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OVERLAND PARK

Special Occasion Dinner & a Secret Bar

A wood-fired steakhouse or cozy Italian dinner, then a cocktail lounge hiding behind a boutique.

About $110–$226 for two3 hrs 2 minEstimated fit
Plan this date
Map of the stops for Special Occasion Dinner & a Secret BarA map of a neighborhood or two, not to scale, north at the top, with straight lines between stops. Stop 1, J. Gilbert's Wood-Fired Steaks & Seafood, the start. Stop 2, The Dressing Room at Heddi Monro, 1.3 miles from stop 1, 12 min drive. The route is about 1.3 miles end to end.METCALF AVESANTA FE DR12 min driveSTART J. Gilbert's…The Dressing Room12N¼ miSpecial Occasion Dinner & a Secret BarFoodDrinksDriveStraight lines between stops, not driving directions.Not to scale, north up. Map data © OpenStreetMap contributors
The route is about 1.3 miles end to end. © OpenStreetMap

Whole route inGoogle Maps Apple Maps

Also close by
  • Sugar Llamas, food, 2 min walk from stop 1
  • The Culinary Center of Kansas City, art, 2 min walk from stop 2
  • Red Kitchen KC, food, 2 min walk from stop 2
  • The Inked Page, shopping, 2 min walk from stop 2
  • Overland Park Farmers' Market, shopping, 2 min walk from stop 2
  • Johnson County Arts & Heritage Center, music, 3 min walk from stop 1

The stops

  1. J. Gilbert's Wood-Fired Steaks & SeafoodDinner within your own budget; reserve ahead.about 100 min · 8901 Metcalf Ave, Overland Park, KS 66212 · hours checked recently · then 12 min driveWebsite Google Maps Apple Maps Rotates by date and hours. Also possible: Ricco's Italian Bistro, Cinzetti's Italian Market.
  2. The Dressing Room at Heddi MonroA nightcap in the hidden lounge; reserve a table.about 70 min · 7900 Conser St, Suite 20, Overland Park, KS 66204 · hours checked recentlyWebsite Google Maps Apple Maps

How the night flows

Book dinner first, then drive to downtown Overland Park for the nightcap. The dinner rotates between places open on your date.

Good to know

Reservations
Required
Parking
Confirm parking at each stop.
Getting around
Driving
Setting
Indoors
Alcohol
A big part of the night
What to wear
Comfortable shoes for short walks between stops.

Before you go

Hours, prices and reservations change. Anything we haven't recently source-checked is marked “Confirm today” in the planner rather than presented as fact. Check the venue's own page before you head out.

We last looked over this date on September 17, 2026. That is a review of the plan, not a promise that every detail is current.

Spot something closed, moved or wrong? Tell us so it can be fixed.

More date ideas in Overland Park

  • Noodles Then Mini GolfRamen, pho or dim sum, then 36 holes of mini golf, some of them inside a greenhouse.
  • Game Night, Your WayPickleball, axe throwing, an escape room or a retro arcade, then dinner. Both stops rotate by date and hours.
  • Dinner Theater NightA chef-prepared meal and a Broadway-style show in one evening, then a nightcap if you are not ready to go home.
  • Bakery Brunch & Yemeni CoffeeA scratch-made bakery or a Mexican breakfast spot, then a cardamom latte at Kansas City's first Yemeni-style coffee house.
  • Downtown Overland Park Lunch & WineLunch from a Palestinian-owned favorite, a Mexican breakfast-all-day spot or a burger pub, then a slow glass of wine.

All Overland Park date ideas →

Make it yours

Set your date, budget and mood and the planner will rebuild this into three options that fit, with swaps, timing and travel between stops.

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