Main Street Stays

08/31/2026

Fire pit glowing, city views flowing, and nobody arguing over the room size. This is what peak vacation looks like.

08/30/2026

S’mores on the rooftop? Check. Beating your friends at foosball? Check. Finding a place that fits all 8 of you without anyone sleeping on a couch? Big check.

08/30/2026

08/29/2026

You could stay home.

Or you could sleep somewhere adorable, walk to downtown, drink good coffee, eat good food and pretend you’re on a much bigger vacation.

We vote for option two. 😉

08/27/2026

Girls’ trip? ✔️
Guys’ weekend? ✔️
Date night? ✔️
Family getaway? ✔️
“Let’s just get out of the house”? ✔️

Main Street Stays has entered the chat. 👋

08/26/2026

For the people whose personality is 50% cozy and 50% “make it moody.” 🖤

The Barrel Off Main was made for you.

08/25/2026

Warning: Rosé Off Main may cause excessive patio sitting, unnecessary photos, and absolutely no desire to leave. 💕

08/25/2026

There’s always something happening in Waterloo!✨

Check out what’s coming up and mark your calendars! We can’t wait to see you around town!