New York City from Portland, Nov 14–21: $2,532 for two, all in
The verdict
Our verdict
Worth it, if
- $55 per person below the typical fare on this route
- Pod 39, rated 8.5 by 9,525 guests
- Free cancellation at Pod 39
The catch: Not nonstop: a stop on the way, 8h 4m in all.
Worth it if you want to walk, eat and see things; skip it if you want to switch off.
Flights from Portland to New York City were $359 per person round trip ($718 for two) when we checked, for Nov 14–21, 2026, 7 nights, on American with one stop. Expect mostly overcast days with typical highs of 45–55°F. The best-value hotel, Pod 39, comes to $259 a night.
The total, before you go
$2,532 for two · 7 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, round trip | $718 |
| Pod 39, 7 nights, two guests, taxes in | $1,814 |
| The total, before you go | $2,532 |
| A checked bag each, round trip (not in the total) | about $160 |
$55 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $40 each way per bag on American, $160 for two round trip); a resort fee, if the hotel has one, is collected at the desk. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
$359 per person, round trip
$718 for two, taxes and fees included · American · 1 stop · 8h 4m
Out Sat, Nov 14, 6:00 AM – Sat, Nov 14, 5:04 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| American | $359 | 1 stop | 8h 4m |
| Alaska | $374 | nonstop | 5h 20m |
| American | $359 | 1 stop | 9h 4m |
Prices checked Oct 13, 2026, 3:16 AM PDT. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
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Why now
$359 per person round trip is $55 below the typical fare on this route, which is $414, so you pay 13% less. Across the 12 offers we checked, fares ran from $359 to $415, and flights for two come to $718. If a connection bugs you, Alaska's nonstop was $374 per person, 5h 20m in the air, leaving at 7:50 AM. Mid-November brings typical highs of 45–55°F and lows near 36°F under mostly gray skies. That's coat weather, and it suits museums, shows and long dinners. The trip also lands ahead of December, when holiday windows and the Rockefeller Center tree bring peak hotel prices. With a full week you can fit in Broadway, the Met and a walk over to Brooklyn without rushing. All prices include taxes and fees as we found them, and they can change.
The kind of trip this is
This is a city vacation built around culture and food: theatre at night, museums in the morning, and long walks between neighborhoods, with the subway doing the rest. It suits a couple or two friends who like a full day and a late dinner. Seven nights is enough time to slow down, so you can mix big sights with unplanned afternoons and still have a spare evening for a show.
Weather in New York City, Nov 14–21
Typical highs 45–55°F, lows near 36°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Sat, Nov 14 | 47 °F | 35 °F | Overcast |
| Sun, Nov 15 | 49 °F | 34 °F | Overcast |
| Mon, Nov 16 | 55 °F | 38 °F | Overcast |
| Tue, Nov 17 | 54 °F | 37 °F | Overcast |
| Wed, Nov 18 | 54 °F | 39 °F | Overcast |
| Thu, Nov 19 | 48 °F | 35 °F | Partly cloudy |
| Fri, Nov 20 | 45 °F | 33 °F | Overcast |
| Sat, Nov 21 | 47 °F | 33 °F | Overcast |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in New York City
All three are in Manhattan and room only. Pod 39 is the best-value pick: $1,814 for the 7 nights ($259 a night) for a Full Pod, rated 8.5 from 9,525 reviews. It's also the only one of the three with free cancellation. The Jewel Hotel, New York is the top-rated choice at 8.8, with a Premier Room for $3,032 ($433 a night). ROW NYC at Times Square is our budget pick at $1,973 ($282 a night) for a Standard Double Room, rated 7.4. If Broadway is the plan, Midtown puts you near Times Square and the theatres and has the most hotel choice. For quieter blocks next to Central Park and the museums, look at the Upper West Side.
Pod 39
$1,814 for 7 nights, two guests · $259 a night
See roomsThe Jewel Hotel, New York
$3,032 for 7 nights, two guests · $433 a night
See roomsROW NYC at Times Square
$1,973 for 7 nights, two guests · $282 a night
See roomsAll hotels in New York City for these dates
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Where in New York City
- Midtown: Times Square, Broadway theatres and the most hotel choice.
- SoHo / NoLIta: Boutique hotels amid cast-iron streets, shops and restaurants.
- Upper West Side: Quieter residential blocks next to Central Park and museums.
- Williamsburg, Brooklyn: Rooftop bars and skyline views one subway stop from Manhattan.
- Lower Manhattan: Weekend rates near the 9/11 Memorial, ferries and the Brooklyn Bridge.
What to do in New York City
- Walk through Times Square, then see a Broadway show
- Walk the High Line all the way to Chelsea Market
- Ride the Staten Island Ferry past the Statue of Liberty
- Spend a morning at the Met or MoMA
- Cross the Brooklyn Bridge on foot at sunset
- Watch the sunset from Top of the Rock
Also worth it
- Take the Staten Island Ferry past the Statue of Liberty
Tours and tickets in New York City
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Getting there and around
| Airports in Portland | Portland International (PDX) |
|---|---|
| Airports in New York City | John F. Kennedy International (JFK), Newark Liberty International (EWR), LaGuardia (LGA) |
| Flight time | 8h 4m (1 stop) |
| Distance | 2,439 miles each way |
| Time difference | +3 hours |
What 7 nights in New York City costs
| Estimate | |
|---|---|
| Flights for two | $718 |
| Hotel, 7 nights (Pod 39) | $1,814 |
| Food, getting around and tickets, 7 days for two | $2,660 |
| Total for two | $5,192 |
Flights and hotel are the prices we found; spending is a planning estimate for a luxury destination, per person per day times two.
Price history: Portland to New York City
| Per person | |
|---|---|
| This trip | $359 per person |
| Lowest in the last 30 days | $358 (Oct 12, 2026) |
| Typical price, last 60 days | $414 |
| Price checks | 6 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for New York City.
- Currency: US dollar (USD).
- Macy's Thanksgiving Day Parade and the NYC Marathon
- No passport needed, and the currency is the US dollar.
- New York is 3 hours ahead of Portland. The American flight takes 8h 4m with one stop and covers 2,439 miles.
- New York has three airports: John F. Kennedy International (JFK), Newark Liberty International (EWR) and LaGuardia (LGA).
- Only Pod 39 offers free cancellation. The Jewel Hotel, New York and ROW NYC at Times Square don't, and all three are room only.
- November is the month of the NYC Marathon and the Macy's Thanksgiving Day Parade, so check their dates against your trip.
Questions readers ask
How much is the flight?
$359 per person round trip on American with one stop, or $718 for two, including taxes and fees when we checked. That's $55 below the typical fare on this route. Alaska's nonstop was $374 per person.
What time does it leave?
The American flight leaves Portland at 6:00 AM on Saturday, Nov 14 and arrives at 5:04 PM, after 8h 4m of travel. The Alaska nonstop leaves at 7:50 AM and arrives at 4:10 PM.
What is the weather like?
Cool and mostly overcast. Typical highs are 45–55°F and lows are near 36°F this time of year, so pack a warm coat and good walking shoes.
What does the whole week cost for two?
Our estimate is $5,192 for two: $718 for flights, $1,814 for Pod 39 and $2,660 for spending, which works out to $190 per person a day.
Is 7 nights enough?
Yes, for a first proper look. A week leaves time for a Broadway show, the Met or MoMA, the High Line, the Staten Island Ferry and a sunset walk across the Brooklyn Bridge.
Do I need a passport?
No. It's a domestic trip and you pay in US dollars, so a standard ID for the flight will do.
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- Photo: Pixabay / Pexels, Pexels License
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