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Brookside and Waldo date ideas

There are 24 connected dates in Brookside and Waldo on Explore KC Together. They run from about $7 to $120 for two, and most cost $55 or less.

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The moods that come up most are relaxed, playful and romantic. 9 are alcohol-free. Places that show up in more than one date here: Betty Rae’s Ice Cream (Waldo), The Roasterie (Brookside) and Waldo Pizza.

Plan a date in Brookside and Waldo
Map of places in Brookside / WaldoA map of a neighborhood or two, not to scale, north at the top, with 31 places in Brookside / Waldo drawn as small icons for what they are. 5 more places are not shown on the map. BROOKSIDEWALDOWARD PKWYWORNALL RDTROOST AVEHOLMES RDCity Barrel Pizza + PatioBetty Rae’s Ice Cream (Waldo)Trolley Track Trail (Waldo)Brookside Farmers' MarketThe Brooksider Sportsbar & GrillRed Door Woodfired Grill (Brookside)SayachiTopsy's Popcorn & Baskin-Robbins (Brookside)Carmen’s CaféMeddys (Brookside)Charlie Hooper’s Brookside Bar & GrilleCru Bistro & BottlesWaldo PizzaJorjyShop Local KC (Brookside)a store named STUFFFoo's Fabulous Frozen CustardLeopold Gallery + Art ConsultingThe Corner CandleshopBella NapoliBrookside Toy & ScienceBrookside BarrioThe Roasterie (Brookside)HomeGrown Kansas City (Brookside)Bobby Baker's LoungeCosmo Burger (Waldo)Dodson's Bar & CommonsCrows Coffee (Waldo)BKS Artisan Ales (Brookside Tasting Room)Lew's Grill & BarMeyer Circle Sea Horse FountainN¼ miBrookside and WaldoEat 14Drink 5Coffee 2Art and fun 8Not to scale, north up. Map data © OpenStreetMap contributors
5 more places are outside this view. © OpenStreetMap
All 36 places, as a list

Eat

Bacaro Primo, Cru Bistro & Bottles, City Barrel Pizza + Patio, Waldo Pizza, Baba’s Pantry, Betty Rae’s Ice Cream (Waldo), Cosmo Burger (Waldo), Sayachi, Bella Napoli, Brookside Barrio, HomeGrown Kansas City (Brookside), Meddys (Brookside), Red Door Woodfired Grill (Brookside), Carmen’s Café, B.B.'s Lawnside Blues & BBQ, Foo's Fabulous Frozen Custard, Topsy's Popcorn & Baskin-Robbins (Brookside)

Drink

Charlie Hooper’s Brookside Bar & Grille, KC Bier Co. (Waldo), BKS Artisan Ales (Brookside Tasting Room), The Brooksider Sportsbar & Grill, Bobby Baker's Lounge, Lew's Grill & Bar

Coffee

The Roasterie (Brookside), Café Corazón (Brookside), Crows Coffee (Waldo)

Art and fun

Brookside Toy & Science, Dodson's Bar & Commons, Leopold Gallery + Art Consulting, Shop Local KC (Brookside), a store named STUFF, The Corner Candleshop, Jorjy, Brookside Farmers' Market

Outdoors

Trolley Track Trail (Waldo), Meyer Circle Sea Horse Fountain

Brookside Sushi & Craft Beer

Chef-owned sushi in Brookside, then a pint at the original craft beer bar.

About $64–$112 for two2 hrs 20 min2 stops

Brookside Beers & Waldo Pizza

Start at Kansas City’s original craft beer bar in Brookside, then head to Waldo for pizza with a huge topping list.

About $62–$82 for two2 hrs 20 min2 stops

Brookside Coffee & Curiosities

Coffee at The Roasterie, then browse puzzles, games and science curiosities along 63rd Street.

About $15–$55 for two1 hr 40 min2 stops

An Early Bistro Date in Brookside

Take an early meal at Cru, then finish with coffee a short walk away.

About $37–$94 for two2 hrs 10 min2 stops

A Waldo Walk & Pizza

A short daylight trail walk followed by pizza on Gregory Boulevard.

About $17–$29 for two2 hrs 10 min2 stops

Brookside Double Roast

Argentine-style coffee and mate on Main Street, then the air-roasted classic on Brookside Boulevard.

About $10–$40 for two1 hr 40 min2 stops

Waldo Coffee & a Trail Walk

Coffee on a big patio at Crows in Waldo, then a short daylight walk on the Trolley Track Trail.

About $7–$28 for two1 hr 30 min2 stops

Waldo Coffee, Then Ice Cream

Coffee on a big patio in Waldo, then a short stroll to a scoop of Betty Rae's ice cream.

About $14–$39 for two1 hr 20 min2 stops

Waldo Burgers & Ice Cream

Smash burgers and tots at the original Cosmo Burger, then a scoop down the street.

About $31–$47 for two1 hr 33 min2 stops

Brookside Dinner, Your Way

Dinner from a handful of Brookside kitchens, then coffee and a walk through the shops. The dinner spot rotates by night.

About $45–$110 for two2 hrs 4 min2 stops

Brookside Brunch & Browse

Brunch at HomeGrown, then a wander through the Brookside toy and science shop.

About $25–$70 for two2 hrs 3 min2 stops

Blues Matinee & Ice Cream

Barbecue and a free live blues matinee on a Saturday afternoon, then ice cream in Waldo. The sweet stop rotates by date.

About $32–$56 for two2 hrs 20 min2 stops

Brookside Dinner & the Sea Horse Fountain

Dinner in the Brookside shops, then a short drive to the Venetian sea horses at Meyer Circle for a photo.

About $50–$120 for two1 hr 54 min2 stops

Waldo Burgers & Betty Rae's

Burgers at Cosmo in Waldo, then a short walk to Betty Rae's for ice cream.

About $31–$47 for two1 hr 28 min2 stops

A Bier Hall, Then Shuffleboard in Waldo

German-style beer in the Bavarian-style bier garden at KC Bier Co., then a game of shuffleboard or an arcade round at Dodson's.

About $25–$100 for two2 hrs 27 min2 stops

Gallery, Local Shops & a Sweet Treat

Look at regional art at Leopold Gallery, browse Kansas City-made gifts, then share a frozen custard or an ice cream.

About $8–$18 for two1 hr 47 min3 stops

Saturday Farmers' Market & Coffee in Brookside

Wander the grower-only farmers' market, then coffee at The Roasterie and a browse through a Kansas City-made gift shop.

About $15–$41 for two2 hrs 15 min3 stops

Brewery Tasting Room, Then Dinner at Cru

Start with a beer at BKS Artisan Ales' Brookside tasting room, then have dinner at Cru Bistro & Bottles.

About $44–$108 for two2 hrs 36 min2 stops

Waldo Pizza, Then Pool at Bobby Baker's

Pizza at Waldo Pizza, then a game of pool or darts at Bobby Baker's, a historic neighborhood bar a few doors down.

About $26–$75 for two2 hrs 14 min2 stops

Corazón, Then the Brookside Saturday Market

Coffee in Brookside, then a lap through the outdoor farmers' market on Wornall before it closes at noon.

About $10–$47 for two2 hrs 33 min3 stops

Shawarma & Frozen Custard on Brookside

A quick Mediterranean supper at Meddy's, then frozen custard at Foo's, both on the Brookside strip.

About $20–$34 for two1 hr 23 min2 stops

A Gallery Browse & Dinner at Bacaro Primo

Look at regional art at Leopold Gallery, then a pasta dinner at Bacaro Primo on 55th Street.

About $52–$76 for two2 hrs 12 min2 stops

Waldo Pizza, Then Trivia at Lew's

Pizza at Waldo Pizza, then a short walk up Wornall to Lew's Grill & Bar for free Big 5 Trivia, five rounds of ten questions.

About $26–$40 for two3 hrs 11 min2 stops

Waldo Pizza, Then Stand-Up on 103rd

An early pizza in Waldo, then a short drive south to The Comedy Club of Kansas City for the 8:30 headliner show.

About $26–$40 for two3 hrs 16 min2 stops
Plan a date in Brookside and Waldo →