New England Fly Drive -The Highlights  

New England Fly Drive 

PH: 01243 779 737 | ENQUIRY FORM 

  • 3 nights Boston
  • 2 nights White Mountains - Meredith
  • 3 nights Green Mountains - Manchester
  • 3 nights Sandwich - Massachusetts
  • 3 nights Chatham - Cape Cod

A gentle New England fly drive taking in the highlights, stopping in small inns and hotels that reflect this scenic area - beautiful from March to the end of October / mid November depending on the weather.   

We have competitive fares in economy, premium economy and business class flying into Boston. 

The costs will differ on the season you travel in, the class you fly in and the standard of accommodation  

Enquire about our New England Fly Drives


All our America Fly Drive Holidays are Tailor Made for you personally,  we look at the best airfares and hotel rates available for the dates you want to travel. Pricing will differ depending on what promotional deals the hoteliers and airlines have available  and  how early you book -  11 months hence maximum .

Start by calling 01243 779 737 to speak to a human being or complete our ENQUIRY FORM  our office hours are 9:30 to 7:30 pm Monday to Friday or by prior appointment at the weekend and outside of normal working hours.  

For your financial security all holidays created by Time and Place Luxury Holidays are covered under the Civil Aviation ATOL protection scheme.

Full Itinerary -   New England Fly Drive -  The Highlights


Days 1 to 3 Boston

Start your America Holidays by flying directly into Boston, the destination for the first 3 nights of your exciting adventure. Boston is a dynamic and exciting city offering a wealth of activities to satisfy the interests of young and old alike; sightseeing, shopping, fine dining and exciting nightlife. If you want to explore a good starting point is the Freedom trail, a 3 mile historic walk that takes in all the main sights. Alternatively board one of the sightseeing trolley’s, you can jump on and off as you wish if you see something that takes your interest. The family may enjoy a Duck Tour and the shopaholics a morning in Copley Square, a boat trip out into the harbour is always a popular attraction. 

Days 4 & 5 White Mountains - Meredith(110 miles)

Collect your rental car and take a short drive north into the beautiful state of New Hampshire and the charming village of Meredith, you home for the next 2 nights. Sitting on the banks of Lake Winnipesaukee Meredith is a stunning setting that offers a vast array of land and water sports from golf to kayaking. During your stay in the White Mountains make sure you visit Mount Washington, New Hampshire’s tallest mountain and takes the scenic railway to Conway.

Days 6 to 8 Green Mountains - Manchester (132 miles)

The town on Manchester is your next location, Manchester is tucked into the heart of the Green Mountains and offers an array of recreational activities and splendid landscapes as well as a multitude of outlet shopping opportunities that is sure to keep you entertained for the next 3 days. As you cross the border from New Hampshire into Vermont make a stop at Quechee Gorge, Vermont’s mini Grand Canyon. 

Days 9 to 11Sandwich (250 miles)

Travel down through the Green Mountains following a recognised "scenic route"  to Williamstown and on to San Dwich , en-route call in at Woodstock a pretty town. Sandwich is the oldest town in Cape Cod. a treasure of walking and biking trails, bird sanctuaries, saltwater estuaries, fresh-water ponds and seashore. Over the next 3 days walk, jog or ride bikes along the Cape Cod Canal the widest sea level canal in the world. Alternatively you can go whale watching, or fishing, out in Cape Cod Bay or shop in the many distinctive boutiques 

Days 12 to 14 Chatham, Cape Cod (65 miles)

Travel onto Chatham today for, what is sadly, the last 3 nights of the holiday. Chatham is a fabulous summer resort with white sandy beaches and an abundance of attractions; if you like the idea of relaxing on the beach then it’s the perfect end to a driving holiday . Chatham is also a superb base for exploring this diverse region and the small islands scattered off the coast of Martha’s Vineyard and Nantucket. Of all Cape Cod’s towns we are fondest of Chatham, a sophisticated, demure and tranquil enclave of affluence beside the sea. 

Day 15 Fly home from Boston to UK

Today’s journey to Boston will take you approximately 2 hours so we suggest you set a leisurely pace perhaps heading for the Plymouth Rock for lunch, and a stroll, before the final drive back to Boston airport and your return flight to the UK. 

Enquire about a New England Fly Drive by calling 02392 208 002 or complete our enquiry form below.


FLEXIBLE itinerary



  • We will suggest 4* hotels throughout, all in good locations, the standard can be altered if you prefer a more luxurious hotel or more modest accommodation.
  • Car Hire - we offer a full range of models from 2 door compacts to a Mustang Convertible.
  • We will use our knowledge of America to advise on places you should stop and see recommending bars and restaurants you should visit and ensure you have everything you require for a perfect holiday.  

If this itinerary isn't exactly what you are looking for let us tailor make an America holiday specific to  your personal requirements, if you are looking for ideas and inspiration then follow the links below to browse through some of our other America Holiday itineraries we have created for previous clients then call us on 01243 779 737 to speak to a human being.

Link to America Holidays

Please note, all visitors to the USA are required, by law, to complete an online ESTA form prior to travel, one form must be completed for each member of the family and or party. The US government charges a fee of $14.00 for ESTA applications, 

For your financial security all holidays created by Time and Place Luxury Holidays are covered under the Civil Aviation ATOL protection scheme