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Boston and Portland Getaway by Train
5 to 7+ nights from $783*Grab your tickets, sit back, and get ready for an amazing adventure in these cities of Massachusetts and Maine!. Experience the stunning scenery of Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party) and Portland (port city, best known for its marine industry, appreciation for the arts, it’s ...
Boston and Portland Getaway by Train
5 to 7+ nights from $783 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-13T00:00:00. Choose your own departure city and dates.
This 5 night sample itinerary includes:
- Flight into Boston and out of Portland
- Hotel for 3 nights in Boston
- Flight from Boston to Portland
- Hotel for 2 nights in Portland
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Fall Foliage Escape (Boston - White Mountains National Park - Portland - Portsmouth - Self Drive)
7 to 11+ nights from $1,249*Take Massachusetts, New Hampshire and Maine into your own hands, travelling between this popular cities with a rental car. Visit Boston (Historic city and capital of Massachusetts famous for the Boston Tea Party), White Mountains National Park, Portland and Portsmouth (Nestled near the mouth of the Piscataqua River, known for the waterfr ...
Fall Foliage Escape (Boston - White Mountains National Park - Portland - Portsmouth - Self Drive)
7 to 11+ nights from $1,249 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-16T00:00:00. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into and out of Boston
- Rental Car for 7 days
- Hotel for 2 nights in Boston
- Hotel for 2 nights in White Mountains National Park
- Hotel for 1 night in Portland
- Hotel for 1 night in Portsmouth
- Hotel for 1 night in Boston
Driving Time
Boston – White Mountain National Park: 2hrs approx.
White Mountain National Park - Portland: 2 hr 30 mins approx.
Portland - Portsmouth: 54 mins approx.
Portsmouth - Boston: 1 hrs 7 mins approx.
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Historic Northeast Cities by Train (Philadelphia - New York City - Boston - Portland)
10 to 15+ nights from $1,764*Explore the prominent urban centers in Pennsylvania, New York, Massachusetts and Maine!. Take a chill train ride and explore: Philadelphia (the birthplace of the US, known for its rich American history; home of historic icons of America's history like: The Liberty Bell and home to Independence Hall), after that, is New York City (one of t ...
Historic Northeast Cities by Train (Philadelphia - New York City - Boston - Portland)
10 to 15+ nights from $1,764 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-01T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Philadelphia and out of Portland
- Hotel for 3 nights in Philadelphia
- Train from Philadelphia to New York City
- Hotel for 3 nights in New York City
- Train from New York City to Boston
- Hotel for 2 nights in Boston
- Train from Boston to Portland
- Hotel for 2 nights in Portland
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Historic Northeast Cities (Philadelphia - New York City - Boston - Portland)
10 to 15+ nights from $2,374*Discover the endless wonders, treasures and History of these Northeast Cities!. Start in Philadelphia (notable for its rich history, where the Declaration of Independence and Constitution were signed) after that, is New York City (one of the world's largest entertainment and culture capitals) where enjoy Guided Tours to New York 911 Memor ...
Historic Northeast Cities (Philadelphia - New York City - Boston - Portland)
10 to 15+ nights from $2,374 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-12T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Philadelphia and out of Portland
- Hotel for 3 nights in Philadelphia
- Train from Philadelphia to New York City
- Hotel for 3 nights in New York City
- Train from New York City to Boston
- Hotel for 2 nights in Boston
- Train from Boston to Portland
- Hotel for 2 nights in Portland
Sample of Included Tours: - 911 Memorial and Statue of Liberty Combo in New York City
- Gilded Age Mansions Tour in New York City
- Freedom Trail Walking Experience in Boston
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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Boston - Portland - White Mountain Natl. Park - Green Mountains - Newport - Self Drive
11 to 17+ nights from $2,539*Explore Massachusetts, Vermont, New Hampshire and Maine with nearly endless opportunities to experience culture, excitement, and beauty. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Portland, White Mountains National Park (One of Queensland's most botanicall ...
Boston - Portland - White Mountain Natl. Park - Green Mountains - Newport - Self Drive
11 to 17+ nights from $2,539 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-08T00:00:00. Choose your own departure city and dates.
This 11 night sample itinerary includes:
- Flight into Boston and out of Newport
- Rental Car for 10 days
- Hotel for 3 nights in Boston
- Hotel for 2 nights in Portland
- Hotel for 2 nights in White Mountains National Park
- Hotel for 2 nights in Green Mountains
- Hotel for 2 nights in Newport
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Boston - Portland - Camden - White Mountain Natl. Park - Woodstock - Green Mountains (Self Drive)
13 to 19+ nights from $2,609*Rolling green hills, fall foliage, mountain landscapes and colonial towns, you will discover with this Self-Drive package across New England States. In Massachusetts, visit Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). Then, continue to Maine State and enjoy pleasant m ...
Boston - Portland - Camden - White Mountain Natl. Park - Woodstock - Green Mountains (Self Drive)
13 to 19+ nights from $2,609 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-30T00:00:00. Choose your own departure city and dates.
This 13 night sample itinerary includes:
- Flight into Boston and out of Albany
- Hotel for 3 nights in Boston
- Rental Car for 11 days
- Hotel for 2 nights in Portland
- Hotel for 2 nights in Camden
- Hotel for 2 nights in White Mountains National Park
- Hotel for 2 nights in Woodstock
- Hotel for 2 nights in Green Mountains
Pick Up Car: Boston Downtown; Drop Off: Albany Airport
Driving Time
Boston - Portland: 1 hr. 50 mins. approx.
Portland - Camden: 1 hr. 45 mins. approx.
Camden - White Mountains National Park area: 3 hrs. 25 mins. approx.
White Mountains National Park - Woodstock: 2 hrs. 15 mins. approx.
Woodstock - Green Mountains area: 2 hrs. 10 mins. approx.
Green Mountains - Albany, NY Airport: 4 hrs. approx.
