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304 North Cardinal St.
Dorchester Center, MA 02124

Explore the Upper West Side’s secrets with this private 2-hour walking tour of iconic landmarks, elegant architecture, and hidden stories of NYC.
From Brownstones to Broadway: A Quiet Upper West Side Walk is a delightful way to discover one of Manhattan’s most charming neighborhoods without the crowds. Designed as a private experience for small groups of up to eight people, this two-hour tour offers an intimate look at the history, architecture, and stories that make the Upper West Side special. Whether you’re a history buff, architecture lover, or just someone seeking a quieter side of New York City, this walk provides a balanced mix of cultural insights and authentic neighborhood charm.
What we love about this tour is how it combines well-known landmarks with lesser-visited gems—giving you a sense of discovery that larger, busier tours can’t match. Plus, the private setting means your guide can tailor the experience to your interests. On the downside, at just two hours, it’s a brief taste rather than an in-depth dive into everything the area offers, so it works best if you’re looking for a relaxed, introductory walk.
This experience suits travelers who prefer a paced, personal exploration over crowded sightseeing buses. It’s perfect if you value authentic stories, local flavor, and a chance to see NYC from a more human, neighborhood perspective.


This tour offers a well-rounded look at the Upper West Side, a neighborhood that often feels more residential and relaxed compared to bustling Midtown or Times Square. For those unfamiliar, the UWS (as locals abbreviate it) is known for its elegant brownstones, cultural landmarks, and a sense of history that’s visible at every turn.
While many travelers rush past the area on the way to Central Park or Broadway, this walk slows things down, inviting you to notice details like the architecture, statues, and plaques that tell the stories of past residents and events. The guide, Richard Soden, appears to have a knack for storytelling, revealing fascinating details about even the most familiar sights.
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The tour begins at the New-York Historical Society, a prime starting point since it’s a treasure trove of NYC’s past. Although the visit here is brief, it sets the tone for the day—highlighting that the Upper West Side is a neighborhood steeped in history. The museum and library are free to enter, allowing you to appreciate its architecture and learn a bit more if you arrive early or stay afterward.
Next, you’ll stroll to the Dakota, an iconic building most famous for being John Lennon’s residence and the site of his assassination. Through your guide’s stories, you’ll learn about other legendary residents and the building’s unique architecture. Standing outside, you can imagine the history echoing through these walls, which have seen everything from celebrity life to tragedy.
A short walk takes you to the San Remo, another luxury building with a star-studded past. Home to various celebrities, the San Remo’s twin towers are instantly recognizable. Here, the guide shares anecdotes about its most notable residents and the architectural design that makes it stand out.
The tour moves into Verdi Square, a lush little park dedicated to the great composer Giuseppe Verdi. It’s a peaceful spot that often gets overlooked. Nearby, the Beacon Theatre offers a slice of Broadway’s history, with stories of legendary performances and its role in the neighborhood’s entertainment scene.
One of the tour’s highlights is the Ansonia, a hotel with its own colorful history. We loved learning about its rooftop vegetable garden and its exotic animal inhabitants — details that make it feel more like a storybook than just a hotel. The guide reveals some of the “secrets” behind this grand old building, which once housed everything from a zoo to a nightclub.
A visit to Zabar’s, the legendary gourmet store, takes you into the culinary heart of the neighborhood. While the tour doesn’t include a tasting, the store’s history and reputation make it worth a peek. It’s a great stop for food lovers or anyone curious about the local specialty shops.
Next, you’ll see the Belnord Apartments, famous not only for their architecture but also being the setting for the popular series, “Murders in the Building.” The guide hints at the stories behind the residents and the building’s history.
Finally, your walk ends at Riverside Park, a serene oasis with statues, gardens, and wide walking paths. Here, you’ll learn about the park’s development and the role it plays in city life—an ideal spot to reflect on what you’ve seen.
At $249 for a private tour accommodating up to 8 people, the cost might seem high at first glance. However, considering what’s included—a personalized guide, intimate experience, and access to stories you’d rarely find on your own—the value becomes clearer. You’re paying for quality time and local insights that transform a simple walk into a genuine journey through NYC’s backstory.
The tour lasts around two hours, making it manageable even for those with busy schedules. It starts at 10:00 am, a good time to beat the midday crowds and enjoy a relaxed pace. The tour is suitable for travelers with moderate physical fitness, as it involves walking along uneven sidewalks and some gentle hills.
Since the tour is private, you have the freedom to ask questions and steer the conversation toward your interests. This flexibility adds to the experience, making it more than just a checklist of sites.
Starting at the New-York Historical Society, the tour is conveniently located near public transportation, which makes it easy to reach from most parts of the city. The end point near Riverside Drive also offers easy access to buses and subways for your onward journey.
While the review count is currently zero, the tour’s detailed itinerary and focus on authentic stories suggest it would appeal to travelers who value meaningful, less commercialized experiences. The mention of “more personalized experience” and the opportunity to explore parts of the neighborhood “most visitors miss” indicates a high potential for positive feedback.

This walk is ideal for visitors who want a gentle, insightful introduction to the Upper West Side, especially those who prefer a small-group or private experience. It’s perfect if you’re tired of crowded tours and want to explore at your own pace while uncovering local stories and hidden gems. History, architecture, and cultural enthusiasts will find plenty to enjoy, particularly if they appreciate a good story behind the buildings and parks.
If you’re looking for a quick overview, this tour provides a nice balance of iconic landmarks and lesser-known facts. It’s particularly suited for travelers with a moderate physical level, comfortable walking shoes, and a curiosity for city stories. For those wanting an in-depth exploration or a full day of sightseeing, you might consider supplementing this experience with additional tours or visits.

What is included in the tour?
The tour is a guided walking experience focused on the Upper West Side, with no additional entrance fees or tastings included. It’s a private tour, so only your group participates.
How long does the tour last?
Approximately two hours, making it a manageable and relaxed exploration.
Where does the tour start and end?
It begins at the New-York Historical Society on Central Park West and ends near Riverside Drive, close to public transportation.
Is the tour suitable for children or families?
While not specifically designed for children, the tour’s moderate pace and interesting stories can appeal to family groups. Check with the provider if you have very young children.
What should I wear?
Comfortable walking shoes are recommended since the tour involves walking along sidewalks and parks.
Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours before the start, allowing flexibility.
Are there any additional costs?
No, the $249 fee covers the entire private tour for up to 8 people. Extras like museum admissions or food are not included.
Is this tour accessible for people with limited mobility?
It requires moderate physical activity. If you have concerns about mobility, contact the provider for specific accommodations.
Can I customize the experience?
Since it’s a private tour, your guide can tailor some aspects based on your interests, making it a personalized exploration.
To sum it up, “From Brownstones to Broadway” offers a thoughtfully curated glimpse into the Upper West Side’s history, architecture, and local secrets. It balances storytelling with sightseeing in a cozy, private setting—ideal for travelers seeking authenticity and a slower pace. Whether you’re new to NYC or a seasoned visitor eager for a fresh perspective, this tour provides a meaningful, enjoyable way to experience a neighborhood that’s often overshadowed by its more famous neighbors.