New England Fall colors Feature image by Canva

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Summertime shines in New England with glorious beaches, lobster bakes and sailing trips. However, fall is ripe with colors along with great eats and cozy inns.

Inland and coastal routes put on their New England fall foliage finery, ablaze with apple greens, scarlet reds, oranges and yellows. Pick a route, pack your hiking boots, and make reservations in these fabulous towns from Massachusetts to Maine.

Airstream at AutoCamp Falmouth
Airstream at AutoCamp Falmouth. Image courtesy of AutoCamp

New England Fall Foliage: Massachusetts

Take a leaf peeping road trip through Massachusetts and Maine for the most spectacular New England fall foliage and lovely quaint towns. #leafpeeping #fallcolors #NewEnglandfallfoliage

Cape Cod and the Islands

The summer crowds have left; this is a glorious time to visit Cape Cod and the islands. On the hooked spit of land known as Cape Cod, you can wend your way from Falmouth to Provincetown along route 28, stopping at the quaint towns along the way.

The fall foliage here isn’t what you’ll see further north. But, it has its own charms set against the blues of Cape Cod Bay and the Atlantic Ocean.

For a distinctive stay, AutoCamp Cape Cod in Falmouth invites you to cozy up in a retro, restored Airstream. These are kitted out with amenities and furnishings like what you’d find in a traditional hotel room.

Shining Sea Bike Path at Falmouth.
Shining Sea Bike Path at Falmouth. Image credit Lisa Jo Rudy

Bicycles are complimentary and you can explore along the Shining Sea Bikeway just at the bottom of the driveway. You’ll ride by cranberry bogs and golden sea grass from Falmouth to Woods Hole.

Alternately, sit back and stare at the trees while you toast marshmallows at your own fire pit. The front desk will provide a s’mores kit for your campfire. In case you’re concerned about having enough space inside, you needn’t worry.

Best Tips & Tools to Plan Your Trip

The smartly designed Airstreams are reminiscent of a stateroom on a cruise ship. They contain a large shower, double bed, kitchenette and space to stash your carry-ons and duffels. Plan a day ferry to Martha’s Vineyard or Nantucket and enjoy the fall’s crisp sea breezes.

For some solid Cape Cod eats, try the Quarterdeck Restaurant in Falmouth. Here Boston scrod is a traditional favorite along with clam chowder and baked stuffed lobster.  

Other welcoming choices include people-watching fave, Bubala’s by the Bay in Provincetown and seafood-centric Mattakeese Wharf on Barnstable Harbor.

New England Fall Foliage Commonwealth Avenue Boston
Commonwealth Avenue in Boston. Image credit Kyle Klein Photography


En route north, Massachusetts’s stunning capital makes a convenient stop to pick up a dose of history. Also, some hearty eats and pretty park colors. Boston’s Back Bay shines with cobblestones and provides some solid hiking.

Walk up and down the hills behind the Massachusetts State House towards shop-filled Charles Street. Book a room at the luxury Newbury Boston for a true fall indulgence including suites that come with a fireplace (and fireplace butler). Finish the day with dinner at the beautiful Contessa restaurant.

From the hotel, saunter through the Boston Common and Public Garden where flowers and trees are ablaze with color. Then walk along the Freedom Trail marked by red bricks in the center of the city’s historic sidewalks.

Finally, make your way to the Rose Kennedy Greenway. Here you’ll meander through a string of parks before heading across Atlantic Avenue to Boston’s burgeoning Seaport District.

The Seaport is set along Boston Harbor and extends to the art- and tech-filled converted warehouses of Fort Point. This is where you’ll find the ICA, Boston’s Institute of Contemporary Art, as well as the pedestrian-friendly Harborwalk.

New England Fall Foliage Boston Public Garden
Boston Public Garden. Image credit Kyle Klein Photography

Conveniently located amid the restaurants, art galleries and music events of the neighborhood is the new Omni Boston Hotel at the Seaport. The Omni has a variety of dining spots for refreshment, from casual Kestra to the hopping Coquette.

For a great place to watch the Bruins and Patriots, The Sporting Bar has 12 HD screens rimming the walls and a DJ to keep the spirit up.

Slurping bivalves is a must in Boston and Row 34 will give you a wide variety of oysters to try. Or, visit the Barking Crab, set on a boat on the edge of Fort Point Channel.

If you’re in the mood for a steak or traditional fish meal, Ocean Prime on Pier 4 is a favorite among the after-work set. It is also a magnet for date night.

The bartenders have perfected classic steakhouse favorites like the Bloody Mary and martini. They are perfect for an evening warm-up, along with Instagrammable temptations like the “smoking” Berries & Bubbles.

Rich lobster bisque, filet mignon with Bearnaise sauce and truffle mac ‘n cheese provide stick-to-your-ribs comfort after a breezy walk along the harbor.

Hammond Castle Museum
Hammond Castle Museum. Image credit @laynescape

The North Shore

Set your sights north of Boston to the state’s toniest coastline area, the North Shore. Lovely route 127 winds north through Beverly, Manchester-by-the-Sea and Gloucester.

Most of the route hugs the shore as you approach Cape Ann. You can drive the entire route in about an hour or make a day of it with numerous stops to get your fall foliage fix.

To capture the New England fall colors of the area, plan some time to explore the grounds of Hammond Castle Museum. It is located a short jog off the road in Gloucester. It’s the striking creation of John Hays Hammond, Jr.

He was an inventor who built a medieval castle to house his collection of historical artifacts. Take a tour and ask to see the “hidden” Prohibition-style wine cellar.

Check the calendar for castle concerts, spiritualism tours and other events. Along the way, you can pick out your own lobster and grab some fried clams at the famous Woodman’s of Essex.

To add a mix of art and delicious eats to your visit, head to Gloucester’s Rock Neck area filled with galleries and shops. There you’ll find the lively Studio Restaurant and Bar. As for a seat on the deck, order a blueberry ale and crab Rangoon, and watch the water taxis that ply the harbor.

Your final destination is Rockport, an artist colony with a homey, New England flair. Before resting your head in Rockport at the oceanfront Emerson Inn, take a walk along Bearskin Neck with its many shops and art galleries.

Don’t miss Motif #1, a red fishing shack said to be the most-painted structure in the world. Also, the Shalin Lui Performance Center. It’s a striking Second Empire-style structure where you can catch a concert or a show while viewing the ocean through a glass wall.

At The Emerson Inn, ask for a room on the third floor. It’s a bit of a climb, but it’s worth it to get a room with sweeping views of the harbor. At the back of the inn’s yard, to the left of the swimming pool, the somewhat hidden Atlantic Path offers a hike along the rocky coast to Halibut Point.

Meander along, taking in the blue water and the leaf and flower colors along the way. Reward yourself back at the inn with cocktails on the porch or inside the bar.  

Portland Maine Headlight
Portland Headlight. Image courtesy Visit Maine

New England Fall Foliage: Maine

Lobsters are still available in the fall in beautiful Maine, and that’s definitely where you want to order them. Jumping off routes 93 and 95, pick up route 1. This winding coastal road passes through small towns filled with quaint homes, lobster ponds, art galleries and historic captains’ residences.

Pause for a while in Perkins Cove, a jog east near Ogunquit, stopping for a lobster in the rough at Barnacle Billy’s. Follow it with a peppermint stick ice cream cone at Jackie’s Sweetside, a true New England treat.

Then set off on one of the state’s most gorgeous walks, The Marginal Way. Take time to savor the New England fall foliage scenery along this path that hugs the dramatic Maine coastline. The views of the cliffs and crashing waves inspired Winslow Homer to create his series of seascapes.

Along the way, you’ll see beautiful flowers and landscaped lawns forming a rainbow contrast to the blue and white of the water below.

Cape Arundel, Kennebunkport.
Cape Arundel, Kennebunkport. Image courtesy of Visit Maine

Kennebunk and Kennebunkport

The tony Kennebunks, with their stately mansions and Victorian homes, grew initially from the towns’ shipbuilding prowess with homes for the area’s sea captains. Today, the villages are known for their relaxed seaside vibe and famous summer residents, the late President George H.W. Bush and his family.

Driving down tree-lined Summer Street with its grand 19th-century homes is a tour through architectural history. The widows’ walks, multi-colored Victorian homes and yellow and white Wedding Cake House are especially vibrant against the changing New England fall foliage.

Turn onto King’s Highway to beautiful Goose Neck Beach. Here you’ll want to book a room at the yellow-painted The Tides Beach Club.


The beachside boutique hotel has well-appointed rooms and its own restaurant and bar. There is also a gorgeous rocking chair-filled porch where you can sip a cocktail and admire the changing foliage.

A dreamy drive along exclusive Ocean Avenue leads you to the Bush family estate with a curving seashore drive. For a luxe stay to the tune of ocean waves, book a room at the Cape Arundel Inn and Resort. Then enjoy dinner in the oceanfront restaurant.

For a more village-side setting that’s perfect for exploring, the Kennebunkport Inn has an outdoor patio for warmer-day dining with live music.  

Outdoor lovers will enjoy Hidden Pond. It’s a cluster of cottages, bungalows and a lodge set in the woods. Plus there is a variety of hiking trails and the farm-to-fork Earth restaurant.

Inn by the Sea lawn
Inn by the Sea lawn. Image courtesy of Inn by the Sea

Portland and Cape Elizabeth

With a rich history in fishing and agriculture, Portland is today regaled as a true foodie city. There are seafood-specialist restaurants like Scales and DiMillos (which sits on an actual ship). Plus inventive bistros like Fore Street and Central Provisions.

Portland promises that you’ll never go hungry. Choose to drive along Portland’s tony Eastern Promenade with its many beautiful Victorian homes. Or, park and hike the two-mile Eastern Promenade Trail along the harbor for New England fall foliage up close.

Head east to Cape Elizabeth and enjoy a gorgeous stretch of land where you’ll find one of the best resorts in the state. The Inn by the Sea is just 10 minutes outside of Portland and is a pet-friendly resort.

Here you can satisfy your fall-color hunger with a gorgeously landscaped lawn, planted with the richest and most unusual seasonal florals.

Take a walk down the private walkway to the beach. Marvel at the rich foliage overhead and alongside as you approach the ocean. For a taste of fall, the resort’s Sea Glass restaurant knows how to do Maine right.

Executive Chef Andrew Chadwick offers oversized blueberry pancakes for breakfast and a meat-packed lobster roll for lunch. Plus, of course, the catch-of-the-day, cooked up any way you’d like for dinner. Reservations are suggested.

Meryl Pearlstein

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