Heritage, Harbours, and Hills: Exploring New England by Road

• Arrival: Pick up your hire car at the airport and head to your hotel. Settle in and get ready for an exciting day in Boston.
• Explore: Walk the iconic Freedom Trail, with its 16 historic stops, including the Old North Church and Paul Revere’s House.
• Immersive Experience: Visit the Boston Tea Party Ships and Museum, where history comes to life with interactive exhibits.
• Food: Enjoy Boston’s famous clam chowder at Quincy Market or dine at the historic Union Oyster House, which dates back to the 1800s.
• Cultural Spots: Stop by the Museum of Fine Arts or the enchanting Isabella Stewart Gardner Museum for a dose of culture.
• Shopping: Explore Newbury Street, known for its boutique shops, or visit the lively Faneuil Hall Marketplace.
• Wrap Up the Day: Take a relaxing walk through Boston Common or enjoy a serene ride on the Swan Boats in the Public Garden.

• Route: Boston → Salem → Manchester-by-the-Sea → Rockport → Portsmouth → Kennebunkport.
• Driving Distance: 90 miles / 144 km.

Highlights:

1. Salem:
   • What to do: Visit the Salem Witch Museum to dive into the infamous 1692 witch trials or explore the House of the Seven Gables, an iconic New England landmark.
   • Food stop: Grab a bite at Turner’s Seafood, known for fresh seafood in a historic setting.
2. Coastal Towns:
   • Manchester-by-the-Sea: Take a quick stroll to appreciate the quaint New England vibe.
   • Rockport: Stop by the picturesque Motif Number 1, a red fishing shack that’s been an artist's favourite for generations.
3. Portsmouth, New Hampshire:
   • What to do: Explore the charming streets, or visit the nearby village of New Castle to see Fort Constitution, with its stunning harbour views.
4. Kennebunkport, Maine:
   • Evening: Wander the delightful streets lined with boutique shops and galleries.
   • Must-do: Stroll the Marginal Way in Ogunquit for sweeping ocean views or relax by the harbour.
   • Dinner idea: Enjoy local lobster at a harbourfront eatery.

Feel:

This day balances history, quaint coastal towns, and maritime charm, ending with a relaxed evening in Kennebunkport.

• Route: Kennebunkport → Old Orchard Beach → Portland → Rockland → Camden.
• Driving Distance: 122 miles / 196 km.

Highlights:

1. Old Orchard Beach:
   • What to do: A classic seaside stop with a sandy beach, retro amusements, and a lively pier. Perfect for a morning stroll or a quick ice cream.
2. Portland:
   • What to do: Explore the historic Old Port District, full of cobblestone streets, unique shops, and seafood restaurants.
   • Must-see: Visit Portland Head Light, Maine’s most photographed lighthouse.
   • Food stop: Treat yourself to a lobster roll from a local shack.
3. Pemaquid Point Lighthouse:
   • What to do: Take in breathtaking coastal views and snap some photos of this iconic lighthouse.
   • Nearby: Stop at the Colonial Pemaquid State Historic Site for insights into early settlement history.
4. Rockland:
   • What to do: Discover the charming harbour and visit the Maine Lighthouse Museum, which celebrates the state’s maritime heritage.
5. Camden:
   • Evening: Settle into this picture-perfect town where the mountains meet the sea.
   • Dinner idea: Enjoy waterfront dining at Peter Ott's on the Water or another local favourite.

Feel:

This day is all about Maine’s coastal charm, from bustling Portland to serene lighthouses and the artistic vibes of Camden.

• Route: Camden → Lincolnville → Blue Hill → Bar Harbor.
• Driving Distance: 80 miles / 128 km.

Highlights:

1. Lincolnville:
   • What to do: Stop for a coffee or light breakfast with views of Penobscot Bay. This charming town offers a peaceful start to the day.
2. Blue Hill:
   • What to do: Explore this artsy little town filled with galleries, craft shops, and small cafes. A great place to stretch your legs and soak in the local vibe.
3. Bar Harbor:
   • Arrival: Check into your accommodation and take in the Victorian architecture of this picturesque town on Mount Desert Island.
   • What to do: Stroll along the Shore Path, a scenic coastal walk with stunning views of Frenchman Bay.
   • Evening idea: Opt for a sunset cruise around the bay to get a unique perspective of the rugged coastline.

Feel:

A relaxed day of scenic driving and peaceful coastal stops, finishing with the charm and beauty of Bar Harbor.

• Excursion: Windjammer Sailing Trip
• Location: Bar Harbor and Frenchman Bay

Highlights:

1. Morning in Bar Harbor:
   • What to do: Enjoy a leisurely breakfast at one of Bar Harbor’s cosy cafes, then take a stroll through the town’s boutique shops and galleries.
2. Windjammer Sailing Trip:
   • What to do: Set sail aboard a traditional schooner and soak in the beauty of Frenchman Bay. Glide past rugged coastlines, picturesque islands, and iconic lighthouses.
   • Wildlife: Keep an eye out for seals, seabirds, and other marine life.
   • Feel: The fresh sea breeze, stunning views, and the sound of the waves make this a truly memorable experience.
3. Afternoon and Evening:
   • What to do: After the sailing trip, explore the Shore Path for more coastal views or visit the Abbe Museum, showcasing Native American history in the region.
   • Dinner idea: End the day with a fresh seafood feast – think lobster or scallops – at one of Bar Harbor’s many excellent restaurants.

Feel:

A perfect balance of adventure and relaxation, with plenty of time to soak in Bar Harbor’s maritime charm and coastal beauty.

• Route: Bar Harbor → Acadia National Park → Bethel.
  Driving Distance: 184 miles / 296 km.
  Highlights:
  Morning in Acadia National Park:
  What to do:
  Drive to the summit of Cadillac Mountain for panoramic views – you might be one of the first in the US to see the sunrise if you’re up early!
  Explore trails like Jordan Pond Path, offering serene views of the pond and surrounding mountains.
  Walk along the dramatic Ocean Path, passing Thunder Hole and Otter Cliffs.
  Scenic Drive to Bethel:
  What to do: Enjoy a picturesque drive inland, transitioning from coastal beauty to Maine’s lush forests and mountain landscapes.
  Bethel Arrival:
  What to do: Settle into this charming mountain village, perfect for outdoor enthusiasts.
  Evening idea: Stroll through Bethel’s quaint town centre, or relax with a drink on a patio overlooking the mountains.
  Optional activities: If you’re feeling energised, try an easy hike or bike ride to take in the area’s natural beauty.
  Feel:
  A day of contrasts – from Acadia’s stunning coastline to Bethel’s peaceful mountain retreat, offering both adventure and tranquillity.

• Route: Bethel → Pinkham Notch → Mount Washington → North Conway.
• Driving Distance: 50 miles / 80 km.

Highlights:

1. Pinkham Notch:
   • What to do: Drive through this stunning mountain pass, surrounded by the dramatic peaks of the White Mountains.
   • Optional stop: Visit the Glen Ellis Falls, an easy walk to a picturesque waterfall.
2. Mount Washington:
   • What to do:
     • Take the Mount Washington Auto Road and drive to the summit, or hop on the Mount Washington Cog Railway for a unique, scenic ride.
     • Enjoy breathtaking views from the top (on a clear day, you can see up to five states!) and visit the Mount Washington Observatory Weather Discovery Center for a quick educational stop.
3. North Conway Arrival:
   • What to do: Explore this lively town, known for its charming boutiques, art galleries, and cafes.
   • Shopping idea: Browse the outlets at Settlers Green for deals on clothing and outdoor gear.
4. Evening:
   • What to do: Stroll along the town’s scenic streets or relax at a local brewery or wine bar.
   • Dinner idea: Enjoy hearty New England comfort food at one of North Conway’s welcoming restaurants.

Feel:

A short drive packed with stunning scenery and thrilling views, ending with the cosy charm of North Conway.

Day 8: North Conway to Londonderry

• Route: North Conway → Kancamagus Highway → Franconia Notch → Londonderry.
• Driving Distance: 184 miles / 296 km.

Highlights:

1. Kancamagus Highway:
   • What to do: Drive this legendary scenic byway through the heart of the White Mountains, known for its incredible foliage in autumn and stunning mountain views year-round.
   • Stops along the way:
     • Albany Covered Bridge: A picturesque stop for photos.
     • Sabbaday Falls: A short, easy hike to a beautiful waterfall.
2. Franconia Notch State Park:
   • What to do:
     • Explore the Flume Gorge, a natural wonder with wooden walkways through granite walls and cascading streams.
     • Take the Cannon Mountain Aerial Tramway for panoramic views of the surrounding peaks.
   • Optional activities: Stop at Echo Lake Beach for a relaxing moment by the water or rent a kayak for a quick paddle.
3. Drive to Londonderry:
   • What to do: Enjoy the pastoral charm of rural New Hampshire as you head south toward Londonderry, set at the edge of the Green Mountains.
4. Evening in Londonderry:
   • What to do: Relax at your accommodation or explore the small-town charm of the area.
   • Dinner idea: Savour a farm-to-table meal at a local restaurant or a hearty pub dinner.

Feel:

A day of stunning landscapes and outdoor exploration, transitioning from the rugged beauty of the White Mountains to the gentle rolling hills of southern New Hampshire.

• Route: Londonderry → Manchester → Bennington → Stockbridge.
• Driving Distance: 103 miles / 165 km.

Highlights:

1. Manchester, Vermont:
   • What to do:
     • Explore the town’s upscale outlets, including outdoor brands like Orvis.
     • Visit Hildene, the Lincoln family estate, for a dose of history and stunning gardens.
2. Bennington, Vermont:
   • What to do:
     • Admire the classic Bennington Battle Monument, a Revolutionary War landmark.
     • Discover the charming covered bridges scattered throughout the area.
   • Food stop: Grab lunch at a cosy local cafe or diner.
3. Drive to Stockbridge:
   • Scenery: Enjoy a leisurely drive through the picturesque Green Mountains, full of rolling hills and small farms.
4. Stockbridge Arrival:
   • What to do:
     • Visit the Norman Rockwell Museum, home to the works of the iconic American illustrator.
     • Wander through the town’s charming streets, lined with galleries and antique shops.
   • Dinner idea: Dine at a classic New England inn or a local farm-to-table restaurant.

Feel:

A day blending small-town charm, history, and the artistic inspiration of Vermont and Massachusetts.

• Route: Stockbridge → Old Saybrook → Mystic.
• Driving Distance: 137 miles / 220 km.

Highlights:

1. Morning in Stockbridge:
   • What to do: Start your day with a relaxing walk through the picturesque town or a visit to a local cafe for a hearty New England breakfast.
2. Old Saybrook, Connecticut:
   • What to do:
     • Stroll along the waterfront in this charming coastal town.
     • Visit the Saybrook Breakwater Lighthouse, a scenic spot perfect for photos.
   • Optional stop: Learn about Katharine Hepburn’s connection to the town at the Katharine Hepburn Cultural Arts Center.
3. Drive to Mystic:
   • Scenery: Enjoy a peaceful drive along the Connecticut shoreline, dotted with historic villages and serene coastal views.
4. Mystic Arrival:
   • What to do:
     • Explore the Mystic Seaport Museum, a living history museum showcasing America’s maritime heritage.
     • Visit the Mystic Aquarium, home to beluga whales and interactive exhibits.
     • Wander through the town’s charming streets, filled with boutique shops and cafes.
   • Food stop: Treat yourself to a slice at the iconic Mystic Pizza, or dine on fresh seafood at a waterfront restaurant.

Feel:

A relaxing blend of coastal charm and maritime history, ending with a leisurely evening in Mystic.

• Route: Mystic → Narragansett → Newport → Cape Cod.
• Driving Distance: 129 miles / 207 km.

Highlights:

1. Narragansett, Rhode Island:
   • What to do: Stop by one of the town’s beautiful beaches, such as Narragansett Town Beach, for a quick seaside stroll or a photo opportunity.
2. Newport, Rhode Island:
   • What to do:
     • Walk the iconic Cliff Walk, a stunning path with dramatic ocean views and backdrops of Gilded Age mansions.
     • Tour one or two of the Newport Mansions, such as The Breakers or Marble House, to get a glimpse into the opulence of America’s early 20th century elite.
     • Visit the International Tennis Hall of Fame, located in a historic building in the heart of Newport.
   • Food stop: Have lunch at The Mooring, a popular waterfront restaurant known for its fresh seafood and fantastic views.
3. Drive to Cape Cod:
   • Scenery: Cross into Massachusetts and take in the coastal beauty as you enter Cape Cod, with its sandy beaches and quaint villages.
4. Evening in Cape Cod:
   • What to do:
     • Settle into your accommodation and enjoy a relaxed evening.
     • Consider a short stroll on a nearby beach to watch the sunset or explore the charm of a local village.
   • Dinner idea: Treat yourself to a Cape Cod classic – a lobster roll or fried clams – at a casual seafood shack or a local eatery.

Feel:

A day of seaside elegance and history, transitioning into the laid-back charm of Cape Cod.

• Excursion: Cape Cod Explorer Tour
• Location: Cape Cod

Highlights:

1. Morning:
   • Start your day: Enjoy breakfast at a local cafe or bakery before heading out for your tour.
2. Cape Cod Explorer Tour:
   • What to do:
     • Join a guided tour exploring Cape Cod’s breathtaking beaches, historic lighthouses, and charming seaside villages.
     • Learn about the area’s rich history, including its maritime heritage and connection to the Pilgrims.
     • Marvel at the wildlife and natural beauty, with opportunities for photography and peaceful walks.
   • Feel: This tour offers a mix of storytelling, local insight, and plenty of time to appreciate Cape Cod’s iconic scenery.
3. Afternoon:
   • What to do: After the tour, unwind with a stroll along one of Cape Cod’s pristine beaches or visit a nearby village like Chatham or Hyannis.
   • Optional activity: Pop into a local craft or antique shop for a unique souvenir.
4. Evening:
   • What to do: Relax and reflect on the day’s adventures.
   • Dinner idea: End your day with a memorable seafood feast at a Cape Cod favourite, such as a lobster bake or scallops by the water.

Feel:

A day of discovery, with plenty of opportunities to immerse yourself in the natural beauty and charm of Cape Cod.

• Route: Cape Cod → Plymouth → Boston.

• Driving Distance: 82 miles / 131 km.

Highlights:

• Morning in Cape Cod:

• What to do:

• Take one last stroll on the beach or explore one of Cape Cod’s quaint villages, like Provincetown or Chatham.

• Optional: If you’re up early, consider a ferry trip to Martha’s Vineyard or Nantucket for a quick taste of island life (return trips available).

• Plymouth:

• What to do:

• Visit Plimoth Patuxet Museums, a living history museum that brings the Pilgrim and Wampanoag stories to life.

• Stop by Plymouth Rock, a symbolic landmark of the Pilgrims’ landing.

• Optional: Tour the Mayflower II, a replica of the original Pilgrim ship.

• Food stop: Enjoy lunch at a waterfront cafe overlooking Plymouth Harbour.

• Return to Boston:

• What to do: Arrive back in the city and settle into your accommodation.

• Evening:

• Stroll along the Boston Harborwalk, soaking in the views of the waterfront.

• Visit the Seaport District for a lively mix of restaurants and attractions.

• Dinner idea: Treat yourself to a celebratory meal at a fine dining restaurant, or opt for a classic Boston favourite like fresh oysters or clam chowder.

Feel:

A reflective day that combines history, coastal beauty, and the energy of Boston, ending your journey on a high note.

• Location: Boston

Highlights:

• Morning Activities:

• What to do:

• Take a relaxed stroll along the Boston Harborwalk, enjoying the waterfront views and vibrant atmosphere.

• Visit Beacon Hill, known for its charming cobblestone streets, gas lamps, and picturesque brownstones.

• If you’re feeling cultural, stop by the Boston Tea Party Ships and Museum for one last taste of history.

• Shopping and Souvenirs:

• What to do:

• Browse the unique shops on Newbury Street, Boston’s iconic shopping district.

• Alternatively, head to Faneuil Hall Marketplace for a mix of souvenirs, street performances, and local treats.

• Lunch:

• Idea: Enjoy a final Boston meal – perhaps a lobster roll, clam chowder, or a fresh salad at a waterfront cafe.

• Departure:

• What to do: Return your hire car, and, if time allows, take a last look at the city’s skyline or grab a coffee at the airport as you bid farewell to New England.

Feel:

A relaxed and reflective end to your adventure, with time to soak in Boston’s charm and take home lasting memories.