Midland Date Night
8 stops · about 4 hours · Updated October 6, 2026
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Build a date night in Midland, MI around dinner, a cocktail and something sweet, with closing times shaping the order. Start at O’s Mid & Main for comfort food with vegetarian and vegan options, plus outdoor seating and an on-site bar. For an earlier meal, MIDLAND PASTY COMPANY serves handmade Michigan pasties with counter service and closes at 6 p.m. Tuesday through Friday. Laskos Restaurant offers sandwiches and diner staples in a casual setting with booths and counter seating; its listed hours end at 3 p.m.
For cocktails, choose Nord Social’s Scandinavian hygge-inspired gathering space or WhichCraft Taproom’s cozy, brick-lined setting. Nord Social also hosts local artists and musicians, while WhichCraft serves pub food alongside cocktails, local craft beer, cider and wine. Oxygen Lounge is temporarily closed until further notice.
Finish with Heather & Holly’s handmade chocolates, caramel corn or fudge; the shop stays open until 9 p.m. Friday and Saturday. For European desserts and pastries from Chef Sergey's Bakery, make the sweets stop earlier: it closes at 6 p.m. on weekdays and 4 p.m. on weekends, with takeout available.
Dinner
evening
Stop 1
O’s Mid & Main
4.8(281)Midland
O’s Mid & Main covers dinner with comfort food, vegetarian and vegan options, while its on-site bar and outdoor seating add choices.
Stop 2
MIDLAND PASTY COMPANY (fka Shier's Pasties)
4.7(267)Midland
Handmade Michigan pasties and a casual, cozy, quiet setting give MIDLAND PASTY COMPANY a place for an early dinner with counter service.
Stop 3
Laskos Restaurant
4.6(1413)Midland
Laskos Restaurant offers sandwiches, diner staples and coffee with booth and counter seating, making it an earlier stop with hours ending at 3 p.m.
Cocktails
evening
Stop 4
Nord Social
4.8(43)Midland
Nord Social pairs cocktails with a cozy, Scandinavian hygge-inspired setting, indoor and outdoor seating, and programming that includes live music and trivia.
Stop 5
WhichCraft Taproom
4.6(1053)Midland
WhichCraft Taproom offers cocktails alongside local craft beer, cider and wine, with pub food, table service and a cozy, brick-lined setting.
Stop 6
Oxygen Lounge
4.6(81)Midland
Oxygen Lounge’s listed cocktails, food and live music explain its inclusion, but it is temporarily closed until further notice.
Something sweet
night
Stop 7
Heather & Holly
4.8(238)Midland
Heather & Holly supplies the sweet finish with caramel corn handmade in-store, handmade chocolates and more than ten flavors of handmade fudge.
Stop 8
Chef Sergey's Bakery
4.8(226)Midland
Chef Sergey's Bakery offers scratch-made European desserts, pastries and cookies, with coffee, a cozy setting and takeout for an earlier sweets stop.
