Discover New England
SELF DRIVE TOUR
BOSTON | PORTLAND | BAR HARBOR | WHITE MOUNTAINS | GREEN MOUNTAINS | CONNECTICUT RIVER VALLEY | NEWPORT | CAPE COD
Immerse yourself in American history as you travel across New England, stopping along the way to enjoy fantastic local cuisine, visit quaint local towns and take in breath-taking scenery.
- Witness the spectacular scenery New England has to offer
- Cape Cod, holiday haunt of the Presidents
- Historic Boston, walk the Freedom Trail
Discover New England
Day 1 : Boston
Upon arrival into Boston make your way to your hotel. The rest of the day is free for you to explore Boston, a city of immense charm and character and home of the American Revolution.
Day 2 : Boston
Spend today discovering New England’s largest city. Most of Boston can be easily explored by foot. Spend some time walking on the Freedom Trail, which highlights the most important historical sites in the city, including Faneuil Hall, the Paul Revere House, the Old State House, Copley Square, Trinity Church and Hancock Tower. Perhaps stroll across the Boston Common and visit the famous “Cheers” bar, before walking the cobbled streets of Beacon Hill and don’t forget a snap in front of the gold domed Capital building. Then there’s the site of the Boston Tea Party where the first rumblings of Independence began, the Old North Church, and the Bunker Hill Monument. Maybe visit the famous Harvard University, located across the Charles River in Cambridge, or the shops and food stalls in Quincy Marketplace to enjoy a traditional clam” chowdah” served in a in a bread bowl.
Day 3 : Boston - Portland/Mid Coast Maine (110 miles)
Collect your car and then a scenic drive along the coast takes you north through Salem (site of the famous Witch Trials of 1694), Marblehead, Ipswich, and Newburyport. From there, you will be travelling to Kennebunkport, Maine. The Kennebunk’s are shipbuilding and coastal trading towns, settled in 1620. In Portland, a historic city with a charming restored waterfront, you should visit the Old Port, located directly on Casco Bay. And why not enjoy a world famous Maine lobster for dinner?
Day 4-5 : Portland/Mid Coast Maine – Bar Harbor (110 miles)
Bar Harbor is the entrance to the Acadia National Park on Mt. Desert Island. Acadia National Park boasts more than 47,000 acres of lakes, ponds, mountains, and ocean shoreline of protected land along the coast of Maine. Steep slopes rise above the rocky shore, including Cadillac Mountain, which at 1,530 feet is the highest point on the U.S. Atlantic coast. Enjoy the striking scenery and mountain trails in the park.
Day 6 : Bar Harbor – White Mountains (250 miles)
Today you will travel through the beautiful White Mountain National Forest. With a backdrop of over 700,000 acres of protected White Mountain National Forest it boasts the tallest peak in the East, snow-capped Mt. Washington (6,288 ft.). Visitors to the North Conway, New Hampshire area have many activities to choose from. One of the highlights is a train ride on the Conway Scenic Railroad.
Day 7 : White Mountains
The Kancamagus Scenic Byway follows a beautiful path through New Hampshire’s White Mountains. A stunning spectrum of colour underscores the region’s natural beauty year-round, but in the autumn, when the fall foliage season starts, the myriad hues of oranges, reds and yellows make a truly spectacular sight. The road meanders through vast forests, old logging roads, and Indian hunting paths. Enjoy this area to savour the natural beauty of the White Mountains.
Day 8-9 : White Mountains - Green Mountains (155 miles)
On your way to Vermont treat yourself to an ice cream at Ben and Jerry’s Ice Cream Factory! Enjoy the classic New England landscape and architecture - a mountain ridgeline, a winding river, hillside farms and quaint villages with white clapperboard churches and village squares surrounded by white picket fencing. Head for Burlington on the banks of Lake Champlain and visit Woodstock, a charming New England village with traditional shops and covered bridges. Drive the great scenic loop highway with white steeple churches, winding roads and quaint New England towns set up against mountains as old as time.
Day 10 : Green Mountains – Connecticut River Valley (208 miles)
Manchester Village is a lovely stop on your way to the Berkshire Hills of Massachusetts. Visit the Hancock Shaker village, a restored 19th century settlement. As you travel south through The Berkshires today, you soon come upon Lenox, which was a prosperous farming and mill town until it was suddenly “discovered” by the rich and famous in Boston and New York in the mid-1800s and today is the summer home of the Boston Symphony Orchestra.
Day 11 : Connecticut River Valley – Newport (130 miles)
Just when you thought there couldn’t possibly be more scenic roads in New England, you’ll experience US Route 20 across southern Massachusetts through Sturbridge and the Blackstone River Valley on your way to Newport, Rhode Island. Plan to stop at Old Sturbridge Village where you will come face-to face with the past and the events that shaped life from the late 1700s to early 1800s in colonial Massachusetts. The Village, complete with actors in 18th century costumes, illustrates the struggles and triumphs of everyday life in colonial New England. Continue to Newport, summer resort of America’s first millionaires. Newport’s restored waterfront features many quaint shops and restaurants.
Day 12 : Newport
Get ready for the wonders of Newport today. This beautifully located town is called “America’s First Resort” after many of America’s wealthiest individuals built magnificent summer homes here around the turn of the century. Today, many of these mansions are museums and can be visited. Newport is also a great walking town. You can take the Harbour Walk North and The Harbour Walk South, both of which begin at Perrotti Park, and the Cliff Walk, which follows the coastline and the cliffs. There is also 10-mile scenic driving tour which begins at The Elms and the Newport Winery.
Day 13 : Newport – Cape Cod (78 miles)
It’s a short but beautiful drive today if you take the scenic coastal route and avoid the highway as you travel to Cape Cod. This is a fabulous summer resort area with white sandy beaches and abundant attractions, on a hook shaped peninsula. It’s the site of quaint villages, seafood shacks, lighthouses, ponds and bay and ocean beaches. In the large town of Hyannis, the John F. Kennedy Museum is the first stop on the Kennedy Legacy Trail through downtown, where ferries depart to the resort islands of Martha’s Vineyard and Nantucket.
Day 14 : Cape Cod
A free day to enjoy Cape Cod. Perhaps you’ll plan a whale watch cruise, visit historic Chatham or colourful, artistic Provincetown. The seaside town is on the site of the Mayflower’s landing in 1620, commemorated by the towering Pilgrim Monument and neighbouring Provincetown Museum. P-town is known as a long-time haven for artists and has a laid back vibe. Numerous galleries plus restaurants, nightclubs, cabarets and specialty shops are clustered on and around lively Commercial Street. On the northern tip of Cape Cod and surrounded by the Atlantic Ocean it is well known for its beautiful beaches and sand dunes. Or maybe take a day trip to Martha’s Vineyard, holiday home of the Kennedy dynasty, or Nantucket.
Day 15 : Cape Cod – Boston (74 miles)
If time allows on your way back to Boston, we suggest a stop in Sandwich, the Cape’s oldest town and also a visit to Plymouth’s Plimoth Plantation, a real-life experience of 17th century Pilgrim and Colonial Times where you can also see the Mayflower II. Make your way to Boston airport and drop off your rental car, where your tour comes to an end.