Fall Foliage in New England by Train

September 25, 2024 thru October 1, 2024

Embark on a captivating week-long journey through New England. Begin in vibrant Boston, exploring its rich history and landmarks, then transition to the scenic beauty of Maine and New Hampshire. Revel in coastal tours, picturesque beaches, and a delectable lobster dinner. Experience the charm of vintage train rides through stunning landscapes, including the White Mountains and the famed Winnipesaukee Railroad. Dive into the Berkshires with its vibrant fall foliage, visit the iconic Norman Rockwell Museum in Stockbridge, and cap off your tour filled with the essence and charm of New England.


Roundtrip Air Transportation


Several Train Rides


Boat Ride on Lake Winnipesaukee


7 days, 6 nights

Activity Level Rating

4: Active




12 Meals (6 breakfasts, 2 lunches, 4 dinners) included


Roundtrip door-to-door livery service


Tour director, driver & local guide tips included

Tour Highlights

  • Guided Tour of Boston including Back Bay, Beacon Hill, USS Consitution “Old Ironsides”, JFK Library & Musuem, Quincy Market, etc.
  • Train from Woburn to Wells, Maine
  • Narrated Driving Tour of Kennebunk & Kennebunkport with sites such as Bush Estate at Walker’s Point & a Maine Lighthouse
  • Lobster Dinner
  • Boat Ride on Lake Winnipesaukee
  • Wright Museum
  • Winnipesaukee Railroad Turkey Dinner Train
  • Drive through the White Mountains
  • Conway Scenic Railway Train Ride
  • Cafe Lafayette Dinner Train
  • Fall Foliage Leaf-Peeper Tour in Berkshires
  • Rockewell Museum


  • Roundtrip air transportation from TUS
  • Transportation by deluxe motorcoach
  • Roundtrip door-to-door livery service
  • 6 nights’ lodging at excellent hotels
  • Baggage handling at hotels (for one piece)
  • 12 Meals (6 breakfasts, 2 lunches, 4 dinners) included
  • Admission to all listed attractions
  • Your Professional Pleasurebent Tours Tour Director
  • All taxes and tips for included items (except hotel housekeeping)

Day 1 - Arrive in Boston

Depart Tucson and arrive at Logan International Airport. Check into a Boston hotel. Your first night culminates in an independent dining experience at any of the hotel’s esteemed restaurants.

Day 2 - Boston Tour

Dive deep into Boston’s rich history with your local guide on a comprehensive city tour. Traverse iconic districts like the Back Bay, boasting intricate brownstones, and marvel at landmarks like Beacon Hill, the gold-domed state house, and the legendary Boston Common. Capture memories with a photo stop at the USS Constitution “Old Ironsides,” the oldest commissioned warship still afloat, and immerse yourself in the captivating narrative of the Kennedy years at the JFK Library and Museum. Hunger pangs? Savor an independent meal at Quincy Market, a historic hub buzzing with performers, ethnic foods, and over 100 shops. Continue your journey back in time at the Boston Tea Party Ships & Museum. Engage in reenactments, board tall ships, and view rare artifacts. Conclude your enlightening day with a delightful dinner of your choosing.

Meals included(B)

Day 3 - Explore Maine

Begin your day with breakfast at your Boston Hotel. Journey from Woburn to Wells, Maine by the Amtrak Downeaster, where a local guide awaits. Explore the coastal villages of Kennebunk & Kennebunkport on a narrated driving tour. Drive past the sandy beaches and rocky coastline, past the George Bush estate at Walker’s Point, and many other sites including a Maine Lighthouse. Enjoy an independent lunch at Dock Square and later, stroll through Perkins Cove and the scenic Marginal Way where you can sit and watch the surf or stroll over the pretty drawbridge to boutiques and bobbing lobster boats. Conclude the day at your hotel, followed by a lobster dinner.

Meals included: (B, D)

Day 4 - Discover New Hampshire

Today we’ll explore New Hampshire. A boat ride on Lake Winnipesaukee, one of the largest lakes enclosed in one state, and a short coach jaunt brings us to Wolfeboro, the oldest summer resort in America. We enjoy free time for lunch and shopping in Wolfeboro, then tour the Wright Museum with its fascinating exhibits about military and home life in World War II. In the late afternoon, we board the Winnipesaukee Railroad Turkey Dinner Train. We enjoy delicious hot roast turkey with all the trimmings during our two-hour trip along the lake.

Meals included(B, D)

Day 5 - Adventure by Train

We take the Kancamagus Highway through the beautiful White Mountains of New Hampshire. Mid-morning, we arrive at the Conway Scenic Railway to board of our train. We’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 we travel through spectacular Crawford Notch – past sheer bluffs, steep ravines, cascading brooks and streams, panoramic mountain vistas, across Frankenstein Trestle and Willey Brook Bridge en route to Crawford Station. Tonight, we escape the ordinary and relive the romance of dining on the rails as we ride a restored Pullman dining car while enjoying an elegant 5-course dinner on the Cafe Lafayette Dinner Train.

Meals included: (B, L, D)

Day 6 - Uncover Vermont

Today we travel by coach into the Berkshires via Vermont. After our included lunch at the Publyk House, we enjoy a visit to the Vermont Country Store, Purveyors of the Practical and Hard-to-Find. In today’s global economy, merchants at the Vermont Country Store search throughout the nation and abroad to find goods that fill the needs of American and international customers alike. Afterwards, check into your hotel and relax until dinner locally.

Meals included(B, L, D)

Day 7 - Farewell to Fall Foliage

It’s almost time to head home, but first we enjoy a Fall Foliage Leaf-peeper tour along the Berkshires scenic back country roads before arriving in Stockbridge, a picture-postcard town, where Norman Rockwell lived and worked. We can explore the Rockwell Museum on our own, stop in the Red Lion Inn to view its extraordinary teapot collection, shop in Stockbridge’s many quaint shops and lunch before we head to the airport for our flight home filled with memories of the fabulous fall colors and wonderful New England.

Meals included: (B)

Itinerary subject to change.

Package Pricing

$4,295 per person

Double Occupancy

Deposit: $200

$5,025 per person

Single Occupancy

Deposit: $200

Final Payment Due:

June 18, 2024

Deposit: n/a

Price Includes

• Roundtrip air transportation from ABQ
• Transportation by deluxe motorcoach
• Roundtrip door-to-door livery service
• 6 nights’ lodging at excellent hotels
• Baggage handling at hotels (for one piece)
• 12 Meals (6 breakfasts, 2 lunches, 4 dinners) included
• Admission to all listed attractions
• Your Professional Pleasurebent Tours Tour Director
• All taxes and tips for included items (except hotel housekeeping)

Booking Policy

Final Payment: June 18, 2024


  • None through June 18, 2024
  • $200 – June 19 – July 23, 2024
  • $2,400 – July 24 – August 20, 2024
  • 100% After August 20, 2024

Travel Insurance

In today’s changing travel environment, it’s important to help protect your travel investment so you can relax and enjoy your trip. Unforeseen events such as flight delays, baggage loss or even a sudden sickness or injury could impact your travel plans. For your convenience, we offer a Travelex Insurance Services protection plan to help protect you and your travel investment against the unexpected.

Please click here for more information.


Level 4: Active

Expectations: The tour includes well-paced walking tours with regular breaks. Up to 2-4 hours of walking each day. To fully take advantage of all this tour has to offer, guests need to be able to walk longer distances, climb several flights of stairs and navigate steps and uneven terrain walking for extended periods of time over more difficult terrain (e.g. cobblestones, city hills, stairs without handrails, limited or no access to elevators). Your itinerary can include significant changes in temperature and altitude and may require a higher number of longer travel days with morning and/or evening activities. Most trips will feature long touring days, many full-day excursions and a full and active itinerary with a faster pace and longer distances. Excursions require standing and walking to city centers where coaches are prohibited.

Appropriate for: Travelers who are physically fit, expect a vigorous pace and enjoy participating in two to three hours of physical activity per day.


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.


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.


You will be issued your boarding pass the morning of our departure, after your arrival at the Tucson International Airport. If you have a 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.


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 carry on baggage and contents due to enhanced security.


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


All hotel baggage handling fees are included. We also include basic gratuities for the Tour Director, Coach Driver, Livery Drivers and local Tour Guides. If someone has truly gone above and beyond additional tipping is permitted, but never required.


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.


The weather in New England, United States in late September can vary, but generally, it is a beautiful time to visit the region with pleasant fall conditions. Here's what you can typically expect:

Temperature: Daytime temperatures can range from the mid-60s to mid-70s Fahrenheit (around 18-24 degrees Celsius). However, it can get cooler in the evenings, with temperatures dropping into the 50s or even the 40s (10-15 degrees Celsius).

Fall Foliage: Late September is the beginning of the fall foliage season in New England. The leaves on the trees start to change colors, creating vibrant landscapes of red, orange, and yellow.

Rainfall: Rainfall can vary, but it's not typically a very rainy month. You might encounter occasional showers or overcast days, so it's a good idea to be prepared for some wet weather.

Humidity: Humidity levels tend to decrease compared to the summer months, making it more comfortable for outdoor activities.

Clothing: It's best to dress in layers for your comfort. Be sure to wear shoes that are appropriate for walking on various terrain.

Keep in mind that weather can vary from year to year, so it's a good idea to check a local weather forecast as your travel dates approach for more accurate and up-to-date information.

Inquire About This Tour

Submit your inquiry for more information about a tour. We will get back to you with a (human) response as soon as possible. During the week that’s usually within a couple of hours. Evenings and weekends may take us a little bit longer. Please note that this is an inquiry for tour bookings only and does not constitute or confirm a reservation on a tour.

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