A week in Boston for 2: about CA$3,300 all-in.

Your trip first, in your currency. The rows under it are our stored prices from Toronto and Montréal for 4 travellers, in CA$.

What people underestimate here: the fare you see advertised is per person. At CA$503 each, a party of 4 is CA$2,011 before anyone has booked a room.

A week for 2, Dec 19 – 26, 2026, all-in: return flights from that city, 7 nights' stay, food and getting around. Prices checked Oct 1, 2026.

• From New Yorkabout US$2,120
• From Chicagoabout US$2,210
• From Dallasabout US$2,500
• From Los Angelesabout US$2,700

Is CA$5,000 enough for a family trip to Boston?

Not for this trip. Boston starts around CA$5,406 for 4 people over 7 nights, so CA$5,000 would leave you short before you've spent anything on the ground.

Is CA$6,000 enough for a family trip to Boston?

It can work, but it depends what you book. CA$6,000 sits inside the CA$5,406–CA$7,949 range — the cheaper end means compromises on flights or location, not bad luck.

Is CA$7,000 enough for a family trip to Boston?

It can work, but it depends what you book. CA$7,000 sits inside the CA$5,406–CA$7,949 range — the cheaper end means compromises on flights or location, not bad luck.

Is CA$8,000 enough for a family trip to Boston?

Comfortably. CA$8,000 clears the top of the CA$5,406–CA$7,949 range, which leaves room for a better location or a direct flight rather than the cheapest one.

Is CA$9,000 enough for a family trip to Boston?

Comfortably. CA$9,000 clears the top of the CA$5,406–CA$7,949 range, which leaves room for a better location or a direct flight rather than the cheapest one.

How much are flights to Boston from Canada?

From Toronto, CA$503–CA$503 per person — CA$2,011–CA$2,011 for a party of 4. From Montréal, CA$721–CA$721 per person — CA$2,885–CA$2,885 for a party of 4. These are return fares over winter holidays 2026; the advertised fare you see elsewhere is almost always per person.

How much spending money do you need for Boston?

Budget roughly CA$313–CA$482 a day for the whole family — food, local transport and activities — which is CA$2,194–CA$3,376 across 7 nights. That sits on top of flights and your stay, and it's the line most people forget when they price a trip.

How much is a week in Boston for a family of 4?

CA$5,406–CA$7,949 all-in over winter holidays 2026 — flights, 7 nights' accommodation and day-to-day spending together, leaving from Toronto or Montréal.

How much does a trip to Boston cost from the US?

For 2 people for a week (Dec 19 – 26, 2026), all-in in US dollars: about US$2,120 from New York, about US$2,210 from Chicago, about US$2,500 from Dallas, about US$2,700 from Los Angeles. That covers return flights from that city, 7 nights' stay, food and getting around. Prices checked Oct 1, 2026.

Is Boston expensive for a family trip?

It's cheaper than 36 of the 50 destinations we price from Montréal and Toronto. A family of 4 should expect CA$5,406–CA$7,949 all-in for 7 nights — whether that's expensive depends on your budget, which is the question the verdict actually answers.

• Winter holidays 2026CA$5,406–CA$7,949
• March break 2027CA$5,337–CA$7,893