608today City Guide Play

We’re helping you plan your next 60(date) night in Madison

Got a hot new fling? Hoping to spice things up with your longtime partner? We’re here to help plan your next date in Madtown.

Mint Mark interior

The Mint Mark’s design aesthetic is perfect for date night. | Photo by 608today

Table of Contents

Kids, this is the story of how I met your mother, and it was all thanks to 608today. Okay, so maybe that’s not exactly how the 2000s sitcom went, but if Ted Mosby had consulted us for date night ideas, we could’ve shaved the show down to two seasons (and saved his kids a lot of time). Whether you’ve met “the one” or are hoping to impress someone new, we’ve got plenty of local date night ideas that are legen — wait for it — dary.

For the ones who want a night out on the town

East Washington Avenue
Catch a Forward Madison FC game before heading to the Robina Courtyard for dinner and drinks. Then, enjoy a night of friendly competition at the Aftershock Arcade.

608 Forward FC kick

Just hope your date doesn’t have a thing for soccer players. | Photo by 608today

Capitol Square
Take a free tour of the State Capitol and chat about what you learned over chips and queso at Canteen. Round it all off with an early evening show at the Overture Center. With everything in such close proximity, you can spend less time finding parking and more time flirting.

If the way to their heart is through their stomach

Mint Mark | 1929 Winnebago St. (Moving soon to The Standard)
This eatery serves up small plates that are great for sharing. This makes for an engaging meal full of food-centric conversation starters and even better meal starters — try the biscuits.

Harvey House | 644 W. Washington Ave.
Impress your date with a meal at one of New York Times’ top 50 restaurants in America. Customize the experience by indicating on your reservation whether you’d like to sit at the bar, in the main dining room, or in the more private upstairs dining area.

Turnkey | 1344 E. Washington Ave.
If you like Settle Down Tavern, you’ll love its elevated sister restaurant. Not ready for your date to end? Stick around after dinner for a game of shuffleboard.

Shuffleboard game at Turnkey

Some friendly competition could make or break your date. | Photo by Turnkey

For the ones who like to play games (just not with your heart)

I/O | 924 Williamson St.
Great for double dates, this large arcade bar offers games like pinball, Pacman, and even Dance Dance Revolution. Team up with your date or face-off against each other — winner pays for the next game.

Blind Shot Social Club | 177 South Fair Oaks Ave.
You don’t have to be a golf pro to have fun at Blind Shot. Reserve a golf simulator to play mini-games, or sit at the bar and try your luck at the indoor putting green.

Roll Play | 3241 Garver Green, Ste. 115
If your date likes bubble tea, board games, or craft beer this is the place to be. This casual board game cafe serves up Asian-inspired handhelds and hosts a variety of themed trivia and game nights.

If you’re really hoping that it works out

Lake Loop | Around Lake Monona
This 13-mile trip gives you plenty of time to chat with your date and enjoy local scenery. Pro tip: Take a pit stop at the Olbrich Biergarten or Monona Bait and Ice Cream Shop for a mid-ride pick-me-up.

Pickleball | Various locations
Madisonians are no strangers to the art of pickleball. If all goes well, you and your boo can join a local pickleball league to ensure some recurring date nights.

Boulders | 129 S. Carroll St.
What better way to practice trust in your budding romance than by relying on your other half to spot you as you traverse the rock-climbing wall? Be sure to get an orientation session if anyone in your party is a newbie.

If you love the great outdoors

Governors Island | 2 Governors Island Pkwy.
Think: Picnic Point, but less busy. This 3/4-mile paved hiking path offers a view of the isthmus from the north shore of Lake Mendota.

Marshall Boats | 2101 Allen Blvd., Middleton
Rent a tandem kayak and paddle into the sunset with your date. If you really want to get cheesy, opt for the swan paddle boat over at Wingra Boats.

Allen Centennial Garden | 620 Babcock Dr.
While strolling through this outdoor garden tucked away on the north side of campus, you’ll forget you’re just minutes away from the heart of downtown. Love can still bloom in the winter months, but you’ll have to head over to Olbrich’s indoor conservatory to see living flora.

Allen Centennial Garden

Allen Centennial is the perfect backdrop for your meet-cute.| Photo by 608today

If you want an “old fashioned”-style date

The Old Fashioned | 23 N. Pinckney St.
It doesn’t get more old fashioned than drinking an old fashioned at The Old Fashioned.

Monty’s Blue Plate Diner | 2089 Atwood Ave.
Transport yourself to the 1950s at this diner that’s known for its ample vegan options and stellar dessert menu. Order one milkshake with two straws to have your own “No Strings Attached” moment.

Vitense Golfland | 5501 Schroeder Rd.
Mini-golf is as classic of a date as they come. Cold outside? No worries, you can choose from the indoor or outdoor mini-golf course.

If you wanna show off by knowing all the hottest events in town

  • Shameless plug: Sign up for our daily newsletter, where we call out our top picks of things to do around town. Your date doesn’t have to know we’re behind it, you can take all the credit.
  • Stay up-to-date on the coolest local events around Madison with our events page (and check out this guide for our tips on navigating the page).

What did we miss? If you know a perfect date spot that’s not on the list, guide us in the right direction using this survey.

608today phone preview
Good news for Madison.
Get the best local news and events sent to your inbox each morning, for free.