What should a person who doubted having missed a pillar of prayer do?
All praise be to Allah, The Lord of The Worlds. The prayer of one who doubts having missed one of its pillars is valid, and nothing is due on him/her since having a doubt after offering the act of worship doesn`t undermine its validity. And Allah Knows Best.
Is the multiplication of reward for prayer in the sanctuaries of Makkah and Madīnah limited to the obligatory prayer, or does it include the voluntary prayer as well?
All praise is due to Allah, and peace and blessings be upon our master, the Messenger of Allah.
There is no difference between the obligatory (farḍ) and the voluntary (nafl) prayer in the ḥadīth on the multiplication of reward in the two Sanctuaries (al-Ḥaramayn), because the authentic ḥadīths are unrestricted and general in wording. It is therefore not permissible to restrict or specify them without evidence. Shaykh al-Islām Imam al-Nawawī (may Allah have mercy on him) said: “Our school holds that the superiority of prayer in the two mosques of Makkah and Madīnah is not limited to the obligatory prayer, but includes both the obligatory and the voluntary.” [al-Majmūʿ Sharḥ al-Muhadhdhab, Vol.8/p.476]
The multiplication of reward applies to whoever prays in al-Masjid al-Ḥarām or anywhere within the sanctuary (ḥaram). Al-Shirwānī (may Allah have mercy on him) said: “The more correct view according to al-Nawawī is that the multiplication of the prayer’s reward covers the whole sanctuary, and is not limited to the mosque, nor to Makkah itself.” [Tuḥfat al-Muḥtāj with the glosses of al-Shirwānī and al-ʿAbbādī, Vol.10/p.95]. And Allah Almighty knows best.
What is the ruling on bypassing a nearby mosque for a distant one?
Praise be to Allah, and peace and blessings be upon our Master, the Messenger of Allah.
If a distant mosque has a larger congregation (Jama‘ah) while the congregation in the nearby mosque is smaller, and the congregation in the nearby mosque is not adversely affected by the worshiper's absence, then it is better for him to pray in the distant mosque with the larger congregation. However, if the congregation in the nearby mosque would be affected by his absence—such as if he is its Imam, or if his presence encourages others to attend—then praying in the nearby mosque is better. This ensures that the congregation is established in two different locations within the community. This is based on the saying of the Prophet ﷺ: 'A man's prayer offered with another man is purer than his prayer which he offers alone, and his prayer with two men is purer than his prayer with one and if they are more (in number), it is more beloved to Allah, the Mighty the Majestic' (Narrated by Ahmad, Abu Dawood, and An-Nasa'i). And Allah the Exalted knows best.
Is it valid to have Suhoor before sleeping, even if it is before midnight?
Suhoor refers to the pre-dawn meal eaten after midnight to help a Muslim endure fasting. The closer it is to Fajr, the better.
The Prophet ﷺ said: "My Ummah will remain upon goodness as long as they hasten to break the fast and delay Suhoor." [Narrated by Ahmad]
This is because delaying Suhoor makes it more effective in providing strength for worship. However, if there is a risk of Fajr entering while eating, one should refrain from Suhoor out of caution.
The Prophet ﷺ said: "Leave what makes you doubt for what does not make you doubt." [Narrated by Al-Tirmidhi]