New England's best season is fall. Fall is when the culture, color, and character of this area all collide. After a hot and humid summer, the cooler days are more than welcome and New Englanders head outside in various shades of flannel. The season is short and weekends in September and October are jam-packed with fairs, hikes, scenic drives, orchards, and haunted houses. This is just a handful of options for any fall fanatic finding themselves in New England during the glorious months of September and October.
New England and New York Fall Road Trip
A road trip that takes you to some of the highlights of New England and New York. It basically covers all of my highlights below in one convenient post. I even included a sample itinerary/route. It includes a few highlights from each state as you make your way through the northeast.
New Hampshire
Kancamagus Highway
A New England must! The famous Kancamagus Highway is one of New Hampshire's National Scenic Byways, running east to west through the White Mountains. This 34.5-mile road climbs to 3,000' at the summit of Mount Kancamagus. There are great hikes right off the highway or scenic pull-over spots to get out and stretch your legs. It's a stunner and should be at the top of your list.
Rated one of the best day hikes in New England, the Franconia Ridge Loop is at its prime in the fall. The cooler temps are welcomed on the ridgeline walk as your make your way across some of New Hampshire's 48ers.
Mount Tecumseh
This may be the most stunning fall hike I had ever been on in New Hampshire. You can hike up the trails and down the ski mountain trails which overs the most insane views of the Whites. Time it with the foliage and you will not be disappointed.
Applecrest Farm
What's a fall festivity without a visit to a farm? Applecrest farm has it all - restaurant, orchard, pumpkin patch, wagon rides, store, and even a petting zoo. The perfect fall family-friendly stop on your way up to the Whites to hike.
Northcountry Hard Cider
What says fall like cider? But let's make it hard cider for all the grownups in the group. They have a lot of fun different flavors featuring local produce like squash and habanero peppers. It's the perfect place to hang out and try a sampling of cider.
Connecticut
Northwest Connecticut
Northwest Connecticut is a fantastic fall destination. It's bucolic and quiet, quaint apple orchards, lovely hikes, and the cutest decorated downtowns. Here's a weekender's guide because a day up in this corner of Connecticut just isn't enough. If you are looking for a hike or two, here are some of my favorites: White Memorial Conservation Center, Pine Knob Loop, Rand's View,
Bear Mountain, Macedonia Brook Loop, Round Mountain, Henry David Thoreau Footbridge (Hidden Valley Preserve), or Meeker Trail Loop Macricostas Preserve. 
Bishops Orchard
Bishops orchard in Guilford, Connecticut is a shoreline gem. You can pick your own apples, stop at the pumpkin patch, head into the grocery store for supplies, and try some of their fruit wines. It's a fun local stop and one of my favorite options for apple picking in the fall.
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| Housatonic River |
Vermont
Northeast Kingdom/Kingdom Trails
One of my most favorite fall traditions was loading up the mountain bikes and heading north to the Northeast Kingdom of Vermont. Stowe gets a lot of attention (and for good reason) but you will see all the mountain bikers heading to a slice of fall mountain biking paradise called Kingdom Trails. The town of Burke offers quaint inns and B&Bs, a ski mountain that offers a great hike, and an amazing network of trails. It offers some of the best fall foliage I have ever seen and pair it with a day on our bikes... New England fall at it's best.
Stowe is a 4 season destination and I can't exactly decide which is my favorite. Fall is in the running as you get the warm sunny days followed by the crisp cool nights. You can head out to some of my favorite hikes colored in crimson, and spend the afternoons at the busy breweries and restaurants. Stowe Pinnacle is a great fall hike that gets you some pretty spectacular views without the long mileage.
Cute town, lakefront, a fantastic hike, sign me up! Mt. Pisgah and Lake Willoughby take you into northern Vermont to a place I had never even heard of but quickly fell in love with.
Vermont's tallest peak truly shows off in the fall. Claim one of the New England high points while enjoying the show of color that Vermont is famous for. Bring the dogs but maybe leave the kids behind and enjoy this special Vermont hike.
Fall Camping Tips
I love to camp just when the warm summer nights give to chilly fall evenings. There's something about snuggling up with someone you love in the quiet of the woods and that hot cup of coffee in the morning. One of the best ways to enjoy fall in New England is a cute BnB or a camping trip at one of the state parks. This guide is a gem for knowing a few important tips before heading out to camp in the fall.
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