Sunday, 30 April 2941 T.A.: Thorin & Company cross the Brandywine Bridge

On this day, in 2941 T.A., Bilbo, Gandalf and the Dwarves set out very early, according to the 1960 timetable, cross the Brandywine Bridge in the late afternoon and camp about 10 miles further east.
Karen Fonstad, in her "Atlas of Middle-earth", agrees with the date of crossing the Brandywine.

Since I could not find any other illustration of the Brandywine Bridge, I submit my own here that I made for my late father two years before his death. The view is from the southwest.

The Brandywine Bridge, by Andreas Möhn 1998

Saturday, 29 April 2941 T.A.: Lodging in Whitfurrows

Cover illustration of the first German edition of "The Hobbit", by Horus Weber, 1957.

On this day, in 2941 T. A., Thorin & Company lodged in the town of Whitfurrows in the Eastfarthing, according to Tolkien's 1960 timetable reproduced in "The History of the Hobbit" by John Rateliff. Karen Fonstad achieved about the same result in her "Atlas of Middle-earth", based on averaged travel distances.

Friday, 28 April: The All-welcome inn

Emil Doepler, 1876: Dwarf-smith

On this day, in 2941 T. A., Thorin's Company with Gandalf and Bilbo lodged in the All-welcome Inn at the junction of the Great East Road and the Greenway.

This event is not mentioned in "The Hobbit" but found in a timetable that Tolkien compiled in 1960 for a revision that was soon abandoned. The timetable, published by John D. Rateliff in "The History of the Hobbit, p. 816 et seq., is incompatible with the published "Hobbit" in its latter part but agrees with Karen Fonstad's reconstruction of the travel route in its earlier parts and therefore is included here.

Thursday, 27 April: Bilbo Baggins departs from Bag-end

Balin on his pony. Illustration by Evelyne Drouhin, France, 1969

On this day, in 2941 T.A., Bilbo Baggins was scolded by an Istar named Gandalf for having overslept, rushed out of the door forgetting any handkerchief and just made it to the meeting-point with Thorin Oakenshield's Dwarves in Bywater at 11.00 o'clock.

The Dwarves, Gandalf and Bilbo set out at a very leisurely pace, spending a good month on a road that was usually ridden in half that time. Maybe they spent more days in the "Prancing Pony" than Bilbo was ready to admit in his memoirs.

Gandalf. Tea. Wednesday.

An Unexpected Party. Illustration by Horus Engels, Wolfsburg (Germany), 1957

On this day, Wednesday, 26 April 2941 T. A., Bag-end was invaded by thirteen Dwarves and one Istar who requested Mr. Bilbo Baggins, Esq., to apply for a vacant position as master-thief.

According to the computations presented in the companon volume "The Moon in 'The Hobbit'", there was a new moon that night.

Tuesday, 25 April: Gandalf meets Bilbo

Gandalf at the door of Bag-end. Illustration by Horus Engels, Wolfsburg, 1957

On this day, in 2941 T. A., Mr. Bilbo Baggins esq., of Bag-end, received an unexpected (and unwelcome) visit by a wizard named Gandalf who kindly invited himself and some others for tea.

Thursday, 21 April 2841 T. A..: Thrain departs for Erebor

On this day in 2841 T. A., Thrain departed for Erebor and was never seen again.

The date has been amended in the second edition of "The Hobbit". In the Shire Reckoning, however, 21 April is Friday (or Highday). The origin of this discrepancy is discussed in our companion volume "The Moon on the Hobbit".

26 March 2941: Gandalf meets Thorin in Bree

On this day in 2941, T.A., Gandalf meets Thórin Oakenshield in Bree. They discuss options how to regain the Lonely Mountain.

(Source: https://www.amazon.de/Moon-Hobbit-Phases-seas…/…/ref=sr_1_1… , p. 53)

6 April: Today is the New Year of the Elves.

It is Thursday according to the Shire Reckoning. On this day in 2941 TA, Gandalf the Grey meets Holman Greenhand and learns that Bilbo Baggins has left Bag-end on the previous day. Bilbo will stay away for a couple of more days.

(Source: https://www.amazon.de/Moon-Hobbit-Phases-seas…/…/ref=sr_1_1… , p. 53, referring to "The Quest of Erebor" in "Unfinished Tales".)