Prepositions Worksheets - 15 Worksheets Library - Free Printable

Explanation:
We need to fill in each blank with the correct preposition. Let’s go sentence by sentence and think about what makes sense.

1. “I went to the play ___ my friend last night.”
→ When two people do something together, we use with.
✔ *with*

2. “He stayed awake ___ midnight.”
→ For a specific time like *midnight*, we use until (meaning he stayed awake up to that time).
Alternatively, *past* could work, but *until* is more natural for staying awake *up to* midnight. However, if he was still awake *at* midnight, we might say *at*, but the phrase “stayed awake ___ midnight” usually implies *until*.
Let’s double-check common usage:
- “He stayed awake until midnight.” ✔️
- “He stayed awake at midnight.” sounds odd — you don’t *stay awake at* a point unless emphasizing the moment, but “stayed awake” implies duration ending at a time. So until is best.
✔ *until*

3. “They walked ___ the river.”
→ If they walked *alongside* the river (not across or into), the preposition is along.
Common phrase: *walk along the river*.
✔ *along*

4. “The restaurant is ___ the highway.”
→ If the restaurant is located *next to* the highway, we say beside or next to, but among standard prepositions, beside is formal and fits well.
Also possible: *near*, *off*, *by*. But in basic grammar worksheets, beside or by are common. Let’s consider typical textbook answers:
- “The restaurant is beside the highway.” ✔️
- “The restaurant is by the highway.” also fine, but *beside* is more precise for “next to”.
Since this is a beginner worksheet, beside is likely expected.
✔ *beside*

5. “You have to sit ___ Tim and Stacey.”
→ If you sit *between* two people, it’s between.
✔ *between*

6. “Jay was upset ___ his mom.”
→ When someone is upset *because of* someone else (e.g., due to something the mom did), we use with.
Example: *He was angry with her.*
✔ *with*

7. “We found a puppy ___ of a box.”
→ The puppy was *inside* the box. So preposition is in.
✔ *in*

8. “Jack saw a cat sitting ___ the bench.”
→ If the cat is on top of the bench (not under or beside), we use on.
✔ *on*

Now let’s list all answers clearly:
1. with
2. until
3. along
4. beside
5. between
6. with
7. in
8. on

Double-checking each:
1. ✔ I went to the play with my friend.
2. ✔ He stayed awake until midnight.
3. ✔ They walked along the river.
4. ✔ The restaurant is beside the highway. (Alternative: *by* — but *beside* is more precise and commonly taught.)
5. ✔ You have to sit between Tim and Stacey.
6. ✔ Jay was upset with his mom.
7. ✔ We found a puppy in of a box. → Wait! Sentence says: “___ of a box.” That’s unusual. Let me reread:
“We found a puppy ________ of a box.”
Oh! It says “___ of a box”, not “in a box”. So the blank is *before* “of a box”.

That changes things!

Let’s re-express sentence 7:
“We found a puppy ________ of a box.”
Possible prepositions with *of*:
- *out of* → “out of a box” = the puppy came from inside the box. Very natural.
- *in of*? No.
- *on of*? No.
So it must be out — as in *out of a box*.

Yes! That makes perfect sense: “We found a puppy out of a box.” Meaning the puppy had been in the box and now is out.

So correction:
7. out

Similarly, check sentence 8 again: “Jack saw a cat sitting ___ the bench.” — definitely on.

Now final list:
1. with
2. until
3. along
4. beside
5. between
6. with
7. out
8. on

All make natural, grammatically correct sentences.

Final Answer:
1. with
2. until
3. along
4. beside
5. between
6. with
7. out
8. on