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The Ultimate Fall Foliage (Self Drive)

14 to 21+ Nights from $3,205*
* This sample price: priced within the past 7 days for arrival on 12/21/2023, departure from Miami International MIA (FL), US. Choose your own departure city and dates.

This 14 night sample itinerary includes:

  • Flight in and out of Boston
  • Rental Car for 14 days
  • Hotel for 2 nights in Boston MA
  • Hotel for 2 nights in The Berkshires MA
  • Hotel for 2 nights in Manchester VT
  • Hotel for 2 nights in Stowe VT
  • Hotel for 2 nights in White Mountains National Park NH
  • Hotel for 2 nights in Portsmouth NH
  • Hotel for 2 nights in Boston MA

A perfect combination of charming cities across Massachusetts, Vermont and New Hampshire with this unique opportunity to explore on your own with a rental. Combine Boston (the capital Massachusetts; home of the Boston Red Soxs and New England Patriots), The Berkshires, Manchester, Stowe (A city overlooked by Mount Mansfield, known for its trails and ski slopes), White Mountains National Park (Preserved forest offering various mountains, outdoor activities and full of scenic beauty for every season) and Portsmouth. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Destination
Arrival date
Stay
1.
(69 hotels)
2.
(29 hotels)
3.
(9 hotels)
4.
(19 hotels)
5.
(50 hotels)
6.
(15 hotels)
7.
(69 hotels)
Guest:

Please contact us for any special arrangements such as more than three rooms and partial stays.

Change cabin, booking without flight, returning to a different city/airport, Reorder city, or design your own Itinerary

Flexible Itinerary

  • Boston, MA

  • The Berkshires, MA

  • Manchester, VT

  • Stowe, VT

  • White Mountain National Park, NH

  • Portsmouth, NH

  • Boston, MA

Customer Reviews

Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more

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Going To:
Staying For:
1 Boston, MA
2 The Berkshires, MA
3 Manchester, VT
4 Stowe, VT
5 White Mountain National Park, NH
6 Portsmouth, NH
7 Boston, MA
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Change cabin, booking without flight, returning to a different city/airport, Reorder city, or design your own Itinerary

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Trip Summary

  • Boston, MA

    Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail.

    Explore The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!

  • The Berkshires, MA

    The Berkshires boast over 100 cultural attractions, many of which are world-renowned. The region is surrounded by picturesque mountains in a lush green valley, where you will find numerous, unique recreational activities and festivals that run throughout the year.

    Recommended Stay: At least 2 nights
    Must See`s:
    The Ski Butternut, the Otis Ridge, the Beartown State Forest, the Monument Mountain Reservation, the Ski Blandford, the Tolland State Forest and so much more!

  • Manchester, VT

    Manchester is nestled in the heart of the Green Mountains, this former iron-mining town today is the quintessential Vermont getaway, complete with a white steeple church, antique shops and cozy country inns. The American Museum of Fly Fishing displays rods, flies and angling-related art.

    Recommended Stay: At least 2 nights
    Must See`s:
    The Equinox Mountain, the Southern Vermont Arts Center, the Lye Brook Falls Trail, the American Museum of Fly Fishing, the Dana L. Thompson Memorial Park, the Museum of the Creative Process and so much more!

  • Stowe, VT

    Stowe is famous for its winter skiing and summer adventure. The town is located in a fertile valley between scenic Mount Mansfield and several other Green Mountains peaks to the west, and the imposing Worcester Range to the east.

    Recommended Stay: At least 2 nights
    Must See`s:
    The Stowe Mountain Resort, the Smugglers` Notch Resort, the Mount Mansfield, the Smugglers` Notch State Park Campground, Emily`s Bridge, the Bolton Valley Resort and so much more!

  • White Mountain National Park, NH

    White Mountain National Park is found within the White Mountains in the U.S. states of New Hampshire and Maine. It ranges from mountainous hardwood forests to majestic alpine peaks. The area is also known for bright fall foliage and winter skiing.

    Recommended Stay: At least 3 nights
    Must See`s:
    The Mount Washington, the Franconia Notch State Park, the Mount Washington Cog Railway, the Loon Mountain Resort, the Flume Gorge, the Story Land and so much more!

  • Portsmouth, NH

    Portsmouth is well-known for the tax-free shopping, the waterfront views, and the historic sites. Portsmouth is drained by Sagamore Creek and the Piscataqua River, which is the boundary between New Hampshire and Maine.

    Recommended Stay: At least 2 nights
    Must See`s:
    The Strawbery Banke Museum, the Water Country Water Park, the Prescott Park, the USS Albacore Museum, the Portsmouth Historical Society`s Discover, the Market Square, the Portsmouth Harbor Lighthouse and so much more!

  • Boston, MA

    Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail.

    Explore The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!