Autumn in New England

October 3, 2019 thru October 11, 2019

Book Now

Immerse yourself in New England’s annual display of fall colors on this wonderful tour led by our expert guide. Reds, oranges, yellows and more are on full display as you make your way into the heart of the fall splendor. Visit quaint New England towns and varying landscapes as you travel from the city of Boston to the mountains, lakes and coastline of Vermont, New Hampshire and Maine. You’ll experience the best of New England on this incredible journey.



R/T Air transportation from Tucson to Boston included




9 days, 8 nights

Activity Level


good for just about anyone


16 meals (8 breakfasts, 1 luncheon, 7 dinners – including lobster dinner) included




Livery service to/from your home included

Tour Highlights

  • John F Kennedy Library and Museum
  • Tour of Boston’s Historic Freedom Trail
  • Visit to Yankee Candle Company
  • Norman Rockwell Museum
  • Apple Barn ‘Taste of Vermont’ experience
  • Bennington Monument State Historic Site
  • Robert Todd Lincoln’s Hildene
  • Rock of Ages
  • Morse Farm Maple Sugarworks ~ Sugar on Snow tasting
  • Trapp Family Lodge ~ Von Trapp History Tour
  • New Hampshire, Vermont & Maine touring
  • Mount Washington Cog Railway
  • Tour of Mount Washington Hotel
  • Lake Winnipesaukee Cruise
  • Admission to Castle in the Clouds
  • Cruise aboard Finest Kind Cruises


  • Roundtrip air transportation from Tucson to Boston
  • Luxury motorcoach transportation
  • All transfers
  • 8 nights lodging
  • 16 meals (8 breakfasts, 1 luncheon, 7 dinners – including lobster dinner)
  • Admissions and tours as described
  • Cruise aboard Finest Kind Cruises
  • Lake Winnipesaukee Cruise
  • Mount Washington Cog Railway
  • Bus refreshments
  • Baggage handling
  • Services of a tour director
  • Driver tips
  • Pickup/livery service

Day 1

Welcome to New England!

Welcome to New England, where autumn is radiant and beaming with beautiful colors – red, orange and gold! We arrive to Boston’s Logan International airport where we’ll be met by our professional tour director and deluxe motorcoach. We then transfer to the Hilton Hotel in Woburn for a two-night stay and take some time to freshen up before enjoying a delicious welcome dinner. Meal – Dinner

Day 2

JFK Museum and Boston’s Historic Freedom Trail

This morning we visit the John F. Kennedy Library and Museum. Then, we embark on a guided tour of Boston’s historic Freedom Trail! Our tour will take us by such sites as the Old South Meeting House, Kings Chapel and Burying Ground, Park Street Church and the Old State House, the beautiful Boston Common – the oldest public garden in America, Boston Public Garden, and the USS Constitution. We’ll spend some time at Faneuil Hall for an independent lunch and time to browse through the shops. Later this afternoon we enjoy a walking tour of the historic North End and Boston’s ‘Little Italy’ – with a visit to the Old North Church. We finish today with a delicious group dinner in the North End. Meals – Breakfast, Dinner

Day 3

Yankee Candle Company & Norman Rockwell Museum in the Berkshires

This morning we experience the beautiful fall colors as we travel through the Pioneer Valley to the Berkshires Hills! En route we’ll visit the Yankee Candle Company and have an independent lunch. This afternoon, we explore the charming village of Stockbridge, followed by a visit to the famous Norman Rockwell Museum. Later, we’ll check into the Berkshire Plaza Hotel in Pittsfield, before a group dinner this evening. Meals – Breakfast, Dinner

Day 4

Apple Barn’s ‘Taste of Vermont’ Experience, Historic Bennington & Lincoln’s Hildene

This morning we journey north to the Green Mountains of Vermont for a visit to the Apple Barn, featured on The Food Network, The Travel Channel and Good Morning America! Experience a ‘Taste of Vermont’, which includes a narrated tour to the top of their 300-acre orchard for panoramic views of the spectacular scenery of southern Vermont, followed by a slice of homemade apple pie à la mode. Then we’ll tour through historic Bennington, with a visit to the Bennington Monument State Historic Site. We continue to the beautiful village of Manchester for an independent lunch before visiting Robert Todd Lincoln’s Hildene – home of Abraham Lincoln’s descendants until 1975. We tour the restored 24-room Georgian Revival mansion, hear the 1908 Aeolian Organ and explore the magnificent gardens. This afternoon, sit back, relax and take in the beautiful scenery as we make our way to our Stowe, Vermont hotel for a two-night stay. Tonight, we enjoy a savory group dinner. Meals – Breakfast, Dinner

Day 5

Uniquely Vermont! ~ Rock of Ages, Vermont Maple House & Trapp Family Lodge

Today we have a spectacular day touring around northern Vermont, while enjoying the splendid foliage and countryside. We have a private tour of the Rock of Ages Granite Quarry – a truly unique place – a 50-acre, 600-foot-deep quarry of the oldest stone on earth. Mid-day we tour and have an independent lunch in Montpelier, Vermont’s State Capital. This afternoon, it’s on to Morse Sugarworks, a traditional Maple Sugar house, for a demonstration and ‘sugar on snow’ tasting, before we tour the beautiful village of Stowe. We then visit the famous Trapp Family Lodge for a very special tour to learn the history of the von Trapp family’s journey from Austria to Stowe and how Maria’s autobiography inspired the movie, The Sound of Music! Tonight, we enjoy another delicious dinner together. Meals – Breakfast, Dinner

Day 6

Mount Washington Hotel Tour & Luncheon and Cog Railway   

This morning we depart for the White Mountains of New Hampshire. Upon Arrival at The Mount Washington Hotel in Bretton Woods, we have a guided tour of this magnificent hotel, a grand masterpiece of Spanish Renaissance architecture, and a two-year labor of love for 250 master craftsmen. Conceived by industrialist Joseph Stickney, this National Historic Landmark opened in 1902 and immediately became a favorite summer haunt for poets, presidents and princes. We then have a delicious luncheon in their grand dining room before we ride the Mount Washington Cog Railway – an unforgettable and exciting “once in a lifetime” railing experience. In 1869, the Cog Railway was an engineering marvel, a technology of toothed cog gears, rack rails and tilted boilers. See a rare glimpse of this world gone by – with spectacular views – as we travel up some of the steepest railroad tracks in existence. This afternoon we’ll check into the Glen House Hotel at Mount Washington for a relaxing, two-night stay, before an independent dinner this evening. Meals – Breakfast, Luncheon

Day 7

Lake Winnipesaukee Cruise & Castle in the Clouds

We’ll venture out this morning for another spectacular day of touring through New Hampshire’s Lakes Region and White Mountains. When we arrive at Weir’s Beach at Lake Winnipesaukee we board the M/S Mount Washington for a scenic cruise on the state’s largest and most beautiful lake. Following the cruise, we’ll visit Castle in the Clouds; Thomas Plant’s spectacular Arts & Crafts mansion built by over 1200 craftsmen, at a cost of over $1 million, in 1914. This New Hampshire icon is wonderfully preserved to give a real sense of how country life was lived by the fabulously wealthy at the turn of the century. This afternoon, we’ll tour along one of the country’s most scenic by-ways, The Kancamagus Highway, en route back to our hotel. We celebrate our day with a tasty group dinner this evening. Meals – Breakfast, Dinner

Day 8

Kennebunkport, Ogunquit, York & Lobster Cruise

This morning we’ll depart for ‘downeast’ Maine and begin with a tour of the popular summer resort of Kennebunkport. Its quaint setting appeals to artists, writers and Presidents. We enjoy a scenic drive along the ocean to Walker’s Point, which passes the well-known summer home of past President George H.W. Bush. We continue to the seaside village of Ogunquit – named by the Abenaki Indians, meaning, “Beautiful place by the sea”. We board the ‘Finest Kind’ cruises for a first-hand lobstering experience, and then on to the Village of York, with a visit to one of the most photographed lighthouses in the country – Cape Neddick Light, aka “the Nubble”. Tonight, we check in to the Meadowmere Resort, in Ogunquit, before partaking in a traditional down east Clambake and a chance to try Maine lobster! Meals – Breakfast, Lobster Dinner

Day 9

Depart for home

We start the day off with breakfast and enjoy free time take a walk to the beach, relax and enjoy the hotel amenities. Later, we’ll check out and depart for Boston, returning to Boston’s Logan International Airport where our tour ends, but our memories of our Autumn in New England vacation will last a lifetime! Meal – Breakfast

Package Pricing

$4,212 per person

Double occupancy

Deposit: $200

$5,123 per person

Single occupancy

Deposit: $200

Price Includes

Roundtrip air transportation from Tucson to Boston
Luxury motorcoach transportation
All transfers
8 nights lodging
16 meals (8 breakfasts, 1 luncheon, 7 dinners – including lobster dinner)
Admissions and tours as described
Cruise aboard Finest Kind Cruises
Lake Winnipesaukee Cruise
Mount Washington Cog Railway
Bus refreshments
Baggage handling
Services of a tour director
Driver tips
Pickup/livery service

Booking Policy

We pride ourselves on great service and an enjoyable experience for all and will go over our booking policies after you make your request for booking. If you’d like to learn more about our booking policies before your trip, give us a call at (520) 325-8839, or visit our Booking Policies page. Click here for more information on our booking policies.


Travel Insurance

We recommend that all travelers purchase a travel protection plan to help protect themselves and their trip investment. Travel protection plans can provide coverage for trip cancellation, trip interruption, emergency medical expenses and emergency evacuation/repatriation, trip delay, baggage delay, and more. For your convenience, we offer the following plan for this tour:


360° Adult Group Choice Flyer– Provides an overview of benefits and coverage limits

360° Adult Group Choice Policy – Provides the full coverage term details, including exclusions and limitations

$313 covers trip costs $4,001-$5,000. $373 covers trip costs $5,001-$6,000. Cost may be more or less depending on your total trip cost. If you do not wish to purchase now, the plan can be purchased any time prior to final payment.

Contact us to purchase. If you have questions about coverage, please review the policy or contact Travelex Insurance Services at 888.574.7026 or email Travelex Insurance Services, Inc. CA Agency License #0D10209. Travel Insurance is underwritten by Berkshire Hathaway Specialty Insurance Company; NAIC #22276. RWF


For your reference, we send to you a detailed itinerary approximately 3-4 weeks prior to the scheduled tour departure. This has day-by-day times and events, hotel information where you can be reached in case of an emergency, and airline information.

The times listed on the itinerary are all approximate. We cannot be held responsible for schedule changes due to unforeseen circumstances with the weather, transportation agents, highway conditions, hotels or contracting agents.


You will be issued your boarding pass the morning of our departure, after your arrival at the Tucson International Airport. If you have an American Airlines frequent flyer number, or a TSA number, please call our office at least 3 days prior to the tour to ensure we can note these in your reservation.

If you are joining the tour from locations other than Tucson, we make other arrangements for you to join the tour. Please call our office for more details.


Do not forget to bring your government issued picture ID to show at the airport. A Driver’s License or Passport is preferred. If you do not have the proper ID, the airline will turn you away.


We have arranged for handling for one piece of luggage per person regarding the skycaps (where available) and hotels. If you check through luggage note that the maximum weight for the checked piece of luggage is 50 pounds and maximum size is 62 inches (length + width + height). If your bag weighs over 50 pounds the airlines will levy an extra fee that you will be responsible to pay. If you feel the need to lock your checked through luggage and your bag is searched, your lock could be damaged in the process. You can purchase a TSA (Transportation Security Administration) accepted and recognized lock at any luggage store. Make sure you ask for a TSA approved lock. These locks are the kind that TSA screeners can open by using a special tool without breaking. Passengers can carry-on 1 bag (dimensions are limited to 10x16x24 inches), plus a personal type bag, like a purse. We advise that you pack your carry-on lightly. There are restrictions regarding your carryon baggage and contents due to enhanced security
measures. Attached find a list regarding commonly asked about items as well as an update. If you have further concerns, please visit the TSA's Web-site at There is room inside the motorcoach for your hand carried bag.


On American Airlines our airline for this tour, passengers are assessed a $25 fee per checked in bag, by the Airlines, upon checking in for the flight.


It is always a good idea to carry on your person a list of medications that you are taking and an emergency contact phone number while you are traveling. And we suggest making a copy of the itinerary and provide it to a friend or family member.


The traditional end-of-tour gratuity to your tour director is not included. If you feel your Tour Director helped you enjoy your tour, we suggest you enclose a gratuity in an envelope and present it individually at the end of the tour. Simply as a guideline, one may consider a per person, per day gratuity of $8.00 per tour guide as an average to be modified by one’s own personal experience. All hotel porterage and airport skycap (when available) fees are included. We also include the gratuities for the coach/livery drivers. Maid tips are not included.


For your convenience, we have a (round-tour) door-to-door pickup service with each multi-day tour. (This service is not available to all clients depending on your location.) Approximately 2 to 3 days prior to the departure date you will receive a call from our office and we will tell you your assigned pickup time. (These times can vary up to 15 minutes depending on traffic.)


If you would like to request special accommodations at the hotel(s) where we are lodging, please call us as soon as possible and we will forward these requests for you. The phone numbers of the hotel(s) where we are staying are listed on the itinerary.

Many hotels around the country have instituted a "reconditioning fee" of $300 or more that is levied upon a guest that smokes in a non-smoking room. If this occurs during our tour you will be responsible for paying this fee to the hotel prior to check-out.


We pay close attention to your requests but please realize that these are merely requests and cannot be guaranteed.


Pleasurebent Tours acts solely as an agent in arranging hotels, transportation, sightseeing, baggage-handling, and other services and does not assume any liability for injury, damage, loss or delay due to any act or default of any company or person. We, along with our subcontractors, reserve the right to make changes to an itinerary if it is necessary for the proper handling of a tour.


Typically, the air is much more humid than in Tucson and we can expect some fall storms. Please be sure to bring a sweater and/or rain jacket, along with good walking shoes and a hat. There are no dress codes for the areas we take you on this tour.

Inquire About This Tour

  • This field is for validation purposes and should be left unchanged.

Call 520.325.8839 to Book Today!

If you aren't ready to inquire by email, or would rather call and speak to a team member, we look forward to hearing from you.

Not done exploring?

We have plenty of tours to choose from, so take a look around!