Commended Merchant - feefo
0208 290 9751
    Check our contact us page for our Christmas opening hours. Call or email us for great deals.
    Our travel experts are available and ready to take your call or click to email
    Our travel experts are available and ready to take your call or click to email
  • Our experts are available weekdays 9am-6pm and Saturdays 9am-5pm
Children ages
Must select age at time of travel (each child under 18)
Children ages
Must select age at time of travel (each child under 18)
Children ages
Must select age at time of travel (each child under 18)
Children ages
Must select age at time of travel (each child under 18)
Booking an Infant?

Advanced Search Page >>


We are currently searching to find the best Flights and Hotels for your to holiday…


Fly Drive Holiday: New England Six State Sampler

16 days from £1,855pp

Boston – Ogunquit – North Conway – Stowe – Lenox – Mystic – Newport – Hyannis - Boston

For an introduction to the delights of New England, this six state sampler fly drive itinerary is hard to beat. Start in the region’s largest city, Boston before taking to the road and sampling the coastal wonders of Maine, the mountain vistas of New Hampshire, the charming rural scenery of Vermont, the antique shops of Connecticut, the revolutionary history of Massachusetts and the extravagant summer mansions of Rhode Island. Buzzing city life, history, culture, fantastic natural scenery and time for relaxing on the beach – what more could you want from a holiday?

Holiday Highlights

  • Tick off all six New England states from the rugged Atlantic Coast to the soaring peaks of the Green Mountains.
  • Gain an insight into America’s maritime past with visits to the shipbuilding town of Kennebunkport, Maine and the historically rich port of Mystic, Connecticut.
  • Spend some time on Cape Cod with its long, glorious beaches, arts and crafts galleries, and clam shacks.

Remember, we can tailor-make your fly drive holiday to suit your needs, contact our travel experts today, call us on 0208 290 9751.

Holiday Map

  • 42.358486
  • -71.060097
  • 4

Detailed Itinerary

Day 1: London – Boston

Fly into Logan International Airport in Boston and pick up your rental car before driving into the city. Spend your first evening settling into your hotel or head out to begin your exploration of Boston. Stay 2 nights at the Hilton Back Bay (or similar).

Day 2: Boston

Spend the day exploring Boston, known as ‘the Cradle of the Revolution’. You can find out more about the history of the city on a walk along the Freedom Trail or perhaps join a tour to the historic battlefields at Lexington and Concord. Elsewhere, there are plenty of architectural wonders to discover as well as magnificent museums and a bustling harbour front. Why not take a whale watching cruise from here? The options are endless!

Day 3: Boston – Ogunquit, ME (approx. 75 miles)

North of Boston, your road takes you through almost four centuries of history. Head for Portsmouth, New Hampshire, which has been a working port since colonial days. Here you can visit Strawberry Banke, a collection of buildings reflecting four centuries of social change in one of the USA’s oldest districts, or perhaps get some retail therapy at the many shops and boutiques of this bustling seaport community. From Portsmouth, continue into the state of Maine. Your destination today is Ogunquit, a pretty harbour town where you can walk along windswept cliff tops or simply wander around the shops and galleries of Perkins Cove. Stay 2 nights at the River Inn (or similar)

Day 4: Ogunquit – Kennebunkport - Ogunquit (approx. 22 miles)

Visit the popular resort town of Kennebunkport today. Settled in the 1600's and a long time ship building mecca, the river banks saw ships and schooners making their way down the river on their way to the sea. Sea captains built fine mansions, many of which are preserved today. One of these is the not to be missed ‘Wedding Cake House. The famous ‘Bush Compound’ is situated on Walker’s Point, a peninsula that’s visible from Ocean Avenue.

Day 5: Ogunquit – Portland – North Conway, NH (approx. 90 miles)

Continue north through Maine today and pay a visit to Portland, with its historic downtown area and famous lighthouses. Your road takes you through Maine's lovely lakes region to North Conway, New Hampshire. Around here the landscape is made up of rolling farmland, mountain peaks, white steepled churches and covered bridges. Stay 2 nights at the Fox Ridge Hotel (or similar).

Day 6: North Conway – Lincoln – North Conway (approx. 92 miles)

Travel through the Franconia Notch mountain pass in the White Mountains of New Hampshire today where you’ll see natural wonders including the Indian Head rock formation and the Flume Gorge. You can also take a tram to the summit of Cannon Mountain for breathtaking panoramic views across the whole region.

Day 7: North Conway – Stowe, VT (approx. 115 miles)

Your scenic journey through New England continues today as you travel across the state line into Vermont. Pay a visit to Morse Farm to see how maple syrup is produced and take the opportunity to grab some maple souvenirs from the country store. The sweet theme continues if you want to visit Ben & Jerry’s Ice Cream Factory, which is open for touring – and of course tasting. A short drive from here takes into Stowe, one of New England’s most popular destinations. Stay 2 nights at the Commodores Hotel (or similar).

Day 8: Stowe – Burlington - Stowe (approx. 37 miles)

Today, take a drive over to Burlington, the largest city in Vermont, located on the shores of Lake Champlain. Recommended things to do here include taking a cruise on the lake aboard the Spirit of Ethan Allen and visiting the fascinating Shelburne Museum. This is one of the nation’s finest and most unconventional galleries of art and Americana, offering a collection of over 150,000 works displayed in 39 different exhibition buildings.

Day 9: Stowe – Manchester – Lenox, MA (approx. 185 miles)

It’s time to head south today and travel through rural Vermont to Manchester. Manchester offers a unique blend of New England charm, style, arts and culture. It’s also a winter base for the nearby Stratton and Bromley Mountain ski areas. Take in some shopping at some of the city’s famous designer outlet stores or perhaps visit Hildene, the former estate of Abraham Lincoln’s son. From Manchester, wind along pretty Route 7 to Lenox in the Berkshires. Stay 2 nights at the Yankee Inn (or similar).

Day 10: Lenox – Stockbridge – Hancock - Lenox (approx. 44 miles)

Spend some time exploring arty Lenox, perhaps popping in to see the Boston Symphony Orchestra’s summer residence at Tanglewood. Just 7 miles away in Stockbridge, the Norman Rockwell Museum is well worth a visit. Highlights include paintings from Rockwell’s Saturday Evening Post covers. Not far from here, the Hancock Shaker Village is home to America’s best collection of Shaker buildings and artefacts, set on 1,200 acres of woodland and pasture.

Day 11: Lenox – Mystic, CT (approx. 127 miles)

There’s more rolling New England scenery to enjoy today as you wind along country roads across the border into Connecticut. The state’s Northwest corner is known as ‘antique country’ and there are plenty of quaint antique shops, museums and gardens to stop at on the way to the coast and the pretty port of Mystic. Here you can visit America’s largest maritime museum, Mystic Seaport for an insight into the nation’s sea-faring history. This evening you might like to try your luck at one of the USA’s largest casinos, Foxwoods and Mohegan Sun. Stay 1 night at the Comfort Inn Mystic (or similar).

Day 12: Mystic – Newport, RI (approx. 50 miles)

Follow the coast along to Rhode Island. Newport is a historic summer holiday destination which once welcomed prominent American families from the Astors to the Vanderbillts. Some of their opulent summer residences are open to visit. Other places of interest include the country’s first synagogue, the church where John F. Kennedy married Jacqueline Bouvier and the Old Stone Mill, believed to have been built by the Vikings around 1100AD. Stay 1 night at the Best Western Mainstay Inn (or similar).

Day 13: Newport

Why not take a tour along Ocean Drive and ‘Millionaire’s Row’ to see the summer cottages of the Gilded Age? You might also like to visit historic mansions like The Breakers and Marble House, both owned by the Vanderbilt family. Newport’s Brick Marketplace and waterfront area are also crammed with boutique shops and tempting restaurants. If you’re a tennis fan then the International Tennis Hall of Fame is also a must-see attraction.

Day 14: Newport – Hyannis, MA (approx. 93 miles)

From Newport, continue to Plymouth, ‘America’s hometown’ where you can see a replica of the ship that brought the first pilgrims to the New World and Plymouth Rock, where they first stepped. Then, cross the Cape Cod Canal to Hyannis. Stay 2 nights at the Heritage House Hotel (or similar).

Day 15: Hyannis – Provincetown - Hyannis (approx. 140 miles)

There’s a full day to explore Cape Cod today. Drive along the Cape Cod National Seashore, discovering lighthouses, pretty coastal communities and natural scenic beauty. Visit the buzzing artist community of Provincetown, take a whale watching or lobster catching boat trip or just relax and sunbathe on one of the Cape’s many sandy beaches. No trip to Cape Cod would be complete without trying some lobster, steamers and corn-on-the-cob!

Day 16: Hyannis – Boston (approx. 70 miles)

Check out of your hotel and leave Cape Cod today for your last drive back to Boston. Return your hire car to the airport and catch a flight back to London.

(read more...)


Included in your Fly Drive Holiday

  • Hotel accommodation
  • Economy flights
  • Airport taxes, fuel & duty
  • Car rental where stated
  • Any applicable offers

Not included: Airport transfers, meals, sightseeing & personal expenses.

Flights from regional UK airports available

Remember, we can tailor-make your holiday to suit your needs, contact our travel experts today, call us on 0208 290 9751.


Travel Experts 

Contact Us

Request a Quote
Request a Callback
Email Us

Why book with
My America Holiday

Fully Protected
  • 100% financial protection.
  • Deposits from £59pp
  • 24 hour in-resort support.

My Caribbean 
​​ ​​​ ​​ ​

©1999 - 2020 My America Holiday 28/11/2020 19:06:15 CST. CST 2009218-20

View Terms & Conditions.

Please see our terms and conditions for more information.

Keyboard Instructions
change date: Ctrl/Command + ///
previous/next month: Page Up/Down
select date: Enter
cancel and close: Esc