City Cast Madison logo

Treat Yourself to the Best Solo Dates in Madison

Posted on February 11, 2025   |   Updated on September 30, 2025
Rob Thomas

Rob Thomas

A woman sitting alone at a table in a restaurant.

Sometimes a meal on your own can be a great date night. (Westend61/ Getty Images)

No date? No problem. While Valentine’s Day is typically thought of as a time for couples, it’s essential to love and appreciate yourself first before trying to connect with another person. Here are some ideas for solo dating in Madison, for Valentine’s Day and any time you want to show your favorite person a little affection.

🧘Take a Meditation Class

Meditation can be a great practice to be present in your body and pay attention to how you’re feeling. Listen to the City Cast Madison podcast today as host Bianca Martin talks to Buddhist monk Khenchen Konchog Gylatsen Rinpoche about the benefits of the meditation practices he hosts through the Wil-Mar Center and the importance of self-love and community care.

City Cast

A Madison Buddhist Monk's Guide To Self-love & Compassion

00:00:00

💆 Get a Massage

Now that you’ve gotten your mind right with meditation, treat your body with a massage. Indulge Spa, Kneaded Relief, and A Healer’s Hand are three locally-owned options that will take good care of you.

🚶 Take a Nature Walk

Sure, it’s a little chilly out there, but if you’re bundled up and the sun is shining, a Wisconsin nature walk can be invigorating as well as beautiful. Stroll through the Arboretum (and maybe search for the Lost City), or take a walk out to Picnic Point and gaze out on frozen Lake Mendota.

📚 Browse an Indie Bookstore

A great way to spend an afternoon is looking for your next great read at an indie bookstore in Madison, like Lake City Books, A Room of One’s Own, and Leopold’s Book Bar Caffe. As the name implies, you can also get coffee or a cocktail at Leopold’s while you browse.

🍜 Have a Great Solo Dinner Out

It might feel a little awkward going out to dinner by yourself, but trust me – everybody’s focusing on their own thing and nobody cares that you’re all alone. My advice is to eat at the bar at a nice place like the Tornado Room, Merchant or Nattspil, and bring that new book you got at the indie bookstore for company. Also, just like you wouldn’t want to be constantly on your phone on a date with another person, put it away and enjoy being out on your own.

🍿Take Yourself to a Movie

There is nothing like seeing a movie on your own – you don’t have to negotiate with somebody else about what to see, and you don’t have to share your popcorn. If you’re in a romantic frame of mind, AMC Fitchburg is showing a restored version of 1990’s “Ghost” starting on Valentine’s Day, and Marcus Palace is showing, “Let the Sparks Fly,” an all-day marathon of Nicholas Sparks movies (including, you guessed it, “The Notebook”) on Saturday.

On Valentine’s Day, Union South Marquee Theater is hosting a double feature of two somewhat unusual love stories, “Lisa Frankenstein” and “Portrait of a Lady of Fire.” And it’s free!

Share article

Hey Madison

Sign up for your free daily toolkit to get the most of the city you love.

Can't subscribe? Turn off your ad blocker and try again.

Madison's Best

See All
Madison's BestOctober 13

Practice Shelf-Care at the Wisconsin Book Festival

Discover your next great read at the 25th annual Wisconsin Book Festival Fall Celebration, Oct. 15-18. Enjoy free author events for all a...

A group of people browse a table of books in a bright sunlit space.
Madison's BestOctober 8

Your Favorite Spots To Meet Your Neighbors in Madison

City Cast Madison Neighbors share their favorite places in Madison.

Rolling green hills with wildflowers.
Madison's BestOctober 5

Where To Get Scared in Madison for Spooky Season

Looking for a scare this October in Madison? From horror movies to haunted forests and eerie ghost tours, here is your ultimate guide to...

A poster for "Jeckyll & Hyde" - a ballet dancer in black leaps in front of a foggy, London background.
Madison's BestOctober 1

What To Do in Madison in October 2026

Plan your perfect October 2026 in Madison! Check out the 25th Wisconsin Book Festival, cheer on the Badgers, tour haunted spots, and find...

City Cast Madison’s Hayley Sperling, Bianca Martin, Rob Thomas, and Jade Iseri-Ramos stand in front of a wooden arch-shaped bookcase that is holding books that will be featured at the Wisconsin Book Festival Fall Celebration.
Madison's BestSeptember 23

‘Park People’ Will Satirize Madison’s Protest Culture

Madison filmmaker Corey Holl launches a crowdfunding campaign for his new political satire, "The Park People." Explore the proof-of-conce...

Two production staff members on the left hold equipment and a microphone for two actors sitting on a park bench being filmed.
Madison's BestSeptember 8

Ann Garvin Has a Surprise in Store For Her Readers

Madison author Ann Garvin shares her glee in throwing readers a curveball with her poignant, messy new novel, hitting stores September 8.

Author Ann Garvin poses in front of a red wall.
Madison's BestSeptember 1

What To Do in Madison in September 2026

Discover the best things to do in Madison, Wisconsin, in September 2026! From vibrant fall festivals to concerts and athletic events, pla...

A post for the theater show "Steady as She Goes" by Erica Berman. An illustration of a woman with blue flowing hair that looks like ocean waves.
Madison's BestAugust 17

Madison Artist Knocks It Out of the Park With Brewers Mural

Madison artist Emily Balsley unveils her new "Seventh Inning Stretch" mural at Fitchburg’s McKee Farms Park, inspired by her Brewers T-sh...

A woman paints a mural on a wall. The mural has a cornflower blue background and is populated with people and animals in Brewers uniforms and caps..

The latest in Madison

Madison, ExplainedOctober 7

UW-Madison Professor Receives Nobel Prize in Physics

Discover the backstory behind UW-Madison professor Francis Halzen's Nobel Prize in physics for pioneering the IceCube Neutrino Observator...

An observatory at the South Pole. A metal structure sits on a desolate landscape with the cosmos above it.
Food & DrinkOctober 1

The Best Fall Drinks To Try in Madison

Looking for the perfect pumpkin spice or autumnal drink? Here is your guide to the best coffee shops and bars serving special fall bevera...

A group of multi-colored cocktails sit on a wooden bar.
Neighborhood GuidesSeptember 29

Browse the Imagination Center, Madison’s Newest Library

Explore Madison's new Imagination Center at Reindahl Park—the city's first public library in 26 years. Take a virtual tour of this vibran...

The outside of the Imagination Center. A blue tiled buildiing with a sign that read "Library."
Madison, ExplainedSeptember 28

What To Know About The Proposed BECI Transmission Line

The 190-mile BECI high-voltage transmission line aims to secure Wisconsin’s grid, but locals and the Dane County Board are demanding dela...

Two large electric towers stand next to a white house.
Food & DrinkSeptember 24

The Best New Restaurants in Madison

This month’s list of the area’s best new restaurants includes a new outpost for a wildly popular local pizza chain, a new sushi spot near...

People eating at booths in a restaurant with a glassed-in kitchen at the rear.
Madison, ExplainedSeptember 22

Know the Constitutional Amendments On Your Fall Ballot

Wisconsin's Nov. 3 election features key governor and legislative races—plus three Republican-backed constitutional amendments. Learn wha...

Multiple red, white, and blue "I Voted" stickers are scattered on a white table.
Madison, ExplainedSeptember 21

Big Changes Planned For Madison’s Breese Stevens Field

As Breese Stevens enters its second century, its owners plan to increase the number of concerts and events. But some neighbors of the fie...

A band playing on an outdoor stage in front of an audience.
Madison, ExplainedSeptember 15

The House on the Rock Is Even Weirder Than You Think

Located about an hour west of Madison, The House on the Rock is one of Wisconsin's most infamous, and certainly oddest, tourist attractio...

People in a narrow room covered in glass.