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Luxury · Pennsylvania Station

Best Upscale Hotels Near Pennsylvania Station

Three upscale hotels near Pennsylvania Station carry a luxury label here: the DoubleTree by Hilton Hotel New York Times Square West, the Hilton New York Fashion District and Kixby hotel. All three list a fitness center, a restaurant and a bar, and each has a rooftop bar, lounge or terrace. They sit between Times Square, the Fashion District and the streets around the Empire State Building, within reach of the station by foot or one short ride. I would read them as polished upscale hotels with good facilities rather than ultra-luxury properties, and choose among them by location and by the rooftop you prefer.

Midtown Manhattan around Pennsylvania Station is built for movement: commuter rail, subway lines and wide avenues meet beside Madison Square Garden and the Fashion District. The Empire State Building and Times Square are both within a short walk or ride, so a hotel here puts the main sights close by. Evenings centre on rooftop bars, restaurants and theatre-district crowds rather than quiet streets.

3 staysUpdated October 14, 2026

Three upscale Midtown bases compared

Penn Station sits in the middle of Midtown, so an upscale hotel nearby puts you close to rail, subway lines and the main sights. The three hotels here offer rooftop areas, fitness centers and restaurants, which is what upscale means in practice for this page. I would choose by the neighbourhood: Times Square, the Fashion District or the Empire State Building side.

The DoubleTree by Hilton Hotel New York Times Square West is the most reviewed of the three, with more than 6,600 guest reviews and a rating of 7. Its listing describes a contemporary, upscale hotel near Times Square, with terrace dining, a fitness center and a rooftop bar with city views. It is also pet-friendly and described as comfortable for families, and it lists parking and a restaurant on site. That range of facilities makes it the broadest option here, although the rating suggests reading recent guest comments before you book.

The Hilton New York Fashion District is the stylish choice. It is described as an upscale property in the Fashion District with chic rooms, a rooftop cocktail lounge and a trendy bar and grill, plus a fitness center, a restaurant, a bar and available parking. It is family-friendly and an accessible, smoke-free property, with a rating of 7.8 from more than 2,300 reviews. I would pick it when you want a design-led hotel in a neighbourhood that is easy to reach on foot from the station, and a rooftop to end the evening on.

Kixby hotel has the strongest guest rating of the three, 8.8 from more than 1,600 reviews. Its listing describes a bright, upscale hotel with comfortable rooms, a rooftop terrace, a restaurant, free Wi-Fi, a fitness center and a bar, a few minutes' walk from the Empire State Building and the 34 St-Herald Sq subway stop. That location is the most useful for sightseeing on foot, and the high rating makes it my first suggestion for most visitors. It also lists parking and is family-friendly, so it works for a mixed group.

Before choosing, it helps to be clear about what the label means. None of these listings describes a grand, ultra-luxury hotel; they describe polished upscale properties with rooftops, restaurants and gyms, in a part of New York where space is tight. If a high level of finish matters most, compare recent photos and guest comments for all three. If location matters most, Kixby is nearest the Empire State Building, the DoubleTree is nearest Times Square, and the Hilton is in the Fashion District. Whatever you choose, ask for a room away from street noise, which is a common concern in Midtown.

A traveler's perspective

I recommend Kixby hotel for most visitors, because it has the best guest rating here and sits a few minutes' walk from the Empire State Building and the 34 St-Herald Sq stop. For a Times Square stay with a rooftop bar and terrace dining I would choose the DoubleTree by Hilton Hotel New York Times Square West, and for a design-led base the Hilton New York Fashion District. Our advice is to treat the luxury label as upscale, and to compare facilities and recent guest comments before booking.

Kixby hotel4.4Guest scoreLuxury

Kixby hotel

Upscale hotel with a rooftop terrace and a prime central location

Why guests love it

Kixby Hotel is a bright, upscale four-star hotel a few minutes' walk from the Empire State Building and 34 St-Herald Sq. Rooms are comfortable, and the rooftop terrace is the highlight, with a restaurant, a bar and a fitness center downstairs and free Wi-Fi throughout. It is a polished choice for couples and adults travelling together more than for toddlers, though nothing stops a family staying. Guests rate it 8.8 across more than 1,600 reviews.

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Hilton New York Fashion District3.9Guest scoreLuxury

Hilton New York Fashion District

Chic rooms, a rooftop lounge, and a trendy bar in the Fashion District

Why guests love it

A rooftop cocktail lounge and a trendy bar and grill give this Fashion District Hilton a lively side, but for families I would stress the practical points: chic rooms, a restaurant on site, a fitness center and parking. The property is family-friendly, accessible and smoke-free throughout, which matters with young children. A 7.8 rating across nearly 2,400 reviews points to a reliable stay close to Penn Station.

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DoubleTree by Hilton Hotel New York Times Square West3.5Guest scoreLuxury

DoubleTree by Hilton Hotel New York Times Square West

Rooftop bar with city views and terrace dining near Times Square

Why guests love it

A rooftop bar with city views is the signature of this contemporary DoubleTree near Times Square, though for families I would point first to the terrace dining and the on-site restaurant, which make meals easy after a long day. The fitness center suits early risers, pets are welcome and parking is available. The 7.0 rating across more than 6,600 reviews suggests a mixed but busy stay, so expect energy rather than calm.

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Local tips

  1. 1Decide first whether Times Square, the Fashion District or the Empire State Building side suits your plans, then pick the matching hotel.
  2. 2Read recent guest comments for the DoubleTree, since its rating of 7 is the lowest of the three despite its many reviews.
  3. 3If you want a rooftop, all three list one, but the style differs: a bar with views, a cocktail lounge or a terrace.
  4. 4Confirm parking arrangements if you are driving, as all three list parking but the listings do not give details.
  5. 5Use the 34 St-Herald Sq subway stop as a reference point when you check walking time from Kixby hotel.
  6. 6Ask about pets if you travel with one, since the DoubleTree is listed as pet-friendly.

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Luxury · FAQ

Three stand out here: the DoubleTree by Hilton Hotel New York Times Square West, the Hilton New York Fashion District and Kixby hotel. All list a fitness center, a restaurant and a bar, and each has a rooftop terrace, bar or lounge.

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