Quick Enquiry

Ski New England

Killington, Stowe, Mount Washington & Boston

Ski New England is a wonderful Road Trip in the mountains! 3 amazing alpine resorts along with the cosmopolitan and historic city of Boston.

As you cruise along the scenic roads that link these four destinations you’ll pass typical New England scenes. These include covered bridges, frozen lakes and charming homes and you will find them throughout your jouney.



Ski New England 14 nights

Remember, any and all of our pre packaged road trips can be altered to meet your exact needs and wants. Do you have more or less than 14 days for your road trip? No problem, we can bolt on extra nights to allow more time to explore or shorten the number of destinations as required. Just let us know when requesting your quote.

Skiing with Mt Washington on the horizon is special


Boston, MA

Day 1

Head for the slopes

After collecting your car or SUV, you’ll leave Boston and head north. Don’t worry, you’ll be back to enjoy Boston’s charms before you return home. You won’t drive far today, just enough to get you started on the road to the slopes of New England.

  • Key location: Boston
  • Lawence
  • 29 Miles

Killington Ski Lift

Day 2

Arrive in Killington

Killington Mountain Resort & Ski Area is located in central Vermont. It’s the largest ski area in eastern America, and it also has the largest vertical drop in all of New England. Find out just why Killington is so popular.

  • Key location: Killington, Vermont
  • Killington, Vermont
  • 135 Miles

Killington slopes

Day 3

Ski the massive Killington

141 trails, served by 22 ski lifts over 6 interconnected mountain peaks. The 3 days of skiing here will never become repetitive, as this resort has more than enough skiing to entertain you for weeks.

  • Key location: Killington, Vermont
  • Killington, Vermont

Ski New England!

Day 4

Another day to explore Killington

A third and final day on Killington’s amazing slopes.

  • Key location: Killington, Vermont
  • Killington, Vermont

Pretty Stowe

Day 5

Further North to pretty Stowe

This ski resort town in northern Vermont is a cute as a button, providing state off the art lifts with small town charm. In the summer months, biking and hiking take over. And come Autumn, the leaves put on a show for all to see. But for me, winter is when Stowe is at it’s best.

  • Key location: Stowe
  • Stowe
  • 78 Miles

The slopes in Stowe

Day 6

Ski the slopes in Stowe

Two mountains of classy Vermont skiing can be enjoyed over the next 2 days. And skiing in America often means open, wide and empty slopes and Stowe is no different. A skiing holiday in New England has to be experienced by every lover of the white stuff.

  • Key location: Stowe
  • Stowe

Base Lodge in Stowe

Day 7

A second day skiing in Stowe

Stowe has more than enough skiing on offer for another full day on the slopes. However, if you fancy a day of rest then Stowe is a charming place to spend the day. And if you like Ice Cream, then the Ben & Jerry’s Factory is well worth a visit.

  • Key location: Stowe
  • Stowe

Roads to New Hampshire

Day 8

From Green to White Mountain skiing

You’ll leave the Green Mountain range of Vermont for the White Mountain range of New Hampshire on the next leg of your Ski New England holiday.

  • Key location: North Conway
  • North Conway
  • 116 Miles

Ski New England

Day 9

Ski Wildcat

Wildcat Ski resort offers stunning views of Mount Washington as you cruise the down the slopes.

  • Key location: North Conway
  • North Conway

New Hampshire

Day 10

Choose from multiple ski resorts

Choose from Bretton Woods, Attitash or perhaps Canon for your last day of skiing in New England. New Hampshire‘s Mount Washington is the highest summit in the Northeastern U.S. at 6,288’ – a stunning landmark can be enjoyed from most of the state’s great ski areas.

  • Key location: North Conway
  • North Conway
  • 116 Miles

Flume Gorge Bridge

Day 11

Arrive in Historic Boston

After ten days of classy skiing throughout New England, you’ll cruise down scenic roads on your way back to Boston.

  • Key location: Boston
  • Boston
  • 137 Miles

Boston Skyline

Day 12

Explore Boston’s gems

Smaller, friendlier and more sophisticated than most of its east coast neighbours. Boston is packed with history and charm, and it offers world class shopping, dining and walking tours.

  • Key location: Boston
  • Boston

Acorn Street, Boston

Day 13

Another day in Boston

Wrap up warm and discover Boston one neighbourhood at a time. Highlights include Boston Public Garden, Fenway Park and top class museums.

  • Key location: Boston
  • Boston

A walking city

Day 14

Crunchy Leaves and Hot Chocolates!

The American Road Trip Company normally try to book a late flight home for our customers, that way you can make the most of your final day in America. Why not spend the morning shopping or visiting one last Boston attraction?

  • Key location: Boston
  • Fly Home
  • 4 Miles

check out the other road trip tours that explore this region

Snow dusted trees on slope in Stowe, Vermont, Ski New England USA

Ski New England

Killington, Stowe, Mount Washington & Boston

Autumn Orange leaves falling from trees in New England

Autumn in New England

Visit Boston, The Berkshires, The Green Mountains, Stowe VT, The White Mountains, Jackson NH, Acadia National Park, Coastal Maine, Kennebunkport, Cape Ann & Salem

Light House against the sunset in Cape Cod, Massachusetts. New England, America.

Ultimate New England

New York, Catskills, Niagara Falls, Stowe, Acadia NP, Boston, Cape Cod & The Hamptons

Mount Rushmore Monument, South Dakota, Northern Crossover USA

Northern Crossover

Boston, Niagara Falls, Chicago, Mount Rushmore, Devil's Tower, Yellowstone NP, Grand Teton NP, Lake Tahoe, Yosemite NP, Napa, San Francisco & more

get all the latest news and offers by signing up to our newsletter