If there’s one place in the United States that knows how to show off autumn in all its fiery glory, it’s New England.

The crisp air, the rolling hills painted in brilliant shades of red, gold, and orange, the covered bridges, and the charming small towns make this region the ultimate fall getaway.

A 7-day New England road trip itinerary gives you enough time to experience the highlights of the six states: Massachusetts, Vermont, New Hampshire, Maine, Connecticut, and Rhode Island.

From historic cities to hidden countryside gems, this itinerary will guide you through the perfect leaf-peeping adventure.

Why Take a New England Road Trip in the Fall?

Stunning Foliage – New England’s fall colors are world-famous, with trees turning into an artist’s palette of warm hues.
Scenic Drives – From Vermont’s Route 100 to the Kancamagus Highway in New Hampshire, the drives themselves are breathtaking.
Charming Small Towns – Covered bridges, colonial homes, farm stands, and cozy cafés await.
Seasonal Flavors – Freshly baked apple pies, cider doughnuts, pumpkin lattes, and maple everything.
Unforgettable Memories – Fall in New England is like stepping into a postcard you’ll never want to leave.

Day 1: Boston, Massachusetts – History Meets Charm

Start your road trip in Boston, the gateway to New England.

Spend your first day exploring this historic city before hitting the open roads.

Top Things to Do in Boston:

Walk the Freedom Trail, a 2.5-mile route through 16 historic sites.
Visit Boston Common and the Public Garden, perfect for fall strolls.
Tour Faneuil Hall Marketplace and grab lunch at Quincy Market.
Admire the skyline from the Charles River Esplanade.
If you have time, explore Beacon Hill, one of the most picturesque neighborhoods in Boston.

Overnight Stay: Boston

Day 2: Salem & Rockport, Massachusetts – Witches and Seaside Beauty

Drive about 40 minutes north to Salem, famous for its 1692 witch trials.

October is the liveliest time here, with Halloween festivities, haunted tours, and spooky charm.

Must-See in Salem:

Salem Witch Museum
The Witch House
Stroll through Essex Street for quirky shops and seasonal décor.

Next, continue to Rockport, a quaint seaside town about 40 minutes away.

In Rockport:

Walk through Bearskin Neck, lined with shops and galleries.
Snap a photo of the famous red fishing shack, Motif #1.
Enjoy lobster rolls by the harbor.

Overnight Stay: Rockport or Gloucester

Day 3: New Hampshire’s White Mountains – Scenic Wonders

Head north into New Hampshire’s White Mountains, a paradise for leaf-peepers.

Drive along the Kancamagus Highway (Route 112), one of the most scenic fall drives in the U.S.

Highlights of the White Mountains:

Stop at Sabbaday Falls for an easy hike to a cascading waterfall.
Visit Albany Covered Bridge for a picture-perfect photo.
Ride the Cannon Mountain Aerial Tramway for sweeping views.
Explore the charming town of North Conway for shopping and dining.

Overnight Stay: North Conway

Day 4: Stowe, Vermont – Covered Bridges and Maple Delights

Drive west into Vermont, the heart of New England fall beauty.

Your destination is Stowe, a postcard-perfect mountain town.

Things to Do in Stowe:

Drive through Smugglers’ Notch Pass, a winding road with dramatic scenery.
Visit the iconic Emily’s Bridge, a historic covered bridge.
Stop at a local maple syrup farm for tastings.
Take a gondola ride up Mount Mansfield, Vermont’s highest peak.

Overnight Stay: Stowe

Day 5: Woodstock & Quechee, Vermont – Quintessential New England

Start your morning in Woodstock, often called the prettiest small town in America.

In Woodstock:

Stroll the village green surrounded by 19th-century homes.
Visit the Middle Covered Bridge.
Browse local boutiques and art galleries.

Then head to Quechee Gorge, known as “Vermont’s Little Grand Canyon.” The fall views from the bridge are spectacular.

Overnight Stay: Woodstock

Day 6: Portland, Maine – Coastal Charm and Lighthouses

Today, drive east toward the Maine coast and the foodie haven of Portland.

Things to Do in Portland:

Visit the Old Port District, with cobblestone streets and historic buildings.
Enjoy a lobster feast at a local shack.
Explore Portland Head Light, the most photographed lighthouse in America.
Take a sunset cruise along Casco Bay if time allows.

Overnight Stay: Portland

Day 7: Newport, Rhode Island – Mansions by the Sea

Finish your road trip with a drive south to Newport, Rhode Island, known for its Gilded Age mansions and coastal beauty.

Must-Do in Newport:

Walk the Cliff Walk, offering dramatic views of the Atlantic and grand estates.
Tour mansions like The Breakers and Marble House.
Relax with a waterfront dinner before concluding your journey.

Overnight Stay: Newport (or return to Boston for departure)

Road Trip Tips for New England in the Fall

✔️ Book Early – Accommodations fill up fast during foliage season.
✔️ Pack Layers – Fall weather can be warm during the day and chilly at night.
✔️ Stay Flexible – Weather and peak foliage times vary each year.
✔️ Drive Safely – Expect winding roads and lots of scenic overlooks where you’ll want to stop.
✔️ Bring a Camera – You’ll regret leaving it behind!

Final Thoughts

A 7-day New England road trip is the perfect fall getaway, offering a mix of vibrant foliage, small-town charm, coastal beauty, and historic richness.

Each stop adds a unique flavor to the journey, ensuring unforgettable memories and countless photo opportunities.

Whether you’re wandering through Vermont’s covered bridges, driving along the Kancamagus Highway, or tasting lobster in Maine, this itinerary captures the very best of autumn in New England.

So pack your bags, hit the road, and let New England’s magic leave you spellbound this fall!