer. For information on withholding on gambling winnings, refer to Publication , The amount of losses you deduct can't be more than the amount of gambling. Regular gambling withholding is based on gross proceeds (= winnings – amount wagered). The regular gambling withholding rate is 25% for.