Weekend getaways from Boston

If you're flying out of Boston this weekend, you have 22 destinations to choose from — spread across 2 countries and all within a 3-hour flight. The current price leader is Presque Isle at €46. Massena is another strong option at €50. All fares refresh continuously; the booking link always shows the live price.

Best weekend getaways from Boston right now

Looking for a quick weekend escape from Boston? These destinations combine short flight times, current low fares, and enough flexibility for a two- or three-day trip. The cheapest option in this list is Presque Isle from €46.

Presque Isle
United States - 1h 22m - Direct
from €46
Massena
United States - 1h 20m - Direct
from €50
Indianapolis
United States - 2h 30m - Direct
from €52
Chicago
United States - 2h 58m - Direct
from €61
New York
United States - 1h 14m - Direct
from €65

Why these destinations?

- Short flight time from the origin airport
- Low current fares compared with nearby destinations
- Practical for a 2-3 day city break or short escape

Prices refresh every 48-72 hours.

Cheapest destinations from Boston

Weekend getaways from other cities

Frequently asked questions

What's a good weekend trip from Boston?

Right now the cheapest weekend-ready fare from Boston is €46 to Presque Isle, about 1 hours each way. That leaves plenty of time for two full days at your destination even on a Friday-to-Sunday schedule. See the full list above for all 22 options under 3 hours, covering 2 countries.

How many direct flights from Boston work for a weekend?

19 of the short-haul destinations from Boston currently have direct fares available. Direct is almost always the right call for a 2-night break — you land fresher, skip the connection stress, and save time on both ends of the trip. If a direct option is even €20 more than a connecting flight, it's usually worth it for a trip this short.

When should I book a weekend flight from Boston?

4-6 weeks ahead usually gets you the best combination of price and seat availability. Friday-evening departures and Sunday-evening returns are the most popular, so they cost more — Saturday-morning outbound and Monday-morning return is often 20-30% cheaper for the same destination. Last-minute deals do appear (within 14 days), but you're at the mercy of what's left.

What counts as "short-haul" from Boston?

We filter to flights under 3 hours one-way. That threshold is based on a practical test: a 3-hour flight allows you to leave Boston on a Friday evening after work and arrive in time for dinner at your destination — leaving the full Saturday and Sunday free. Flights longer than 3 hours start to eat meaningfully into a 2-night break.