Fly Drives › Fly Drive - Secret New England


Day 1
Land into Boston and make your way to the Onyx Hotel where you will stay for 3 nights. Onyx Hotel is a gem of a hotel, cantered in historic downtown Boston, Massachusetts. This lustrous boutique hotel, a Kimpton Hotel, offers the ultimate in style and service. From unique, 4-star level accommodations to genuinely warm hospitality, Onyx Hotel shimmers with personalized service and superb amenities. Onyx Hotel is an award-winning hotel nestled on a charming side street just a stone's throw from Faneuil Hall, the Freedom Trail, Bunker Hill, North Station and TD Garden. This dynamic and historically rich location is just one of the many reasons that we are a top choice for travellers from around the world.
Onyx Hotel is only four blocks from Faneuil Hall Marketplace, a popular Boston destination for locals and visitors alike. Located near the waterfront and Government Centre, Faneuil Hall Marketplace comprises four attractions in one: Faneuil Hall, North Market, Quincy Market and South Market, set around a cobblestone promenade along Boston's famed Freedom Trail.

Day 2
The Freedom Trail is a 2.5 mile red-brick walking trail that leads you to 16 nationally significant historic sites, everyone an authentic American treasure. Preserved and dedicated by the citizens of Boston in 1958, when the wrecking ball threatened, the Freedom Trail today is a unique collection of museums, churches, meeting houses, burying grounds, parks, a ship, and historic markers that tell the story of the American Revolution and beyond.

Day 3
Spend a full and final day at leisure in and around Boston

Day 4
Collect a SUV car this morning and drive to Scarborough, Maine where you will stay 2 nights at Black Point Inn. Black Point Inn is an historic, grand hotel on Prouts Neck, minutes from bustling Portland and with easy access from the Portland Jetport.  Presiding over one of the most spectacular settings along Maine's ruggedly beautiful coastline, Black Point Inn is nestled on lushly landscaped property located at the tip of Prouts Neck. Here, surrounded by water on three sides, you'll be captivated by the Inn's majestic cliffs and ever changing seascape - a view so inspiring that noted American painter Winslow Homer maintained an artist's studio steps away.
You'll also be captivated by the unhurried pace, gracious charm and attentive service that will remain the hallmarks of this historic Maine Inn, making it ideal for romantic getaways, family vacations and in the off-season, small business meetings and weddings. During your stay, take advantage of comprehensive recreational resort amenities, including outdoor pool, fitness room and enchanting beaches, plus enjoy golf, tennis, and free access to WI-FI. Fine dining completes the experience.  Built in 1878 and surrounded by the Atlantic Ocean on three sides, with 18 holes of links golf, hiking and running trails (including an Oceanside Cliff Walk past the studio of renowned Prouts Neck painter Winslow Homer), literally miles of sandy beaches, tennis, a swimming pool and beach club, the Black Point Inn is legendary for its location, guest facilities, and unpretentious hospitality. Prepare to be captivated by the unhurried pace, gracious charm, and attentive service of Maine's most beautiful and historic oceanfront Inn and restaurant.

Day 5
Black Point Inn is surrounded by water on three sides with miles of private, sandy beaches just steps away. With its unique setting, guests at the Black Point Inn may opt for either the lively surf of the Atlantic or the calm waters of the bay. Explore by kayak, or ask about one of the many charter options available, including coastal tours, whale watches and deep sea fishing.

Day 6
Make your way up the coast to Camden where you will stay 3 nights at Inn at Oceans Edge. Relax and indulge. The Inn offers all the luxuries of a full-service hotel while being quietly nestled on the western shore of Penobscot Bay. No detail is left unattended to, creating a luxurious experience that will appeal to the highest and most discerning standards. Autumn is possibly the best season to visit Maine. Crisp clean air and crystal clear blue skies provide a wonderful setting for the beautiful fall foliage that appears at the end of September and into October. Local fairs highlight the bounty of the season and The Edge's menu provides a taste of Autumn with the freshest apples, pumpkins and squash available from local farmers.
Camden celebrates its historic fleet of grand schooners during Windjammer Weekend during Labor Day weekend. The annual PopTech! Conference in October brings people from all over the country, keeping the town of Camden hopping with activity. Lincolnville's Fall Festival and Camden's Harbour Juried Arts and Crafts Show both happen in late September and early October.
At no other time is a hike through Camden Hills more brilliant than with the Autumn foliage as a beautiful backdrop.

Day 7
From the centre of Camden the hills seem to rise up directly out of the sea, creating a dramatic view that is even more beautiful when you see it from the top. Camden Hills State Park provides a wide range of trails from moderate to more challenging terrain. The entrance to the park is just three miles from the Inn at Ocean's Edge and it is only from the top of Mount Battie that can you truly appreciate the unique nature of the rugged Maine coastline. If you like to get off the beaten path innkeepers are happy to direct you to Mount Megunticook and Bald Rock, with moderately difficult trails just a few miles from the Inn.

Day 8
Opportunities for adventures on the ocean and nearby lakes are endless at the Inn at Ocean's Edge. Sail away on one of the historic schooners that depart from Camden and Rockport Harbors up to five times a day from Memorial Day to October. Join a local lobsterman to pull his traps and learn about the history of this much-loved crustacean. Hop in a kayak with a guide or, for the more experienced, bring your own kayak to launch from naerby Lincolnville Beach.

Day 9
Arrive at North Conway in the midst of the beautiful White Mountains and stay 4 nights at Buttonwood Inn. ON THE VALLEY TRAIN, you’ll enjoy an authentic railroading experience as you journey on historic rail routes from an 1874 train station in North Conway Village to either Conway or Bartlett and back again. ON THE NOTCH TRAIN, you’ll travel on what was once the Maine Central Railroad’s famed Mountain Division line, on tracks that were laid in the 1870s. Enjoy some of the most dramatic natural scenery in the East as you travel through spectacular Crawford Notch – past sheer bluffs, steep ravines, cascading brooks and streams, panoramic mountain
vistas, across Frankenstein Trestle and Willey Brook Bridge – enroute to Crawford and Fabyan stations. As you travel through this rugged terrain, you can begin to appreciate what a remarkable engineering achievement constructing this railroad was almost 140 years ago. Live commentary onboard includes history and folklore of the railroad and area, as well as
points of interest. Included in the excursion is an hour's layover at Crawford Station, across from Saco Lake (a small pond from which the mighty Saco River originates), and adjacent to the AMC's Highland Centre.




Day 10
Spend a full day at leisure in North Conway. The beauty of the mountains and the thrill of ascending the Northeast's highest peak are just as enchanting today as they were in 1869, when Sylvester Marsh opened the world's first mountain-climbing railroad on New Hampshire's Mount Washington.
Nearly 150 years later, the Mount Washington Cog Railway continues to provide a sense of adventure and history as it carries passengers up a 3-mile-long trestle and the steepest railroad tracks in North America to the 6,288-foot summit of Mount Washington. There, visitors can take in the spectacular panoramic view, spanning the mountains and valleys of New Hampshire, Maine and Vermont, north into Canada, and east to the Atlantic Ocean.


Day 11
Canoe & Kayak Summer fun for Everyone in Mt. Washington Valley NH. In the heart of the White Mountains...Kayak trips on the Saco River are available.

Day 12
The Kancamagus Scenic Byway passes through the heart of the White Mountains while traversing the flank of Mt. Kancamagus, filled with scenic areas and overlooks. Visit the Russell Colbath Historic Site, which offers colonial history, and explore the Forest Discovery Trail, which provides forest ecology experiences in a living classroom.

Day 13
Arrive in Warren where you will stay 2 nights at West Hill House B&B. "This is among the more casual and relaxed inns in the valley, in part because of its quiet hillside location, and in part because of the easy camaraderie among guests. Set on a lightly travelled country road, the inn offers the quintessential New England experience, just a few minutes from the slopes at Sugarbush. Built in the 1850s, this home boasts three common rooms, including a bright, modern addition with a handsome fireplace for warmth in winter and an outdoor patio for summer lounging. The guest rooms are decorated in an updated country style, and all have gas fireplaces or gas woodstoves. Generous country breakfasts are served around a large dining-room table."
The Mad River Valley is the perfect place to relax: beautiful scenery year round, no traffic lights, no fast food, and with all restaurants and lodging locally owned and operated. Tranquillity awaits you, yet with so many things to do and see! Not to mention the many great restaurant choices close by for an enjoyable dinner each evening.

Day 14
The mountains that make up Sugarbush and Mad River Glen include four of the highest in the State. The views from the top are spectacular, either after a walk up the Long Trail in the warmer months or from the top of the chair lifts when you are skiing. The main roads have been designated as the Mad River Byway as a result of the beautiful scenery and attractions in the area.
Activities also include exploring local shops, artisans, quaint villages, covered bridges, galleries, summer concerts, and theatre nearby. Enjoy local festivals such as the Vermont Festival of the Arts in the Mad River Valley, and Fourth of July Celebrations. You can visit the home of America's best ice cream, Ben and Jerry's and sample award winning cheese at the Cabot cheese factory. In the evening you can dine at one of the area's many fine restaurants.





Day 15
Today drive to the Arlington and stay 1 night at Arlington Inn. Take the Equinox Skyline Drive
(Mid May - Late Oct) A Toll Road that takes you from the base of Mt. Equinox to the summit, 3835 feet above sea level. On a clear day you can see five mountain ranges and a peak in Canada.
Arlington, once the capitol of Vermont, offers visitors a bit of history and gorgeous scenery- including covered bridges and some easy ambling about the village. Its tree-lined main street is reminiscent of a Norman Rockwell painting. The artist lived in Arlington during the years he created those nostalgic covers for The Saturday Evening Post. Sitting right on that historic main street is the classic Greek Revival Arlington Inn, built in 1847 as the private home of Martin Chester Deming. This Village Estate first opened its doors to welcome guests in the 1920's. A quiet village, Arlington is between Manchester and Bennington. Walk to swimming and fishing on the Battenkill River, one of the most famous fly-fishing rivers in America. Nearby you can enjoy shopping, theatre, museums, golfing, antiquing, hiking, canoeing, biking and horseback riding.


Day 16
Make your way to the Berkshires and spend 2 nights in Lenox at Birchwood Inn. Lenox is in the heart of the Berkshires, America’s premier cultural resort, which offers something for just about everyone year-round. Visiting the Berkshires unlocks a world of New England scenic beauty, thought- and sense-provoking historical, literary and artistic experiences, exhilarating sports and recreation, and world-class music, theatre and dance festivals. The Berkshires also boast award-winning restaurants, charming antique stores and beautiful foliage. After a day of sightseeing and antiquing, concerts and plays, museums and historic homes, or hiking and skiing, put your feet up, relax and refresh with afternoon tea and freshly baked pastries fireside in cool seasons and porch-side in warmer ones a

Day 17 
Enjoy a full day in Lenox

Day 18
Your journey continues back to the coast and Cape Cod. Spend 2 nights at Chatham at Chatham Bars Inn. Chatham Bars Inn offers an unbelievably broad range of active pursuits, including excursions to Martha’s Vineyard and Nantucket on one of our private boats, offshore and deep sea fishing, whale watching, barrier beach walks, tennis, croquet and biking to name a few making it virtually impossible for guests to become bored. More subdued passions are equally easy to pursue, such as relaxing in the spa, an antique car tour or enjoying Afternoon Tea.
Departing from the hotel dock every 30 minutes, the Bar Tender provides a complimentary shuttle service to and from the Outer Beach on Cape Cod National Seashore, one of the most beautiful barrier beaches in the world. The beach is only accessible by boat and is never crowded except for seals that will occasionally swim up to the island. Cape Cod and the nearby islands of Martha’s Vineyard and Nantucket are some of the most magical places in the world. With miles of ocean beaches, sandy dunes and quaint town centres these unspoiled places have escaped overdevelopment and serve as reminders of the way life used to be.
Located on the elbow of Cape Cod, the town of Chatham features a quaint and walkable Main Street with numerous families owned and operated shops, restaurants and businesses. Chatham has a rich seafaring history, a railroad museum, and summer concerts held in a gazebo on Main Street.

Day 19
Enjoy a full day around Cape Cod


Day 20
After a morning at leisure drive to Boston and return your rental vehicle at the airport.




Example Itinerary

This itinerary is just an example and your holiday will be tailored to match your requirements.

To Book
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