THURSDAY
17th Annual Black History Month Celebration | Riverhead High School, 700 Harrison Ave., Riverhead, 631-369-6723
Doors open at 6 p.m. for this annual celebration featuring student performances, district-wide student projects, community guests and more; free. For more information, look here.
Wine Dinner | Southold Social, 56125 Main Road, Southold, 631-765-8888
At 6 p.m., chef Tom Schaudel teams up with Peconic Bay Vineyards for a five-course dinner with wine pairings. Tickets are $125 per person; for more info and to reserve, click here.
FRIDAY
Key to Your Tart | Chronicle Wines, 2885 Peconic Lane, Peconic, 631-488-0046
Sign up for this wine and dessert pairing with wines from Chronicle and Ali Katz Kitchen’s chocolate ganache cake and Linzer tarts on 2/13 and 2/14, with sessions from noon-6 p.m. Tickets are $55 per person and seats are limited; to reserve, click here.
Til Death Do Us Part | Ram’s Head Inn, 108 Ram Island Drive, Shelter Island Heights, 631-749-0811
At 5:30 p.m., enjoy a cocktail reception followed by a murder mystery comedy with a special 2-course dinner; dress in your festive best. $95 per person + tax and gratuity, with special rate for an overnight stay for attendees. To reserve, call 631-749-0811 or book here.
SATURDAY
Washington’s Day Parade | Greenport Fire Department, 236 3rd St., Greenport, 631-477-1943
The 181st annual edition of the parade kicks off at 1 p.m. down Main Street to Front Street, ending at FD Headquarters for games and refreshments; free. For more info, check here.
Flanneltine’s Day | Greenport Harbor Brewing Company, 42155 Main Road, Peconic, 631-477-1100
Wear your flannels between 1-4 p.m. in the Brewhouse for local vendors, live music by Rachelle Rossi and a limited release Valentine’s Day beer; free. At 6 p.m., The Realm takes to the stage; $10 cover charge. Bring a non-perishable food or personal care item for CAST. For more details, look here.
First Annual Poetry Fest | Eastern Front Brewing Company, 13100 Main Road, Mattituck, 631-905-1535
From 3-5 p.m., share your favorite love-related verse or just listen; all participants get $1 off pints, with live music to follow. No cover; for more details, check here.
Valentine’s Day Music Series | Hold Fast Fund Annex, 216 Main St., Greenport
The Hold Fast Fund sponsors this free concert series with the Nuclear Hillbillies playing from 4-6 p.m., Shuck ‘n Jive on stage from 6-8 p.m. and Jack Toad from 8-10 p.m. No cover, donations accepted; enter behind Little Creek Oysters at 211 Carpenter Street. For details, look here.
SUNDAY
Gene Casey | Cutchogue-New Suffolk Library, 27550 Main Road, Cutchogue, 631-734-6360
At 2 p.m., local rocker Gene Casey puts on a free show with Peter Crugnale on standup bass; refreshments to follow. To reserve, click here.
Simply Civics | Southold Free Library, 53075 Main Road, Southold, 631-765-2077
A discussion on affordable housing opportunities for the community takes place from 2-3 p.m.; free. For details, look here.