Riding with Tripper Bus, Part 3: Arriving in Midtown Manhattan

In Part One, we covered the full Tripper Bus ride from Arlington and Bethesda to New York City. In Part Two, we explored why Williamsburg, Brooklyn, is such a unique and exciting arrival option. Now, let’s talk about the other stop on our route: Penn Station in Midtown Manhattan.

If Williamsburg is the cool, artsy cousin of NYC, then Midtown is the bold, bustling heart of it all. For many of our riders, arriving at Penn Station is the most convenient choice—especially if business, Broadway, or classic sightseeing is on the agenda.

Why Penn Station?

Penn Station is one of the busiest transit hubs in the country, and for good reason: it puts you right in the middle of Manhattan. Step off the bus, and you’re surrounded by iconic New York landmarks, world-class dining, and subway connections that can take you anywhere.

What’s Nearby

Here are just a few highlights you’ll find within walking distance of our Penn Station stop:

• Madison Square Garden – Catch a Knicks game, Rangers match, or big-name concert.

• Times Square – The lights, the energy, the ultimate NYC photo-op.

• Broadway Theaters – From musicals to plays, you’re just blocks away from curtain time.

• The High Line – A beautiful elevated park perfect for a scenic walk.

• Hudson Yards – New shops, restaurants, and the famous Vessel structure.

Perfect for Business Travelers

For professionals heading to meetings, Midtown is a no-brainer. You’ll be close to major offices, hotels, and transit connections. Penn Station itself connects to Amtrak, NJ Transit, and the Long Island Rail Road, making it easy to get to surrounding areas if needed.

FAQ Tip: We’re often asked how long the trip takes to Penn Station. On average, it’s about 4.5 to 5 hours, depending on traffic. Just like with our Williamsburg stop, it’s best to build in extra time if you have timed tickets or reservations.

Getting Around from Penn Station

From Penn Station, you’ve got endless options. Subway lines run in every direction, taxis are plentiful, and ride shares are easy to grab. Whether your destination is uptown, downtown, or across the river, Midtown is one of the most connected spots in the city.

Making the Most of Your Arrival

If you’re new to New York, starting your adventure in Midtown is like jumping straight into the action. If you’re a frequent traveler, you’ll appreciate how fast you can get from Penn Station to anywhere else you need to be.

Either way, Penn Station is the ultimate launchpad for a New York City trip.