Sleep On It!
וַיִּפְגַּ֨ע בַּמָּק֜וֹם וַיָּ֤לֶן שָׁם֙ כִּי־בָ֣א הַשֶּׁ֔מֶשׁ וַיִּקַּח֙ מֵאַבְנֵ֣י הַמָּק֔וֹם וַיָּ֖שֶׂם מְרַֽאֲשֹׁתָ֑יו וַיִּשְׁכַּ֖ב בַּמָּק֥וֹם הַהֽוּא׃
He came upon a certain place and stopped there for the night, for the sun had set. Taking one of the stones of that place, he put it under his head and lay down in that place.
וישכב במקום ההוא. לְשׁוֹן מִעוּט; בְּאוֹתוֹ מָקוֹם שָׁכַב אֲבָל י"ד שָׁנִים שֶׁשִּׁמֵּשׁ בְּבֵית עֵבֶר לֹא שָׁכַב בַּלַּיְלָה, שֶׁהָיָה עוֹסֵק בַּתּוֹרָה:
וישכב במקום ההוא AND [HE] LAY DOWN IN THAT PLACE —The word ההוא, that, has a limitative force: in that place he lay down to sleep, but during the previous fourteen years when he sat under his teachers in the School of Eber he never slept at night for he was incessantly engaged in the study of the Torah (Genesis Rabbah 68:11).

What question is Rashi answering?

וישכב במקום ההוא ולא על כרים וכסתות אף על פי שהיה קרוב לעיר כדכתיב, ואולם לוז שם העיר לראשונה. אלא לפי שהיה רוצה להשכים בבקר כדכתיב וישכם אברהם בבקר. ואם היה מתאכסן בתוך העיר לא היה יכול לצאת בהשכמה שהשערים סגורים. ד״‎א לכן שכב חוץ לעיר לפי שמקום מבוא העיר היה נעלם כדכתיב בשופטים גבי לוז, הראנו נא מבא העיר, ולא היה יכול אדם לעמוד על פתחה.

וישכב במקום ההוא, “he lay down in that place.” The Torah emphasises that he lacked the normal means to ensure a good sleep, i.e. sheets, cushion and a blanket to cover his body, even though he was very close to a town which could have furnished these items. This is why the Torah bothers to inform us that the name of that town used to be Luz when it was first founded. He was not forced to “rough” it, but seeing that he intended to get up early in the morning to continue on his journey, he chose to do this. We have proof of this when the Torah continued after relating his dream (18), with the words: וישכם יעקב בבקר, “Yaakov arose early in the morning.” If he had stayed at an inn in the town, he could not have left that early as the gates of the town were not yet open. An alternate exegesis: the reason why he stayed outside of the town overnight is that he did not know where the entrance to the town was located as we know from Judges 1,24, where it is written concerning Luz: הראנו נא מבא העיר, “please show us where the entrance to the town is located.”

How could Yaakov go to sleep in such a holy place?!

What is the physical difference between standing (or sitting) and lying down? What might that represent, spiritually?

ספר השיחות תשנ"ב ע' 141

ברוחניות הענינים: דער חלק העליון פון דעם מענטש באדייט דער רוחניות'דיקער תוכן ומהות זיינער, דער חלק התחתון שלו באדייט בעיקר זיין גשמיות.

The Lubavitcher Rebbe, Sefer HaSichos 5752 (1991) p.141

The upper part of a person's body indicates their spiritual element, while the lower part of a person's body represents primarily their physical being.

Having one's "head" on the same level as one's "body" doesn't sound like a very good thing. But since Hashem made Yaakov sleep in this place, in this way, could there be a positive way to understand it?

ספר השיחות תשנ"ב ע' 141

דוקא מצד דעם וואס דאס איז מקום המקדש, וואס דארטן איז (דערנאך געווען) תכלית ושלימות המשכת גילוי אלקות... האט דאס געבראכט "וישכב" למעליותא, די התאחדות גמורה פון מטה ומעלה דורך גילוי העצמות.

וואס דאס איז וואס דער פסוק איז גלייך ממשיך "ויחלום והנה סולם מוצב ארצה וראשו מגיע השמימה והנה מלאכי אלקים עולים ויורדים בו, והנה ה' נצב עליו וגו'", דער חיבור ואיחוד "ארצה" און "השמימה" דורך עצמו"ה...

The Lubavitcher Rebbe, Sefer HaSichos 5752 (1991) p.141

The very fact that the place where Yaakov slept was the location that the Beis HaMikdash would later be built -- and that place had the ultimate G-dly revelation -- brought to "and he lay down" in a positive way, namely, the total unity of Above and below, through the revelation of G-d's Essence.

And this is precisely what the following verse indicates: "He then dreamed that there was a ladder fixed to the ground with its top reaching up the the heavens, and there were angels of G-d ascending and descending it, and the Eternal was there, standing over him..."

The "ground" became united with the "heavens," because Hashem's Essence was revealed.