Luxury vacation rentals: beautifully furnished homes in Greenwich Village

A neighborhood bar and a landmark of global importance—ground zero for the 1969 uprising that helped spark the modern LGBTQ+ rights movement. Today, it’s a National Historic Landmark and part of the Stonewall National Monument, but it still feels lived-in and local: rainbow flags in the windows, strong drinks at the bar, and a steady stream of visitors paying their respects. Visit Stonewall Inn

New York’s oldest continuously running Off-Broadway theater, it’s long been a home for daring, intimate productions rather than big Broadway spectacle. Visit Cherry Lane Theatre

The Whitney Museum of American Art is home to modern and contemporary American works set in a striking Renzo Piano building. Inside, you’ll find rotating exhibitions that spotlight 20th- and 21st-century artists, especially those tied to New York and its many subcultures. Visit Whitney Museum

Greenwich Village nightlife at its most iconic: a tiny, wedge-shaped basement club where some of the greatest jazz recordings in history were made and where top-tier musicians still play most nights of the week. Visit Village Vanguard

Running from Battery Park City in Tribeca to Hell’s Kitchen, you can experience kayaking or paddleboarding along the picturesque Hudson waterfront. Visit Hudson River Park

Little Island is a tiny, futuristic park that seems to float on tulip-shaped pillars above the Hudson—a quick, memorable detour just steps from Greenwich Village. Stroll over via the West Side waterfront, then wander its winding paths, terraces, and lawns for big river views, public art, and seasonal plantings packed into just a few acres. Visit Little Island

A tiny, storybook oasis in the middle of Greenwich Village—a lush, volunteer-tended garden tucked beside the dramatic Jefferson Market Library tower. Once the site of a busy market and later a women’s prison, it’s now all winding paths, flower beds, and a small pond, with benches where you can sit under the trees and forget Sixth Avenue is a few steps away. Visit The Jefferson Market Garden

Osteria Carlina feels like a hidden treasure even if everyone’s already talking about it—cozy, candlelit, and focused on refined Northern Italian cooking rather than red-sauce comfort. Handmade pastas, Piedmont-influenced dishes, and a strong all-Italian wine list. Visit Osteria Carlina

A tiny, intimate gem on West 10th Street—just 23 seats, seasonal share plates, and a glow-y, neighborhood feel. The menu leans into fresh, global, and vegetable-forward dishes made for sharing, paired with a thoughtful list of natural and classic wines plus low-ABV, beautifully crafted cocktails. Visit WEST10WEST

Enjoy a perfectly brewed cup at this popular spot where meticulous preparation and high-quality, sustainably sourced beans are the standard. Visit Blue Bottle Coffee

Carbone is red-sauce glamour turned up to eleven—a mid-century Italian-American fantasy brought into the present. In a moody, clubby room on Thompson Street, tuxedoed servers deliver overflowing baskets of garlic bread, tableside Caesar salad, spicy rigatoni, veal Parmesan, and massive steaks, all with the sense that dinner is part theater, part nostalgia trip. Visit Carbone

John Derian’s shops are catnip are filled with hand-crafted decoupage plates and trays made just a few blocks away, alongside vintage furniture, textiles, candles, and ceramics from lines like Astier de Villatte. Wander into “just to look” and walk out of with the perfect little object—or statement piece—for your coffee table, mantle, or next dinner party. Visit John Derian

An NYC classic for music lovers—a proper, old-school record shop that’s been slinging vinyl since the early ’90s. It leans hard into punk, hardcore, metal, and other subgenres, with new releases, used finds, and collectible pressings all crammed into the bins. Visit Generation Records

A time capsule for caffeine lovers that’s been sourcing teas and coffees from around the world since 1895. Step inside and you’re hit with the smell of burlap sacks, glass jars, and freshly ground beans, all stacked into a narrow, dimly lit space that feels unchanged for decades. Visit McNulty’s Tea and Coffee Co.

A local staple since 1995, it’s filled with a rotating mix of well-curated clothing, accessories, antiques, and its famously fun hat collection—all set in a bright, freshly renovated space. Visit The Pennywise Shop