970 Main St, Peekskill
Happy Hours run long at this up-county gastropub; barflies can sample various draughts for $5 each from noon to 7 p.m. Plus, the bar stays open until “whenever the patrons head out,” which, on Monday nights, can be as late as 2 a.m. Call ahead for special events, like live music.
Lilly’s Oyster Bar
169 Mamaroneck Ave, White Plains
Monday nights are dedicated to the goddess of love at Lilly’s, where suitors looking to hedge their bets can sample four types of oysters (a purported aphrodisiac) and a glass of wine for $12, from 4 p.m. until closing.
Bowlmor White Plains
47 Tarrytown Rd, White Plains
Enjoy unlimited bowling every Monday night for $17.19 at Bowlmor White Plains, which includes a pair of shoes and a lane (first come, first served) from 8 p.m. until midnight closing. Indulge in drink and appetizer specials, and start your workweek off with a strike.