Historic streets, harbor towns & seafood
This is leg 2 of 2, the final leg.
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Travel leg · Boston to Portland
Portsmouth and Portland, Maine sit about 77 km (48 mi) apart in a straight line, with Portland, Maine to the north-east. It is leg 2 of 2 on our Boston to Portland itinerary, a 5-day trip. Here is how long it takes by car, what to see on the way and where it fits in a real itinerary.


Road distance is estimated as 1.2–1.4× the straight line; drive time assumes average speeds of 50–80 km/h with no stops or traffic. These are rough estimates — check a maps app for the actual route.
We don't have live routing data, so the figures below are labelled estimates built from the straight-line distance. Use them to plan the day, then confirm in a maps app.
Most travelers on our Boston to Portland itinerary do this leg by car. We estimate 92–108 km (57–67 mi) of road and 1 h 15 min – 2 h 15 min behind the wheel, so check live traffic before you set off.
Our Boston to Portland guide also mentions trains for parts of the trip. Whether a direct train links Portsmouth and Portland depends on the line — check timetables.
Driving north along the coast is the usual way, and it keeps the schedule flexible. Rail service also connects Boston with Portland, which suits groups who would rather skip the highway. Inside each town, walking covers nearly everything.
Picks from our curated guides at both ends.
Spend two days for lighthouses, a ferry out to the islands and a serious seafood crawl.

Maine potato donuts in flavors like dark chocolate sea salt.

Strong Winslow Homer and Maine art collection in the Arts District.

Ferries to Peaks Island and the outer islands for a cheap harbor cruise.

Hilltop park and trail with views over Casco Bay and its islands.

Belgian-style brewery with a tasting room and free tours.

Oyster bar known for its brown-butter lobster roll on a steamed bun.
A day is enough: historic houses, harbor walks and a seafood dinner downtown.
Where Portsmouth → Portland sits in the full itinerary. Highlighted stops are this leg.
Historic streets, harbor towns & seafood
This is leg 2 of 2, the final leg.
Going the other way? Portland, Maine to Portsmouth is the same 77 km in a straight line, heading south-west. Reverse directions in Google Maps ↗
The biggest gap comes in July, when Portland, Maine averages highs 3°C cooler than Portsmouth.
| Measure | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Portsmouth high | 1° | 2° | 5° | 10° | 14° | 19° | 23° | 23° | 20° | 15° | 9° | 4° |
| Portland high | 1° | 1° | 4° | 8° | 12° | 17° | 21° | 21° | 18° | 13° | 9° | 4° |
| Portsmouth rain | 104 | 107 | 122 | 119 | 101 | 116 | 91 | 94 | 88 | 135 | 116 | 144 |
| Portland rain | 103 | 103 | 110 | 121 | 101 | 127 | 96 | 94 | 97 | 145 | 125 | 141 |
Temperatures in °C, rain in mm per month. Long-term monthly averages from NASA POWER satellite climatology — a guide to typical conditions, not a forecast. Month headings link to Portland, Maine month guides.
Portsmouth is about 77 km (48 mi) from Portland, Maine in a straight line, with Portland, Maine to the north-east. By road, we estimate 92–108 km (57–67 mi), or 1.2–1.4 times the straight line. Check a maps app for the exact route.
An estimated 1 h 15 min – 2 h 15 min, assuming 92–108 km of road at average speeds of 50–80 km/h with no stops or traffic. It is not a routed time, so check a maps app on the day.
Our Boston to Portland itinerary includes this leg. Boston to Portland runs about 5 days across 3 stops, best in May – Oct.
Add this leg to a shared itinerary, poll the group on where to stop, split fuel and tickets, and keep everyone's packing list in one place in TripsCircle.