Grandparents Day Gift Guide · Sunday, September 13
The frame, the candle, the mug with the year on it: they have those. What they do not have is a reason to try the new place on the corner. Give a Downtown Madison Possibilities, good at over 50 independent businesses around Madison. Then go with them.


Not money, and not another object for the shelf. A morning at the diner, a browse through the bookshop, coffee that turns into an hour.
over 50 independent businesses in Madison. Their pick, not your guess.
What they spend goes to the Madison businesses they already walk past, not to a national chain.
These Madison businesses accept the Downtown Madison Possibilities Card. Let them decide which one.
The diner, the bakery counter, the coffee place around Madison where nobody rushes you out.
Food & Dining
402 State St., Madison, Wisconsin, 53703
Food & Dining
111 S Hamilton St, Madison, Wisconsin, 53703
Food & Dining
122 W Mifflin St., Madison, Wisconsin, 53703

Food & Dining
468 State Street, Madison, Wisconsin, 53703
Food & Dining
116 King Street, Madison, Wisconsin, 53703
Food & Dining
418 State St, Madison, Wisconsin, 53703
Bookshops, antique stores, garden centers. The kind of browse that fills an afternoon.
Retail
230 State Street, Stop 1, Madison, Wisconsin, 53703
Retail
203 W Gorham St., Madison, Wisconsin, 53703
Retail
429 State St., Madison, Wisconsin, 53703
Retail
429 State St, Madison, Wisconsin, 53703
Retail
436 State St., Madison, Wisconsin, 53703
Retail
216 North Henry Street, Madison, Wisconsin, 53703
Museums, galleries, a show around Madison. Better as a plan than as a package.
Beauty & Wellness
20 S. Carroll St., Madison, Wisconsin, 53703
Arts & Culture
100 N. Hamilton St., Madison, Wisconsin, 53703
Arts & Culture
201 State St., Madison, Wisconsin, 53703
Retail
319 State Street, Madison, Wisconsin, 53703
Arts & Culture
30 W. Mifflin St., Madison, Wisconsin, 53703
The barber, the salon, a wellness stop close to home. Time that is theirs.
Pick the delivery date during checkout and set it for Sunday, September 13, so a Downtown Madison Possibilities is waiting in their inbox that morning.

Pick the amount that feels right.
Say where you two should go.
Delivered by email, or print it to hand over. No shipping, no wrapping.
National Grandparents Day falls on the first Sunday after Labor Day, which makes it Sunday, September 13 in 2026. It has been a federal observance in the U.S. since 1978.
The Downtown Madison Possibilities is accepted at over 50 independent businesses in Madison: restaurants, cafés, bakeries, shops, and salons. They pick where and when.
Then this is probably the wrong gift for them, and it is worth saying so plainly. The Downtown Madison Possibilities is redeemable only at local businesses in Madison, so it suits someone who lives in or regularly visits the area. A grandparent who visits now and then can spend it on this trip. Unused balances can incur inactivity fees: a $3.00 fee will be deducted monthly starting on the 1st day after 12 consecutive months without card usage.
Choose an amount, add a note, and send it by email, or print it to hand over in person. Nothing ships.
Yes. Pick the delivery date during checkout and set it for Sunday, September 13.
Often that is exactly who buys it. It works the same way in that direction, as long as the grandchild is close enough to spend it at businesses in Madison.
E-delivery fees vary by community, and some communities cover them. Whatever applies to your order is shown at checkout before you pay, alongside the card amount and your total.
A Downtown Madison Possibilities they can spend at over 50 independent Madison businesses. Sent by email. Spent down the street.
Buy a Downtown Madison Possibilities