[ManleyHouse Garden] Photos and replanting question

[ManleyHouse Garden] Photos and replanting question

Hi there! I am located in 5a - Madison, WI. I have been following along but haven't posted of yet. I have included some photos of our garden. My boyfriend build hip-height raised boxes out of cedar and we have been following a square-foot garden plan (except for the squash which have taken over the lower bed). My main question is when to start planting for extra fall crops of lettuce, carrots, radishes, etc... ? We really miss our lettuce since it bolted and I have never done a second planting - this is my first time gardening in the raised boxes too. Any suggestions? The books suggest mid-summer but it still seems to warm here and I have tomatoes that aren't ripening on the vine yet. I appreciate any help!
Cold box - early spring Cold box - early spring
This is just as things were starting to come up in May.
Strawberries Strawberries
Early shot again... but showing that the other box had June strawberry transplants.
Compost bins Compost bins
Back boxes Back boxes
This is just after I got some of the transplants in the ground.
Fast forward a few months... Fast forward a few months...
Squash Bed Squash Bed
Cold Box Cold Box
Cucumbers! Cucumbers!
Back boxes with unripe tomatoes Back boxes with unripe tomatoes
Rhubarb bed Rhubarb bed
Squash Squash
Squash Squash
Please tell me what this plant is?

Please tell me what this plant is?

plant id please

plant id please

My Room

My Room

Paint Problem

Paint Problem

What the heck is destroying my lilies?!

What the heck is destroying my lilies?!

im new.

im new.