The Lower East Side has a reputation for its busy, younger-skewing nightlife — and whether that’s a good or bad thing is a matter of personal preference. If you are looking for a low-key adventure or something more sophisticated, there are plenty of options to choose from. From trading books for pickles to experiencing a new jazz bar, below are a few gems that can make your solo date-night a blast.

Only in New York can you trade books for pickles. Start your night at Sweet Pickle Books because sometimes there is no better feeling than reading a book alone at a bar. The independent bookstore, beloved by Olivia Wilde, Harry Styles, and other A-list celebrities, is known for accepting book donations in exchange for a free jar of homemade pickles — yes, you read that right. This hidden gem has an excellent selection of interesting comics, vinyl and books in various genres, even some rare and collectible options. If you find yourself on a tight budget, there is a pay what you wish section. The bookshop owner, Leigh Altshuler, has managed to create a unique shop with a pleasant atmosphere, while paying homage to her mother, who encouraged her to read while growing up. Shopping here is a joy! For donation schedule, check the shop’s website or Instagram.

Sweet Pickle Books, 47 Orchard Street (betw Grand/Hester Street), Lower East Side

If you are someone that doesn’t mind waiting, Double Chicken Please should be your next stop. This hyper-trendy bar is 70% “first come, first serve” for the front of the bar, called “The Coop,” which makes it ideal for someone who is looking for adventure and a seriously good cocktail. In 2023 Double Chicken Please was voted the number one bar on North America’s 50 Best Bars list, and number 6 on The World’s 50 Best Bars. They specialize in unique, food-flavored drinks like “Cold Pizza” and “Thai Curry” that actually taste like the name…but in a good way! At this point, you might be feeling peckish. We recommend ordering small bites in the far more elegant cocktail lounge, like a spicy mochi donut and popcorn chicken with a salted egg yolk sauce. This spot is definitely a culinary experience that takes their cocktails seriously.

Double Chicken Please, 115 Allen Street (NW corner Delancey Street), Lower East Side

For a diner and a show kind of night, treat yourself at Only Love Strangers. It might not look it from the outside, but this mod-style bi-level jazz bar and restaurant is deceivingly grand. The new jazz venue is a wonderful oasis for unwinding with music, which makes it ideal for a solo evening. We love the cobalt blue interiors and sleek details, designed by Studio Omar Aqeel. Every corner has its own personality and special energy. Nestle into the upstairs bar for a quieter experience or an intimate candle-lit meal at their dinner tables. If you want to feel closer to the music, head downstairs for the blue and white-hued jazz club, complete with live band or DJ nights and plenty of seating. The cocktails here range from martinis to more tropical choices, with the menu being more seafood-driven. For something light, nibble on their Mezzes with Oregano Lavash and & Crudités dish. Make sure to check their schedule for a lineup of bands because this place is worthy of your visit for the ambiance alone.

Only Love Strangers, 200 Allen Street (betw E Houston Street and Stanton Street), Lower East Side

A casual night calls for a comforting meal and if you head closer to Chinatown you are likely to find it. One of the cheapest eats in all of Manhattan can be found at Shu Jiao Fu Zhou. They specialize in classic and unbelievably flavorful Chinese food with portions that will leave you satisfied. Their best known dish overflows with peanut sauce wheat noodles, and won’t cost you more than $5. For something hearty and comforting, order the pork and chive dumplings dumplings or wonton soup. This spot is cash only so come prepared.

Shu Jiao Fu Zhou, 295 Grand St (bew Elderidge/Allen St), Chinatown

Your perfect solo date-night out would be not be complete without a late-night treat, and where else would you go but Bonbon. Bonbon is a Swedish confectionery shop that stays open until midnight, attracting quite the late night crowd. Since opening Bonbon has became a social media sensation for their Swedish-made and satisfying candies. The imported candy is made with real sugar, not high fructose corn syrup, and it is perhaps for this reason that people love it so much. This candy shop is self-serve (also known as “pick & mix”), so make sure to know what you want or you might end up with more than you need. From sour fizzy skulls to the Swedish Nöt-Crème Cookie Dough, the Instagrammable candy shop will have your tastebuds guessing what’s next. This just might be the place where you find your new favorite candy.

BonBon, 130 Allen Street (betw Delancey/Rivington St), Lower East Side