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Location: US

Trip Overview

Calling all leaf peepers! You won’t want to miss this journey through two of New England’s most beloved cities: Boston and Portland. Explore Boston on a hop-on/hop-off sightseeing tour. Relive history as you follow the Battle Train through Historic Lexington, Concord, and Cambridge. See New England’s magnificent fall colors on a Gray Line Fall Foliage Tour. Discover Portland, “New England’s Best Kept Secret,” on a Land and Sea Discovery expedition. This fall foliage excursion through New England’s Boston and Portland is the perfect way to spend 6 days during this colorful season.

Highlights

  • Hop-on, Hop-off sightseeing tour of Boston
  • Sightseeing tour of Cambridge, Lexington and Concord
  • Sightseeing tour of New England's Fall Foliage
  • Sightseeing tour of Portland, ME

Package Also Includes:

  • One-way Amtrak® from Boston to Portland onboard the Downeaster® in Coach accommodations
  • 5 nights' hotel accommodations
  • 2 meals (2 dinners)
Trip Map

Why Not...

Extend your trip or try this package in reverse. Call a Rail Expert for details.

Disclaimer:

Prices are per person, based on double occupancy. Prices do not include rail from your hometown. Package prices are subject to change without notice, and all reservations are based upon availability at the time of booking. Single occupancy supplements will apply for solo travelers. Hotel and room facilities vary and may be subject to additional fees. Some hotels require payment of local city taxes on arrival. Please call for pricing. We accept all major credit and debit cards. Activities referenced in the itinerary during free time are for suggested purposes only and are not included. Seasonal activity (if applicable): During the off-season, some tours may not be available. In this case, a similar tour will be substituted. Passports are required when traveling outside the United States including crossing the Canadian border.

DAY 1 BOSTON
Welcome to Boston! This historic coastal city is full of sights you won't want to miss. Begin to explore “Beantown” today on your hop-on, hop-off sightseeing tour of the city. Visit historic sites, like Paul Revere's House, the Boston Common, and the Old State House. Take a leisurely stroll through the gorgeous Public Garden and enjoy a swan boat ride. You'll also have the chance to see Boston's modern marvels, including Copley Square and the Boston Christian Science Center's magnificent reflecting pool. (Overnight in Boston)

DAY 2 BOSTON
Today you will relive history with a journey back in time to the Revolutionary War era as you follow the route of Paul Revere as he warned the countryside with his infamous cry of "the British are coming!" Travel along the famous Battle Road Trail and see the homes of renowned literary greats, like Hawthorne, Alcott, and Emerson in the charming town of Concord. Stand on Lexington Green, where Captain Jonathan Parker and 77 Minutemen fiercely stood their ground against 700 Redcoats. Visit the Old North Bridge, where the “shot heard round the world" was fired. Hang out in Harvard Yard and stroll through Cambridge Common, where George Washington took control of the Continental Army. Drive along "Tory Row" past the home of Henry Wadsworth Longfellow. Today is a history lover's dream come true! (Overnight in Boston)

DAY 3 BOSTON
Today, your Fall Foliage Tour awaits! Board the Gray Line motorcoach for a ride through a region awash in stunning seasonal colors. Sit back and relax as you travel past quiet ponds, ancient farms, weathered roadside taverns, and sturdy colonial churches, all of which are surrounded by the glorious red, orange, and yellow hues. Your pleasant afternoon of leaf peeping will be capped off with a stop at a native orchard for apples and cider. Tonight enjoy dinner at one of Boston's most iconic restaurants! (Overnight in Boston) D

DAY 4 BOSTON > PORTLAND
Wake up this morning and travel on your own to Boston's North Station, where you will board Amtrak for a ride on the Downeaster® to Portland. Say goodbye to “Beantown” as you travel north to Maine! The pubs, shops, and restaurants of downtown Portland are always buzzing with tourists, locals, and fishermen alike, creating a convivial atmosphere where everyone is welcomed. Portland's vibrant performing arts scene, amazing cuisine, and eclectic group of shops are all part of why locals call this city “New England's Best Kept Secret.” There's so much to do here—from food and wine festivals to trolley tours to art gallery exhibits—that you can easily spend an entire vacation in Portland. (Overnight in Portland)

DAY 5 PORTLAND
Explore Portland today on your Land and Sea Discovery Tour. Sit back, relax, and enjoy a 105-minute, fully-narrated excursion as your engaging and informative guides treat you to Portland's diverse history and hidden gems. The childhood home of Henry Wadsworth Longfellow, the Victoria Mansion, and the bustling Old Port are just a few of the landmarks you'll see as you travel from Portland's city streets to its stunning rocky coast. Don't forget your camera, as you'll have some great photo ops at Portland Head Light, Maine's oldest lighthouse. (Overnight in Portland)

DAY 6 YOUR JOURNEY ENDS IN PORTLAND

Legend for meals: B - Breakfast, BR - Brunch, L - Lunch, D - Dinner

DoubleTree by Hilton Hotel Boston Downtown

Our downtown Boston hotel, DoubleTree by Hilton Hotel Boston – Downtown, is conveniently located in the heart of Boston’s Theater District and welcomes each guest with the aroma of the full-service on-site Starbucks® as well as our signature warm chocolate chip cookie. Easily make your way around the city with the Tufts Medical Center ‘T’ station nearby and Logan International (BOS) Airport just 4.5 miles away.

Sheraton Boston Hotel

Nestled in charming and historic Back Bay, the Sheraton Boston Hotel is ideally situated for business and leisure travel. The Sheraton is close to the Financial District and businesses in Copley Square and one block from famed Newbury Street.The hotel is connected via an indoor walkway to the Hynes Convention Center and to two hundred shops at the Prudential Center and Copley Place Mall. Take in fantastic views from one of our 1,220 newly renovated guestrooms.

The Westin Portland Harborview

With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from Portland Stage and Children's Museum and Theatre of Maine. This 4-star hotel is within close proximity of Children's Museum of Maine and McLellan-Sweat Mansion.

Select Your Departure Date

For more information or to make a reservation, call our Rail Vacation Experts at:
1 (800) 268-7252
Disclaimer:

Prices are per person, based on double occupancy. Prices do not include rail from your hometown. Package prices are subject to change without notice, and all reservations are based upon availability at the time of booking. Single occupancy supplements will apply for solo travelers. Hotel and room facilities vary and may be subject to additional fees. Some hotels require payment of local city taxes on arrival. Please call for pricing. We accept all major credit and debit cards. Activities referenced in the itinerary during free time are for suggested purposes only and are not included. Seasonal activity (if applicable): During the off-season, some tours may not be available. In this case, a similar tour will be substituted. Passports are required when traveling outside the United States including crossing the Canadian border.

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