The Best of New England

  • Boston
  • Kennebunkport
  • Jackson, White Mountains
  • Stowe, Green Mountains
  • Manchester
  • Newport
  • Hyannis, Cape Cod
15 Days / 14 Nights
March - November
14 Nights from
£2,375pp
Price based on

two adults sharing standard rooms, travelling in low season.

Booking your trip

Get in touch with our team to let them know what you’re looking for

Call us today 0333 323 9099
 
or
Make an enquiry
Trip code: 15928

Showcasing the whole region, this fly-drive covers five New England states for an all-encompassing experience, of quintessential villages and seaside towns. Starting in Boston, you’ll enjoy the Maine coastline, both the White Mountains and the Green Mountains, nautical Newport, the seaside charms of Cape Cod and much more.

This fly drive includes:

  • Round trip scheduled flights
  • Intermediate 4 door car hire including insurances
  • Accommodations as stated

Itinerary

Depart the UK on your chosen scheduled flight to Boston. Upon arrival, transfer independently to The Dagney, located in the bustling waterfront district, close to Faneuil Hall and the Old Statehouse.

Accommodation

The cosmopolitan city of Boston is a delight to visit. Great food, wonderful shopping and a wide array of attractions will keep you entertained. Explore the Freedom Trail, shop at Quincy Market or try a Boston ‘Duck Tour’ and get to see the city from land and water. If time allows, peruse the upscale shopping at Newbury Street, hop aboard a Swan Boat at Boston Common park or even try a Boston Red Socks baseball game!

Accommodation

86 Miles / 138 Kilometres

After collecting your rental car, this mornings drive takes you north into the coastal state of Maine. En route, we suggest a visit to Salem, renowned as the home of witchcraft and Gloucester which is filled with small town character. Your drive traverses the beautiful Massachusetts and Maine coastlines, scattered with small towns and villages to the pretty town of Kennebunkport.

Accommodation

83 Miles / 134 Kilometres

Its only a short drive but wonderfully scenic, as you meander through eastern Maine’s forrested valleys to New Hampshire. You’ll adore charming Jackson, a quintessential New England village framed by covered bridges, forrested trails, and the dramatic peaks of the White Mountains. Take a scenic drive through the White Mountain National Forest, where you can hike to waterfalls, follow winding mountain roads, or journey up the Mount Washington Auto Road for panoramic views from New England’s highest summit. Nearby North Conway offers excellent outlet shopping, local dining, and the chance to ride the nostalgic Conway Scenic Railroad through mountain valleys.

Accommodation

114 Miles / 183 Kilometres

Crossing the state line into Vermont today takes you into Green Mountain country, awash with beauty bestowed by Mother Nature. No matter what time of year you visit there’s a lot to keep you entertained, from hiking and biking to browsing the quaint village shops. Explore the small picket-fence towns, with white steeple churches, head out onto the water and meet the friendly locals who welcome visitrs with open arms.

Accommodation

119 Miles / 191 Kilometres

Your next stop on this adventure is Manchester, Vermont where you’ll spend a further two nights. Manchester offers the perfect blend of small-town charm, outdoor adventure, and timeless New England elegance. Nestled between the Green and Taconic Mountains, this picturesque village invites visitors to unwind amid scenic beauty and classic Vermont hospitality. Spend your days exploring boutique shops and local cafes along Main Street, browsing designer outlets, or visiting the historic Hildene estate, once home to Abraham Lincoln’s son. Outdoor enthusiasts can hike forested trails, cast a line in clear mountain or hit the slopes at nearby Stratton and Bromley.

Accommodation

227 Miles / 365 Kilometres

Today is one of the longer driving days, as you traverse the pretty Berkshires of Massachusetts. Be sure to call at Deerfield and Amherst, both pretty little towns. If time allows, take a small detour to Stockbridge, where the Norman Rockwell Museum is an interesting discovery. Your destination is New England’s smallest state – Rhode Island. Newport was the summer resort of America’s first millionaires and still has an upscale feel with spectacular mansions lining the ocean front. Visit The Breakers and Marble House to experience the grandeur, and spend some time following the Cliff Walk for exceptional views.

Accommodation

91 Miles / 146 Kilometres

Journeying east today, you’ll leave Rhode Island and return to Massachusetts, heading straight to the bustling harbour town of Hyannis, your base for the next three nights. This central Cape Cod location puts the very best of the region at your fingertips. Enjoy easy ferry access to Martha’s Vineyard or Nantucket, wander Hyannis’ vibrant Main Street and waterfront, or set off on a scenic drive to Chatham. You can also head up to Provincetown for a memorable whale-watching cruise and sweeping coastal views.

Accommodation

79 Miles / 127 Kilometres

Its a relatively short drive back to Boston, so we recommend calling at the pretty town of Sandwich and at Plymouth where you will find Plimoth Plantation, a living museum depicting life in 1627. Once back at the airport, you return your car rental and check-in for your flight to the UK.

Talk to our team of experts

Our team of experienced travel professionals are here to help. We'll help you with itinerary planning and provide you with a quotation.

Trip code: 15928
Call us today 0333 323 9099
 
Enquire Now

Contact our team

How did we do?

Client Testimonials

4.75 / 5.0
Average Customer Rating
based on 4 verified reviews
Read all reviews
Our California honeymoon was absolutely perfect!
Dan put together our whole California honeymoon itinerary and it…
Becca Marie
5 Sep 2025
Feefo
We have received excellent advice and assistance
We have just completed our fifth holiday to the US…
Marc & Kath, Nottingham
5 Sep 2025
Feefo
We’ve used them for over 10 years
Both myself my wife and my family have all used…
Mr & Mrs Harris
5 Sep 2025
Feefo
Amazing Holiday
Our holiday was truly amazing, and the service from Wendy…
Elaine Croft
10 Jul 2025
Feefo
Featured Itineraries

Similar Itineraries

From
£2,375pp
Price based on

two adults sharing standard rooms, travelling in low season.