This walk through the Upper East Side follows a route from the Metropolitan Museum of Art along Fifth Avenue’s Museum Mile to the quiet waterfront paths of Carl Schurz Park. The path begins among some of the city’s most prominent cultural institutions, continues through commercial streets with local shops and cafés, and ends at a landscaped park overlooking the East River. Visitors will see grand museum façades, historic residential blocks, and green spaces. The pace is moderate, with opportunities to pause for museum visits, shopping, or views from the park. This itinerary is suited to travelers interested in the mix of cultural landmarks and residential character in an upscale Manhattan setting.
The Metropolitan Museum of Art to the Guggenheim
Begin at the Metropolitan Museum of Art on Fifth Avenue at East 82nd Street. The museum’s grand staircase and columned façade face Central Park, and wide sidewalks accommodate steady pedestrian traffic. From the top of the steps, there are views down the length of Fifth Avenue and across the park’s treetops.
Walk north along Fifth Avenue through Museum Mile, a stretch known for its concentration of cultural institutions. Pass the Neue Galerie at East 86th Street, housed in an early 20th-century mansion. The museum focuses on German and Austrian art and design, and its exterior retains the architectural detailing of its original residence.
Continue north to the Solomon R. Guggenheim Museum at East 89th Street. The building’s circular form and white exterior contrast with the traditional façades along the avenue. Designed by Frank Lloyd Wright, it remains one of the city’s most distinctive architectural landmarks. The museum’s entrance faces the park, and large windows offer a glimpse of the spiraling interior gallery.
East 86th Street and Lexington Avenue
From the Guggenheim, walk south to East 86th Street and turn east toward Lexington Avenue. This section shifts from the museum district to a busy commercial corridor lined with shops, cafés, and restaurants. The sidewalks here are wider than those along side streets, and storefronts range from national retailers to small specialty stores.
Continue along East 86th Street to Lexington Avenue, where subway entrances and bus stops contribute to steady pedestrian movement. The architecture changes to mid-rise apartment buildings, many with ground-floor businesses. Street-level activity includes grocers, bakeries, and service shops that serve the surrounding residential population.
Walk north along Lexington Avenue through a mix of older prewar buildings and newer developments. Small side streets branch off toward Central Park to the west and the East River to the east, offering views of tree-lined residential blocks.
York Avenue and Carl Schurz Park
From Lexington Avenue, head east along East 88th Street toward York Avenue. This stretch passes schools, medical facilities, and residential towers. Street traffic is lighter here than on the major avenues, and trees line portions of the sidewalk.
Turn north on York Avenue and continue to Carl Schurz Park at East 90th Street. The park includes landscaped walking paths, playgrounds, and shaded seating areas. Elevated sections provide unobstructed views of the East River and Roosevelt Island. Benches along the waterfront offer a place to rest while watching boats pass.
Within the park grounds is Gracie Mansion, the official residence of the Mayor of New York City. The Federal-style house sits on a rise overlooking the river. Guided tours are available on select days, offering a view of the building’s preserved interiors and landscaped grounds.
This walk through the Upper East Side moves from world-renowned museums along Fifth Avenue to quieter residential streets and a landscaped waterfront park. The Metropolitan Museum of Art, the Guggenheim, and other cultural institutions anchor the southern portion of the route, while East 86th Street and Lexington Avenue show the neighborhood’s commercial side. The walk ends at Carl Schurz Park and Gracie Mansion, where views of the East River provide a contrasting setting to the busy avenues. For visitors interested in a mix of art, architecture, and open space, this route offers a clear view of the Upper East Side’s layered character.

The Street Sign
The Street Sign points the way to where things are — the parks, restaurants, museums, and everything else. These guides are built to save you time and energy. Need a plan for an NYC outing? Follow The Street Sign.