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The Ultimate Fall Foliage (Self Drive)

14 to 21+ Nights from $2,385*
* This sample price: priced within the past 7 days for arrival on 10/4/2024. Choose your own arrival dates.

Customize and Book

This 14 night sample itinerary includes:

  • 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
  • Driving Time
    Boston - The Berkshires : 2 hrs. 30 mins. approx.
    The Berkshires - Manchester: 1 hr. 50 mins. approx.
    Manchester - Stowe: 2 hrs. 30 mins. approx.
    Stowe - White Mountains National Park: 1 hr. 55 mins. approx.
    White Mountains National Park - Portsmouth: 2 hrs. 10 mins. approx.
    Portsmouth - Boston: 1 hr. 10 mins. approx.

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 (popular vacation destination, known for outdoor activities, colorful fall and thriving arts institutions), Manchester, Stowe (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.

Flexible Itinerary

  • Boston, MA

  • The Berkshires, MA

  • Manchester, VT

  • Stowe, VT

  • White Mountain National Park, NH

  • Portsmouth, NH

  • Boston, MA

Customer Reviews

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.

    Explore 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.

    Explore 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.

    Explore 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.

    Explore 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.

    Explore 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!

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