Name: Squire on the Square
Address: 101 N Johnson St, Unit A, Woodstock, IL, 60098
Price range: $$

Squire on the Square

Iconic/NotableWoodstock (suburb) · American / Greek Community-sourced, unverified

📍 101 N Johnson St, Unit A, Woodstock, IL 60098

Squire on the Square took over the Old Courthouse's basement in downtown Woodstock in November 2024, after years of that historic building sitting on the edge of local restaurant speculation — the kind of space locals had been waiting to see filled with something that actually sticks.

It's a joint venture between the Linardos family, who've run the Village Squire chain for years, and restaurateur Bob Karas, and the menu leans on that same American-and-Greek blend: steaks, seafood, burgers, and seasonal specials, served under medieval-inspired decor that plays well off the building's own 19th-century bones. Being underground, inside a working county courthouse, gives it a genuinely different feel from a strip-mall tavern — you're eating inside a piece of McHenry County history, not just near one.

Hours reportedly run Tuesday through Sunday with Mondays off, later on weekends, though it's worth confirming before a visit since this is a newer opening. There's no posted discount or special here — the pitch is the setting and the scratch-made menu itself, not a deal.

Hours

Hours not listed — check before you go

🥡 Takeout unconfirmed

Amenities & accessibility

❔Takeout: unverified

❔Wheelchair access: unverified

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Squire on the Square

Squire on the Square took over the Old Courthouse's basement in downtown Woodstock in November 2024, after years of that historic building sitting on the edge of local restaurant speculation — the kind of space locals had been waiting to see filled with something that actually sticks.

Specials at Squire on the Square