Boston Residents Head North for Vermont, New Hampshire & Maine Ski Weekends

ByVIP

Presidents Day reminds everyone in Boston of one thing — winter isn’t over.

While Valentine’s Day slows things down for group celebrations, February and early March are prime time for Boston residents heading north for ski weekends, snowmobiling trips, and mountain getaways across New England.

Within just a few hours of the city, you’ve got world-class winter terrain waiting in Vermont, New Hampshire, and Maine.

Vermont Ski Resorts Boston Travelers Love

Killington

Popular Vermont destinations include:

From steep terrain to scenic cruisers, Vermont offers that classic New England mountain town feel. Boston groups often plan 2–3 night trips, rent a house, ski all day, and relax at night.

Late February usually brings strong base depth and well-groomed trails — especially after Presidents Day crowds thin out.

New Hampshire: Quick Access from Boston

If you want shorter drive times, New Hampshire delivers:

  • Loon Mountain Resort
  • Mount Sunapee Resort
  • Bretton Woods
  • Crotched Mountain Ski & Ride
  • Pittsburg (yes it’s far, but it’s awesome snowmobiling)
Mount Sunapee

Many Boston residents can reach southern NH in under two hours. That makes it ideal for:

  • Quick ski Saturdays
  • One-night winter escapes
  • Snowmobile trail weekends
  • Bachelor groups looking for something different than downtown nightlife

Maine Mountains & Snowmobiling Territory

For bigger terrain and wide-open winter scenery, Maine stands out:

  • Sugarloaf
  • Sunday River
  • Rangeley

Maine is also known for extensive snowmobile trail systems — a huge draw for groups that want high-energy winter action beyond the ski slopes.

The mountain towns stay lively through March, especially on weekends.

snowmobiling

Why Late Winter Is Still Prime Time

After Valentine’s Day, things shift. The couple-centric weekends fade and group travel picks back up.

For Boston residents, late winter offers:

  • Solid snow coverage
  • Fewer holiday lift lines
  • Better rental availability
  • Strong value compared to peak January

Winter bachelor parties, birthday weekends, and friend trips often shift toward ski houses and mountain rentals this time of year.

New England winters don’t shut down after February 14 — they just get better for groups who plan smart.

If you’re organizing a winter weekend north of Boston, plan early, lock in lodging, and make the most of the season while the snow is still fresh.

Spring will be here soon enough — but ski season is far from over.

So if you need dancers for your ski or snowmobiling adventure trip. We have you covered. Based in Manchester, NH we cover Vermont, NH, and Maine all winter.

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