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She's been with TripSavvy since 1998. TripSavvy's editorial guidelines Updated on 10/27/20 Massachusetts Office of Travel & Tourism The best way to experience autumn in New England is on a bike, pedaling through crunchy leaves and feeling the crisp, fresh air in your face. A biking trip is an ideal way to leaf peep at your own pace, whether you join a guided biking tour or choose a self-guided ride. Trips range from short day trips to multi-day adventures, but don't be turned off if you aren't a confident biker. Options exist for all skill levels, whether you're looking for a casual ride through scenic backroads or a demanding uphill mountain ride. There's no better time of year to explore New England on two wheels. 01 of 08 VBT Bicycling Vacations VBT is a leading Vermont-based tour company in making New England autumn biking trips accessible. With supportive and encouraging tour leaders and a variety of itineraries to match your scenic dreams, VBT does the planning leg work so you can focus on enjoying every moment of your journey. You have the option to choose a guided tour, where an experienced guide is with you the whole time to assist when needed and show the best local spots, or a self-guided tour. The latter is perfect for those who want the flexibility to move at their own pace, but VBT takes care of all the itinerary planning so you can enjoy the ride. Bike trip possibilities include six days of cycling Cape Cod and Martha's Vineyard, a six-day Vermont Idyllic Countryside experience highlighting local cuisine and the state's natural beauty, a six-day shoreline trek along Vermont's Lake Champlain, and a sure-to-be-memorable six-day Maine coast adventure in Acadia National Park. 02 of 08 Discovery Bicycle Tours Discovery Bicycle Tours has a variety of guided and self-guided biking tour itineraries available in the fall, whether you're looking for a quick, two-night getaway or a longer trip. Among the destinations you can explore on two wheels are Woodstock and Vermont's Upper Valley, the Lake Champlain Islands, the Maine Coast, and Cape Cod and Martha's Vineyard in Massachusetts. There's also a foliage-ride option in neighboring New York's Hudson River Valley. This company has been working in New England for decades, so guides are well-versed in all of the best roads and most scenic vista points in the area. Plus, the inns are always handpicked for the maximum charm and friendliest innkeepers. 03 of 08 The Fall Foliage Classic If you're looking for an epic biking experience that showcases both the colorful interior of New England and the storied coast, then look no further. Join America by Bicycle for this 331-mile ride through brilliant fall scenery in three New England states: Maine, New Hampshire, and Massachusetts. This seven-day tour starts and finishes in Portland, Maine, passing through coastal fishing villages, historical small towns, and endless bursts of spectacular countryside foliage. This tour is only offered once per year, and the next one is scheduled for October 16–23, 2021. Prices go up as the date gets closer, so reserve your spot early in order to snag the best deal. 04 of 08 Summer Feet Cycling Week-long tours aren't always a feasible option, so Summer Feet Cycling offers biking day tours in addition to overnight and week-long trips. Their New England tours are offered only in Maine, although leaf peepers can also book a trip across the border to see fall foliage in Quebec. The Festival of Color is geared specifically toward seeing the most vibrant colors of autumn in the local area, starting in the picturesque town of Bethel. Exploring Acadia is a weekend tour that's offered year-round, but book it during September or October to experience fall colors in New England's only national park. Continue to 5 of 8 below. 05 of 08 Easy Rider Tours Easy Rider offers a fabulous Autumn in the Berkshires biking tour every year in October. This six-day tour includes stays in charming country inns and the chance to explore all of western Massachusetts' best fall foliage sports. In addition to quaint country lanes littered with leaves, the tour also includes stops at important cultural points along the route, including the Norman Rockwell Museum and the Clark Art Institute. A self-guided Coasting New England trek through three states along the seaboard is also an option, passing through Massachusetts, New Hampshire, and Maine. The bright reds and yellows of fall splashed against the blues and grays of the Atlantic coast is a once-in-a-lifetime experience that you won't forget. 06 of 08 Inn to Inn Tours Inn to Inn is a tour company that designs guided and self-guided inn-to-inn biking tours in Vermont's Lake Champlain Valley. Your luggage will be transported between inns while you cycle miles of safe and scenic trails, taking care of one of the biggest hassles of multi-day bike tours. Your trip can be customized not only to your ability level and the number of days you have available, but also whether you want to complete the trip on a road bike or a mountain bike. The road bike tour takes travelers through gorgeous country backroads, while mountain bike riders trek through the dirt roads and trails of the Green Mountains. 07 of 08 Great Freedom Adventures The Best of Vermont Fall Foliage Tour offered by Great Freedom Adventures is a six-day trek that begins and ends in picturesque Woodstock, Vermont. It's a tour suitable for those up for a moderate challenge. Along the way, you'll visit a cheese factory, breweries, covered bridges, and the Ben & Jerry's Factory. Great Freedom Adventures also offers a New York Fall Foliage bike trip in the historic and scenic Hudson River Valley region. If you can't find the time for a full week trip, then one of the three-day bike tours through Vermont packs all of the best aspects of the full ride into less time. You won't be able to make all of the stops as you would in the full fall foliage tour, but you'll still be in for an unparalleled trip through some of the best fall foliage. 08 of 08 Sojourn Bicycling & Active Vacations Enjoy the best of the Northeast in one of the several New England biking tours offered by Sojourn Bicycling & Active Vacations. Biking tours range from four to six days, with options including Lake Champlain in Vermont, Cape Cod in Massachusetts, or Acadia National Park in Maine. One of the most popular among leaf peepers is the Stowe Fall Foliage Tour, which rides through the Lake Champlain Valley and Green Mountains of Vermont before arriving in the storybook village of Stowe. It's a full autumn experience, where colorful leaves are accompanied by homemade cider, fresh-baked apple pastries, and seasonal beers from local breweries. Was this page helpful? Thanks for letting us know! Share Pin Email Tell us why! Submit Share Pin Email