Everdell Farshore

Yes — both the Docks and the Lookout allow any number of workers, including multiple from the same player, and you resolve the location's effect when you place a worker there. (p. 6)

You may play a Critter for free by placing one of your Anchors onto an available Construction in your city that matches the Critter's color (max one Anchor per Construction), and Anchors are not returned if that card is later discarded — you only have three Anchors total. (p. 7)

When you play a card matching a Windrose tile, move your Ship forward to the next space for each matching tile (two spaces if it matches both), and any time you land on or pass a space showing a Treasure Chest you take one Treasure token regardless of what caused the movement. Note that some Windrose-triggered abilities only trigger from Windrose movement caused by playing cards. (pp. 7, 9)

No — there is a strict hand limit of 8 cards and you may never draw beyond it; you also normally draw from the deck unless an ability specifically allows drawing from the Bay (the Lookout explicitly lets you discard to draw from the deck and/or the Bay). (pp. 8, 6)

To claim a Map at the Dunes you must already have the required card types in your city and you take the top Map from that stack; you may only have one tile of each Map type, and Maps score by multiplying each Map tile's listed value (2/1/0) by the total number of Map tiles you possess (examples shown). (pp. 6, 7)

Players prepare for season only when they choose that action — you do not all prepare simultaneously — and the last player to prepare for spring, summer, or autumn performs the Winds of Change effect (and for summer also the High Tide effect). (p. 10)