Chesterfield Township Date Night
8 stops · about 4 hours · Updated October 5, 2026
Build a date night in Chesterfield Township, MI around dinner, a cocktail and something sweet, with choices that range from quiet booths to pub entertainment. Start at Jillian's Coney Island & Grille for hot dogs, burgers and a laid-back counter-and-booth setting. It closes at 8 p.m. Monday through Saturday and 3 p.m. Sunday, so make it an early dinner. Texas Roadhouse brings American steakhouse fare with a Southwestern spin and a lively atmosphere, while Applebee's Grill + Bar offers comfort food, small plates and late-night dining.
For a cocktail, LongHorn Steakhouse pairs an on-site bar with a cozy, quiet, ranch-style setting. Hamlin Pub takes a different direction, with cocktails, sports on big screens and listed entertainment that includes live music, karaoke and trivia. For an activity stop, Premier Lanes combines 34 bowling lanes with an attached full-service restaurant; call ahead for open bowling availability.
Finish with Crumbl Cookies, where the weekly rotating menu includes made-from-scratch cookies and chilled desserts, available for takeout rather than dine-in. World's Finest Frozen Custard adds another sweet-stop option at 33538 23 Mile Rd, with takeout and free lot parking. Bring cash for that stop, and plan dessert before its 9 p.m. closing.
Dinner
evening
Stop 1
Jillian's Coney Island & Grille
4.5(1606)Chesterfield
Jillian's earns its dinner spot with hot dogs, burgers and booth seating in a casual, cozy, quiet setting suited to a low-key date.
Stop 2
Texas Roadhouse
4.4(4228)Chesterfield
Texas Roadhouse brings American steakhouse fare with a Southwestern spin, a lively casual setting and an on-site bar serving cocktails.
Stop 3
Applebee's Grill + Bar
4.4(3692)Chesterfield
Applebee's combines hearty American food, cocktails and desserts in a casual, cozy setting, with late-night dining and happy-hour food and drinks.
Cocktails
evening
Stop 4
LongHorn Steakhouse
4.4(736)Chesterfield
LongHorn earns its cocktail stop with an on-site bar serving cocktails, wine and beer in a cozy, quiet, ranch-style space.
Stop 5
Hamlin Pub
4.2(1136)Chesterfield
Hamlin Pub pairs cocktails and happy-hour drinks with sports on big screens, plus listed entertainment including live music, karaoke and trivia.
Stop 6
Premier Lanes
4.1(1304)New Baltimore
Premier Lanes adds an activity to date night with 34 bowling lanes and an attached full-service restaurant, with open bowling availability checked by phone.
Something sweet
night
Stop 7
Crumbl Cookies
4.8(1274)Chesterfield
Crumbl supplies a sweet finish with made-from-scratch cookies baked daily, a rotating weekly dessert menu and takeout, pickup and delivery options.
Stop 8
World's Finest Frozen Custard
4.6(950)New Baltimore
World's Finest Frozen Custard earns its sweet-stop place as a casual ice cream shop offering takeout, cash-only payment and free lot parking.
