Cafe Monde
Restaurant in Winchester with highchairs and outdoor seating — 4.6★ (428 Google reviews).

Cafés · Winchester
The Square is a relaxed café in the middle of Winchester, with high chairs on hand and vegan options if that's what your table needs. There's outdoor seating too, so on a nice day you can let the kids have a bit more room while you enjoy your coffee. It sits at the mid-range end for price and holds a 4.3 rating across a few hundred reviews.

A little something creative for your next meal out. Filled with colouring, simple drawing prompts for cute animals, origami and conversation starters designed to bring more play, laughter and connection to the table. 3 free printable packs for toddlers, preschoolers and primary-aged children.
Restaurant in Winchester with highchairs and outdoor seating — 4.6★ (428 Google reviews).
Bakery in Winchester — 3.9★ (163 Google reviews).
Bright brunch spot opposite the cathedral with a kids' menu, high chairs and outdoor seating — but you can't book, so arrive early.