Ten days from Toronto to New York: two big cities that agree on almost nothing, and a waterfall in between

Nine nights across the border: three in Toronto, two at Niagara with the wine country attached, and four in New York after a short flight from Buffalo.

Length
10 days, 9 nights
Where you stay
Toronto, Niagara Falls (Ontario), New York City
Places
28 across 10 days
123
OpenFreeMap © OpenMapTiles Data from OpenStreetMap

Toronto and New York are the same size of idea executed by two different countries. Both are the biggest city in their nation, both are the money, both are built by immigration, and the resemblance stops there. Toronto is orderly, polyglot, low on mythology and slightly embarrassed by attention. New York is none of those things.

The route between them runs through the one place both cities have been going on holiday since the 1830s. Niagara Falls is 130 kilometres from Toronto by train and it is the halfway point in a literal sense: the border runs through the middle of the gorge, and you cross it two days later on the way to a plane in Buffalo.

Ten days splits three, two, four. That gives Toronto enough time to stop looking like a generic downtown, gives Niagara the falls plus the gorge and the wine towns behind it, and gives New York four days, which is the least that city can be seen in without it becoming a forced march. Late September and early October are the best weeks: the falls are at full summer flow until the diversion season ends, the humidity has gone from both cities, and the trees along the Niagara Parkway turn.

Highlights

  • A market hall trading since 1803 and a hockey trophy kept in an old bank vault
  • A castle built by a man who lost it to unpaid taxes ten years after moving in
  • A river the width of a city block going over a fifty seven metre drop, with half of it switched off at night
  • A 1905 power station you enter through a tunnel that comes out at the foot of the gorge
  • The walk across an 1883 suspension bridge into Brooklyn at eight in the morning, before anybody else is on it

Where to stay

Toronto, three nights

Half of Toronto was born outside Canada, which is the single most useful thing to know about it. The result is a city with no dominant character and about two hundred nationalities' worth of food, laid out on a grid that runs north from the lake in long avenues each with its own personality.

The centre is small and flat and the subway has two useful lines. Three nights covers the downtown core, the museums on Bloor Street and an afternoon on the islands, which is the only place you can see what the skyline actually looks like.

Niagara Falls, two nights

By train from Toronto, Union to Niagara Falls railway station, about 67 km.

The falls themselves are on the Canadian side of the argument: Horseshoe Falls is the big one, and Ontario has the view of it while New York State has the view of its own smaller pair. The town behind the viewpoint is a strip of wax museums and casinos and there is no polite way to describe it.

Ignore the strip and use the two nights on the gorge instead. Downstream of the falls the Niagara Parkway runs 20 kilometres to the lake past a whirlpool, an old power station and a fort, ending in Niagara-on-the-Lake, which has a theatre festival, wineries in every direction and none of the neon.

New York, four nights

By fly from Niagara Falls (Ontario), Buffalo Niagara International Airport to LaGuardia Airport, about 497 km.

Four nights forces choices, which is the correct pressure to be under here. The version that works is one day per geography: midtown on the arrival afternoon, the harbour and the financial district, Brooklyn, and then the museums along Central Park.

Buy a contactless card or use a phone on the subway, walk more than you think you should, and eat somewhere that has no website. The city rewards the second and third of those more than any ticket you can buy.

Day by day

Day 1 in Toronto

The market, the trophy and the tower

Toronto's downtown fits in a walk, so start at the bottom of it. St Lawrence Market has been the city's food market since 1803, in a hall built in 1845, and the south building is the one that matters: two floors of butchers, cheesemongers, a Portuguese bakery and the peameal bacon sandwich that Toronto claims as its own contribution to world cuisine. It is shut on Sundays and Mondays, which is worth knowing before you plan the arrival.

Ten minutes west, the Hockey Hall of Fame occupies a Beaux Arts bank hall from 1885, and the Stanley Cup lives in what was the vault. It is a deeply silly building for the purpose and completely the right one. Even without an interest in the sport, the room is worth the ten minutes.

Then the tower, after dark. The CN Tower held the record for the world's tallest free-standing structure from 1975 to 2007 and is still the tallest in the Americas at 553 metres. The lift takes under a minute, there is a glass floor on the way down, and there is an outdoor walk on a ledge around the pod for people who want to pay extra to be frightened.

  1. 10:00

    St. Lawrence Market

    Architecture

    Tuesday to Saturday. The lower level is quieter than the main hall and has the fishmongers and the cheese.

  2. 13:00

    Hockey Hall of Fame

    Other

    Yonge and Front, entered through the shopping concourse below rather than the grand doors. Allow ninety minutes if you care, forty if you do not.

  3. 19:00

    CN Tower

    Architecture

    Timed ticket online, and the last hour before sunset is the slot to take. The queue on a summer evening runs past an hour without one.

With more time: The Distillery District is five hectares of Victorian brick east of the market, a whisky works until 1990 and now a pedestrian precinct of galleries and cafes. It is twenty minutes on foot from St Lawrence and it fills the gap between lunch and the tower.

Day 2 in Toronto

Bloor Street: the crystal, the castle and the shoes

The Royal Ontario Museum is the largest in Canada and the only one with a Daniel Libeskind extension crashing through the front of it, a set of intersecting crystals in aluminium and glass bolted onto a 1914 building in 2007. Opinions in the city remain divided, which is the fate of every building of that period. Inside, the dinosaurs and the Chinese galleries are the strongest rooms.

Across the road, the Bata Shoe Museum is the best small museum in Toronto and sounds like a joke until you are in it. Thirteen thousand items covering four and a half thousand years, arranged to explain class, gender and labour through footwear, in a Raymond Moriyama building shaped like a shoebox with the lid ajar.

Finish uphill at Casa Loma, a ninety eight room Gothic revival house built between 1911 and 1914 by a financier who made his money electrifying Ontario, and who moved out ten years later owing the city more in tax than he could pay. The stables, the tunnel under the road and the two towers are the parts to see.

  1. 10:00

    Royal Ontario Museum

    Culture

    Museum subway station is directly underneath and its platform is decorated as the galleries above. Two hours minimum.

  2. 13:30

    Bata Shoe Museum

    Culture

    Directly across Bloor at St George. An hour, and more entertaining than the subject suggests.

  3. 15:30

    Casa Loma

    Historic

    Twenty minutes uphill from Dupont subway, which involves a genuinely steep staircase. Book online for a small discount.

With more time: Kensington Market, twenty minutes south, is a few blocks of Victorian houses turned into fruit shops, vintage clothes and taquerias, and it is closed to cars on the last Sunday of the month in summer. It is the best place in the city to eat something for eight dollars.

Day 3 in Toronto

Gehry's museum, a laneway of spray paint, and the islands

Frank Gehry grew up two streets from the Art Gallery of Ontario and rebuilt it in 2008, and the restraint in what he did there is unlike almost anything else with his name on it: a curved wood and glass gallery running the length of Dundas Street and a blue titanium box on the south side. The Thomson collection of Canadian art inside includes the Group of Seven, which is the school that taught Canada what its own landscape looked like.

Ten minutes south, the lane behind Queen Street West has been legally painted end to end for years and runs about a kilometre. It changes constantly, it is free, and it is the one bit of Toronto that photographs like a city with an attitude problem.

Then take the ferry. The Toronto Islands are fifteen minutes offshore, have no cars on them, and hold a small residential community, several beaches and the only angle from which the skyline reads properly. Ward's Island at the eastern end is the quiet one, with a boardwalk and a cafe and a lot of people who live there and would rather you did not.

  1. 10:00

    Art Gallery of Ontario

    Culture

    Free on Wednesday evenings from six. The Canadian galleries on the upper floors are the reason to come.

  2. 13:30

    Graffiti Alley

    Culture

    The entrance is off Spadina behind Queen West, unmarked. Twenty minutes to walk it, longer if the light is good.

  3. 15:00

    Ward's Island

    Nature

    Ferries leave from Jack Layton Terminal at the foot of Bay Street. Check the return times before you go over: the last boat is earlier than you would expect out of season.

With more time: Evergreen Brick Works, in the ravine east of downtown, is a derelict brick factory turned into a farmers' market and a set of walking trails, and there is a free shuttle from Broadview station at weekends.

Day 4 in Niagara Falls (Ontario)

Down to the falls, and behind them

The morning train from Union runs along the lake to Burlington and then cuts inland across the peninsula, about two hours. From the station it is fifteen minutes downhill to the river.

Nothing prepares you for the volume. Around two thousand eight hundred cubic metres of water go over the Horseshoe every second during summer daylight hours, and then the flow is halved overnight when the treaty allows more of it to be sent to the power stations. The drop is 57 metres, which is not tall as waterfalls go. The width and the noise are what make it.

Do the boat first. The catamarans that run under the Horseshoe from the Canadian side operate as Niagara City Cruises now, they hand out ponchos that do not work, and being in the middle of the basin looking up is the entire point of coming here. Then the tunnels, which take you behind the sheet of water to two openings cut through the rock, and finish walking the park along the rim as the floodlights come on.

  1. 09:00

    GO train from Toronto Union

    Travel

    About two hours to Niagara Falls station. Buy on the Presto app or at the machine, and sit on the right after Burlington.

  2. 14:00

    Hornblower Niagara Cruises

    Visit

    Runs from April to November depending on the ice. Twenty minutes on the water, and you will be wet regardless of the poncho.

  3. 16:00

    Journey Behind the Falls

    Visit

    A lift down through the rock to tunnels behind the falls and an observation deck at the base. Quieter after four.

  4. 18:00

    Queen Victoria Park

    Leisure

    The strip of park along the rim, free and open all night. Floodlights come on at dusk and there are fireworks over the falls on summer evenings.

With more time: The Skylon Tower's observation deck is the highest view of both sets of falls at once, and unlike almost everything else on the strip it is worth the ticket on a clear evening.

Day 5 in Niagara Falls (Ontario)

The gorge road: a tunnel, a cable car and a fort

The best thing at Niagara is not the waterfall. The Niagara Parks Power Station is a 1905 generating hall at the edge of Queen Victoria Park that ran until 2006 and was opened to the public in 2021 with its turbine floor untouched: marble control panels, brass railings, and generators the size of a bus. In 2022 they opened the tailrace tunnel underneath it, 670 metres of brick-lined bore that comes out at the bottom of the gorge with the falls off to your left.

Then drive downstream. Six kilometres along the parkway, the whirlpool is where the river turns ninety degrees and reverses on itself, and a cable car designed by a Spanish engineer has been crossing above it since 1916. It is an antique carried on six cables and it is not for everybody.

Keep going to Niagara-on-the-Lake, where the river meets Lake Ontario. Fort George is the British post that held this side of the line in the War of 1812, was destroyed by American artillery from across the river and rebuilt in the 1930s. The town behind it is all clapboard and hanging baskets, has run a Shaw theatre festival since 1962 and is surrounded by vineyards.

  1. 09:30

    Niagara Parks Power Station

    Architecture

    Buy the tunnel with the entry, not separately. Two hours including the lift down and the walk out to the gorge.

  2. 13:00

    Whirlpool Aero Car

    Other

    Ten minutes each way over the whirlpool, standing, seasonal and shut in high wind. Parking is on the parkway.

  3. 14:00

    Peller Estates Winery Restaurant

    Eat

    Winery restaurant on the way into Niagara-on-the-Lake, open for lunch from noon. Book at weekends.

  4. 16:00

    Fort George

    Culture

    Costumed interpreters, a working bakehouse and gun drills through the summer. An hour, and the town is a ten minute walk further on.

With more time: The White Water Walk is a boardwalk at the bottom of the gorge beside the class six rapids below the whirlpool, reached by a lift through the rock. Twenty minutes, and the water is genuinely frightening from that close.

Day 6 in New York City

Across the border, then midtown at the end of the day

Cross the Rainbow Bridge, answer the questions, and be at Buffalo airport for a mid morning flight. You will be at LaGuardia by early afternoon, and the airport that used to be a national joke was rebuilt between 2018 and 2022 and is now genuinely pleasant, which nobody was expecting.

Do not attempt anything ambitious on the arrival day. Start at Grand Central Terminal, which opened in 1913, has more platforms than any station on earth and a ceiling painted with a zodiac that is back to front, apparently because the painter worked from a medieval manuscript that showed the sky from the outside. The oyster bar in the basement has been there since the station opened.

Walk west into Times Square, which is loud, commercial and worth exactly twenty minutes, and then go up. Top of the Rock is on the seventieth floor of the Rockefeller Center and has the one thing the taller decks cannot offer, which is the Empire State Building in the view. Book the slot that starts about forty minutes before sunset.

  1. 07:00

    Cross to Buffalo and fly to LaGuardia

    Travel

    Forty minutes to the airport including the bridge on a good day, and up to ninety on a holiday weekend. The flight is about eighty minutes.

  2. 15:00

    Grand Central Terminal

    Architecture

    Free, always open, and the whispering gallery outside the oyster bar works exactly as advertised if you stand in diagonally opposite corners.

  3. 16:30

    Times Square

    Architecture

    Ten minutes west along 42nd Street. Go once, at night, and then avoid it for the rest of the trip.

  4. 18:00

    Top of the Rock Observation Deck

    Architecture

    Timed entry booked in advance. The top level is open air and the queue for the parapet moves faster on the north side.

With more time: The Museum of Modern Art is five blocks north and open until half past five most days, or half past seven on Saturdays, which makes it an option if the flight lands early.

Day 7 in New York City

The harbour, the island and the memorial

Be at Battery Park by half past eight. The ferry to Liberty Island is the only legitimate way onto it, the queue for security is the bottleneck rather than the boat, and the first two departures are the difference between a good morning and two hours standing in a line.

The statue was a gift from France, dedicated in 1886, and the pedestal is included in the ordinary ticket while the crown is a separate reservation that goes months in advance. Ellis Island is the second stop on the same ferry and it is the more affecting of the two: twelve million people were processed through the great hall between 1892 and 1954, and the registry room upstairs is left almost empty on purpose.

Come back to the mainland in the afternoon for the September 11 memorial, where the footprints of the two towers have been turned into sunken pools with the water falling into a square void in the middle of each. The museum underneath is seven storeys down, is very good and is extremely hard going. Give it two hours, or give it none and sit by the pools instead.

  1. 08:30

    Statue of Liberty

    Historic

    Ferry from Battery Park, timed ticket, and the security line is airport-grade. Pedestal access must be booked with the ticket.

  2. 11:30

    Ellis Island

    Nature

    Included on the same ferry, second stop. The hospital wing on the south side runs a separate hard-hat tour that almost nobody takes.

  3. 15:00

    National September 11 Memorial & Museum

    Historic

    The memorial pools are free and open air. The museum below needs a timed ticket, and a limited number of free slots are released online each week.

With more time: Trinity Church, two blocks up Broadway, was the tallest building in New York until 1890 and Alexander Hamilton is buried in the yard. It takes ten minutes and it puts the scale of the financial district in order.

Day 8 in New York City

Over the bridge into Brooklyn

Walk the Brooklyn Bridge early, from the Manhattan side, going east. It opened in 1883 with a main span of 486 metres, half as long again as anything built before it, and the promenade runs down the middle above the traffic. Since the cycle lane was moved off it in 2021 the walkway is pedestrians only, which has made it bearable again. By ten in the morning it is full.

You come off in Dumbo under the Manhattan Bridge, and from there two subway stops get you to the other Brooklyn. The Brooklyn Museum is the second largest in the city and gets a fraction of the traffic: an Egyptian collection that rivals anything in Manhattan, American painting, and Judy Chicago's Dinner Party installed permanently on the fourth floor.

Prospect Park is across the road. Olmsted and Vaux built it after Central Park and both of them said it was the better job, mostly because they were given a shape they could work with: one long meadow, one wooded ravine and a lake, with no cross streets cutting through. Sunday afternoons on the Long Meadow are the best free thing in New York.

  1. 08:30

    Brooklyn Bridge

    Architecture

    Start at City Hall or Chambers Street and walk east. Forty minutes at a stroll, and the light is behind you in the morning.

  2. 11:00

    Brooklyn Museum

    Culture

    Eastern Parkway on the 2 or 3 train. Admission is modest by New York standards and the touring shows are ticketed separately.

  3. 15:00

    Prospect Park

    Leisure

    Enter at Grand Army Plaza and walk the Long Meadow south. The botanic garden shares the same block if the weather turns.

With more time: The New York Transit Museum occupies a disused subway station in Brooklyn Heights, ten minutes from the bridge, and the platform downstairs holds two dozen restored cars going back to 1907 that you can walk through.

Day 9 in New York City

Fifth Avenue: the Met, the park and the spiral

The Metropolitan Museum of Art holds around two million objects and no visitor has ever seen a meaningful fraction of them, so pick two departments and accept the rest. The Egyptian wing with the temple of Dendur in its glass hall, the American period rooms, the arms and armour, the European paintings: any two of those is a morning. Note that pay-what-you-wish now applies only to residents of New York State and students from the three neighbouring states. Everybody else pays the full price.

Then walk out of the back of it into Central Park, which is 340 hectares that Olmsted and Vaux designed from 1858 onwards on land that had to be cleared of an existing Black settlement to make room, a fact the park spent a century not mentioning. Go north through the Ramble and the Bethesda arcade rather than along the roads.

Come out at 89th Street for the Guggenheim, which is Frank Lloyd Wright's last building, finished in 1959 six months after he died, and which works by putting you in a lift to the top and letting you walk down a single continuous ramp. It takes ninety minutes and the building is more interesting than most of what hangs in it.

  1. 10:00

    Metropolitan Museum of Art

    Culture

    Opens at ten, and the first hour is the quietest of the day. The roof garden is open from spring to autumn and is free with the ticket.

  2. 14:00

    Central Park

    Leisure

    Enter behind the museum at the obelisk. The loop road is closed to cars, so the whole park is walkable without stopping.

  3. 16:30

    Solomon R. Guggenheim Museum

    Culture

    Fifth Avenue at 89th. Take the lift to the top and walk down. Closed on Thursdays out of season.

With more time: The Cloisters sits in a park at the top of Manhattan, is part of the same museum on the same ticket if you go on the same day, and holds medieval European architecture reassembled stone by stone above the Hudson. It is forty minutes on the A train and almost nobody makes the trip.

Day 10 in New York City

One last building, then the airport

The Empire State Building opened in 1931, went up in 410 days during the worst year of the Depression, and stood as the tallest building in the world for forty years. The observatory on the 86th floor is outdoors and wraps all four sides, and the first slot of the morning at nine is the only one without a queue.

The exhibition on the way up was rebuilt in 2019 and is better than the usual filler, particularly the room on how the thing was actually assembled, which involves a good deal of riveting and very little in the way of safety equipment.

Then go. Allow an hour to LaGuardia, ninety minutes to Kennedy, and add half of that again in the afternoon. The subway to the airport is cheap and slow and works fine if the bags are small.

  1. 09:00

    Empire State Building

    Architecture

    Book the first slot. The 86th floor is the one to buy; the 102nd is enclosed, higher and not worth the supplement.

  2. 11:00

    Coffee and something from a deli

    Eat

    Any corner in midtown. Bacon, egg and cheese on a roll is the local breakfast and it costs about five dollars.

  3. 12:00

    To the airport

    Travel

    The Q70 bus from Jackson Heights to LaGuardia is free and quick. For Kennedy, the E train to Jamaica and the AirTrain.

With more time: If the flight is late in the day, the Morgan Library is ten minutes from the Empire State Building and holds three Gutenberg Bibles in a private study that looks like the inside of a jewellery box.

Before you go

Getting between the three

GO Transit runs trains from Toronto Union to Niagara Falls in about two hours, and there are more frequent buses on the same route. The train is worth waiting for: it runs along the lake for the first half and drops you a fifteen minute walk from the gorge, whereas the bus station is further out.

From Niagara to New York, fly. Buffalo Niagara International Airport is 40 minutes away across the Rainbow Bridge, and the flight to LaGuardia takes under ninety minutes. Cross-border taxis and shuttles do the airport run, and you clear United States immigration at the bridge rather than at the airport.

The alternative is Amtrak's Maple Leaf, which runs from Toronto to New York Penn Station in about twelve and a half hours with a long border stop at Niagara Falls. It is a good day out and a bad way to arrive.

Neither Toronto nor New York needs a car, and having one in either is an expensive mistake. Niagara is walkable along the falls but a car makes the gorge road and the wine towns much easier.

The border

You cross into the United States on land at Niagara. Bring the passport that got you into Canada, know where you are staying in New York, and expect questions. Land crossings are slower than airports at weekends and on American holidays.

Visitors who need an ESTA for the United States and an eTA for Canada should have both before leaving home. An eTA is not required to enter Canada by land, but it is required to fly out of it, which catches people who arranged the trip in that order.

Money and timing

New York is the expensive one by a distance, and the gap is in hotels rather than food. Toronto is roughly two thirds the price for an equivalent room, and Niagara Falls is cheap midweek and doubles at weekends.

Book the September 11 museum, the Statue of Liberty ferry and any observation deck with timed entry before you travel. Everything else on this route can be decided on the morning.

The shape of this trip is a comparison you cannot make any other way. Toronto and New York look similar from a distance and feel nothing alike from inside, and going straight from one to the other with two quiet days in between is what makes the difference legible.

If you have more time, the extension that adds the most is not another city but the Hudson Valley: two hours north of New York by train, with Dia Beacon in an old printing factory and West Point across the river, and it turns the last two days into something slower.

Go deeper on one city

Each of these covers a single stop on this route in its own right.

Make it your trip

Every stop, day and place here lands in your account as an editable trip. Move the days around, swap a city, add your own bookings and costs, and share it with whoever is coming.

Common questions

Is Niagara Falls worth two nights?
The waterfall is worth an afternoon. The gorge below it, the power station and the wine towns downstream are worth the second day, and they are what most visitors miss entirely. If you only want the falls, cut it to one night and give the extra day to New York.
Which side of the falls is better?
The Canadian side, and it is not close. Horseshoe Falls faces Ontario, so the panoramic view and the boat basin are on that bank. The American side has the closer view of its own smaller falls and a better state park to walk in.
Could I take the train the whole way instead of flying?
Yes. Amtrak's Maple Leaf runs Toronto to New York daily in about twelve and a half hours, including a border inspection at Niagara Falls where everybody gets off the train. It costs less than the flight and takes a whole day, so it works only if you treat the journey as one of the things you came for.
Four nights in New York, is that enough?
It is enough for one strong day in each of four different parts of the city, which is what the days below do. It is not enough to add the Bronx, Harlem, a Broadway show and a baseball game, and trying to fit all of that in is how people come home saying New York exhausted them.
When is the worst time to go?
February. Both cities are cold and grey, the Niagara boats and the cable car are shut for the season, and the falls, though spectacular under ice, come with a gorge wind that makes standing at the rail a short experience.