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HOME > Twin & Multicentre Holidays > Boston, Cape Cod & New England

Boston & New England Fly-Drive holiday

SUGGESTED ITINERARY

Day 1 - UK to Boston

Fly from London to Boston, arriving later that day - departures from other UK airports are also available, of course. On arrival in to Boston make your way to your chosen hotel, for a three night stay - if you’d like a different duration here just let us know, we’re very flexible!

Days 2-3 - Boston

Spend the next few days getting to know fascinating Boston. Perhaps spend one day discovering the city’s revolutionary history by following the Freedom Trail, and one day taking in its open spaces with a bicycle rental along the Charles River.

Day 4 - Boston to Brattleboro

Collect your rental car from the car hire depot in the city, and head out of town. We’d suggest driving via the Mohawk Trail from Orange to North Adams on the way to Brattleboro (approx. 175 miles / 4 hours, plus stopping time) - there are shorter routes too, but this is the scenic option! On arrival in to Brattleboro check in to your hotel for a two night stay.

Day 5 - Brattleboro

This area of Vermont is home to some of the prettiest drives in the region, so spend the day exploring the area, or getting to know charming Brattleboro a little better.

Day 6 - Brattleboro to Stowe

Continue through Vermont, travelling via the Covered Bridges of Bennington and the scenic VT100 Green Mountains route (approx 175 miles / 4 hours, plus stops) - at Bennington, a 30 minute detour will take you across three traditional covered bridges spanning the Wallomsac River, while the section between Waterbury and Stockbridge is particularly scenic. On arrival in to Stowe check in to your hotel for two nights.

Day 7 - Stowe

In the winter Stowe is Vermont’s premier ski destination, and in the summer cycling, and kayaking take over. This area of Northern Vermont is beautiful at any time of year. Spend the day taking in the areas scenery.

Day 8 - Stowe to Lake Winnipesauke

Head south from Stowe to Lake Winnipesauke in New Hampshire, travelling via the White Mountains and the Kancamagus Highway NH112. This area includes New England’s highest mountains, and is a magnet for hikers and adventurers.

Day 9 - Lake Winnipesauke

Spend a day in, on and around Lake Winnipesauke, New Hampshire’s largest lake.

Day 10 - Return

Drive back to Boston airport (approx 135 miles / 2 hours 50 minute, plus stopping time) driving via Wolfeboro and Portsmouth. Drop off your rental car and check in for your return flight to the UK, arriving the next day.

Explore Boston for a few days before heading in to Massachusetts, New Hampshire and Vermont, taking in the beauty of New England. Spend a couple of nights in each of the locations across the region.

2023/24 package holidays to Boston and New England fly-drive Holiday prices are per person based on two sharing, including flights and accommodation, and are subject to availability. Flights from London - other departures also available, call for details. Holiday ref J0420W.

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Boston & New England holidays