Nostalgic Ways to Spend Your Long Island Saturday

Summertime and the livin’ is easy—at least it should be on the weekend. Take a break from adult hassles and head back to the days when your biggest worry was if you were going to wobble roller-skating. Consider these the best ways to have a nostalgic date with your Long Island Saturday.

Related Content: Natural Ways to Spend Your Long Island Saturday

Fuel Up

Krisch’s Restaurant and Ice Cream Parlor, Massapequa

A strawberry milkshake sitting on a counter at a 1950's diner

Everyone who’s anyone has heard of Krisch’s Restaurant and Ice Cream Parlor. Counters with bar stools, a full diner-style menu and homemade ice cream—it just screams Happy Days. Visitors can choose from pre-made creations like “Coco-Nuts,” (two scoops of coconut ice cream covered in marshmallow and coconut toppings) or build their own sundaes. Flavors run the gamut from rainbow cookie and fluffernutter to classic chocolate and strawberry. Phone: 516-797-3149 | Address: 11 Central Ave Click to taste

Hope’s Land of Candy, Island Park

HopesLandOfCandyBananaSplit copy

Hope’s is a one-stop shop for sweet tooths. From chocolate frogs, Turkish taffy and candy apples to banana splits, thick milkshakes and waffle cones, get ready to pencil in a cheat day or two. Old episodes of The Little Rascals play in the background to enhance the nostalgic vibes. Phone: 516-544-2244 | Address: 3951 Long Beach Rd Click to taste

Glen’s Dinette, Babylon

long island diners

Glen’s Dinette is a Babylon institution image:

The Babylon landmark transports visitors back to the 1950s with retro burgundy booths and vintage décor. Whether it’s breakfast or brunch, the food never falls short. Gourmet options include homemade hash and eggs, blueberry banana pancakes and crisp Belgian waffles. Phone: 631-669-4700 | Address: 23 E Main St Click to taste

Sweet Mama’s, Northport

Breakfast is served all day at the vintage, 50s-era restaurant furnished in a soft yellow, blue and white color scheme. Mama’s signature plates include country fried steak and eggs topped with Sweet Mama’s sawmill gravy, buttered grits, home fries and biscuits. Lunch and dinner are also available with fun options like chicken melts, sheperd’s pie and Mama’s homemade meatloaf. Phone: 631-261-6262 | Address: 9 Alsace Pl Click to taste

Your Second Course

United Skates of America, Seaford



Roller-skating is still alive and kicking at the United Skates of America. The popular rink can hold up to 500 people and also features a café, arcade and live DJs. Phone: 516-795-5474 | Address: 1276 Hicksville Rd Click to visit

Jones Beach Boardwalk, Wantagh

The two-mile boardwalk is loaded with excitement. Home to 22 shuffleboard courts, bring your partner and place your bets. The cue sticks do the rest. Phone: 516-785-1600 | Address: 1 Ocean Pkwy Click to visit

Drosso’s, Greenport

Drosso’s has been around since the 1950s with a retro mini-golf course to boot. Have some good old-fashioned fun on the 18-holes and now, on weekends through Labor Day, New York City chef Jennie Werts will have a pop-up at its snack bar. Options include fried chicken brined in sweet tea, a duck schnitzel sandwich, tempura broccoli and Korean short ribs. Phone: 631-477-1334 | Address: 69125 Main Rd Click to visit

Deep Hollow Ranch, Montauk


From saddles to bridles this ranch boasts nothing but Western vibes. Between real cowboys and cowgirls as trail guides, ride along the shore of Block Island Sound and discover America’s rich history at the oldest working ranch in the US. Phone: 631-668-2744 | Address: 1929 Montauk Hwy Click to visit