A Happy Hour Crawl in Grosse Pointe
4 stops · about 2 hours · Updated October 12, 2026
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Start this after-work happy hour crawl in Grosse Pointe, MI at Dirty Dog Jazz Cafe, 97 Kercheval Ave, with happy-hour drinks, small plates and live music in an intimate room furnished with dark wood and leather seats. Follow the walking order to Sidecar Slider Bar at 17051 Kercheval Ave for gourmet sliders, barrel-aged cocktails and craft beer, plus happy-hour food and drinks in a casual setting with bar games and sports viewing. Next comes Old Pony Martini Pub at 17008 Kercheval Pl, where happy-hour food and drinks share the bill with beer, cocktails and a cozy, lively atmosphere. Finish at The Charlevoix, 14927 Charlevoix St, for elevated bar food and cocktails at a neighborhood bar with indoor and outdoor seating. Wednesday through Friday, all four stops have evening hours; Dirty Dog closes at 9 p.m. Wednesday and Thursday and 10:30 p.m. Friday.
Happy hour stops
Stop 1
Dirty Dog Jazz Cafe
4.6(798)Grosse Pointe Farms
Dirty Dog Jazz Cafe pairs happy-hour drinks and small plates with live music in an intimate room with dark-wood decor and leather seats.
Stop 2
Sidecar Slider Bar - Grosse Pointe
4.6(452)Grosse Pointe
Sidecar Slider Bar brings gourmet sliders, barrel-aged cocktails and craft beer to the crawl, with happy-hour food and drinks, bar games and sports viewing.
Stop 3
Old Pony Martini Pub
4.6(368)Grosse Pointe
Old Pony Martini Pub offers happy-hour food and drinks in a casual, cozy setting, with bar games, sports viewing and outdoor seating.
Stop 4
The Charlevoix
4.6(405)Grosse Pointe Park
The Charlevoix rounds out the crawl with elevated bar food, cocktails and beer, plus happy-hour food and drinks in a casual neighborhood setting.
