Get in the Car and Drive: The Best Fall Activities in the Country

Fall Leaves on a Car Windshield

We’ve finally reached the fall season, and we’re welcoming all of the beautiful foliage, seasonal goodies and cooler weather with open arms.

With all of the beautiful sights and fall festivities going on around the country, the hardest part of planning a good fall road trip is narrowing down your options. Below, you’ll see our top picks for the ultimate sights, sounds and tastes of fall in our best of the best fall activities round-up.


Pour the Core Hard Cider Festival – Boston, MA – October 22

Massachusetts becomes magical in the fall, with the leaves changing and the weather cooling, and there’s no better place to enjoy the sights and sounds of fall than Boston.

This year, Boston is holding its 2nd annual Pour the Core festival, where guests can sample more than 40 brands of hard cider. Cider is a traditional fall flavor, and it’s in ample abundance at this unique seasonal festival.

Expecto! A Harry Potter Wine Dinner – Chicago, IL – October 24-25, 2016

When this special prix-fixe meal with wine pairings was introduced by City Winery in Chicago, it quickly sold out. They’ve since added another date, and we’re hoping it turn into many more! In the books, Harry Potter revisits Hogwarts every fall to face another adventure, and the movies make the perfect fall couch + blanket movie marathon. Who wouldn’t want to taste a meal prepared especially for each of the Hogwarts’ houses?

Day of the Dead Festival – Denton, TX – October 29, 2016

About 30 minutes North of Dallas, there’s a little city named Denton. Every year, in celebration of Dia de Los Muertos, Denton throws a free, family-friendly event that includes a pumpkin patch, a coffin race, street performers and a salsa cook-off. It’s not to be missed if you live in the DFW metroplex.

Newfane Heritage Festival – Newfane, VT – October 8-9, 2016

Vermont is notorious for its gorgeous foliage, so why not celebrate the fall in color? The village of Newfane is holding its 46th annual Heritage Festival this October and it gives locals and visitors something to look forward to as the weather starts to chill. Enjoy arts & crafts, flea markets, live music, and raffles while you take in the gorgeous foliage.

Circleville Pumpkin Show – Circleville, OH – October 19-22, 2016

It’s no wonder this festival was ranked as one of the most popular fall festivals by Country Living. If you think the stack of Pumpkins outside of your neighborhood grocery store is impressive, you won’t believe the amount you can fit into this festival – over 100,000 pounds of pumpkins, squash and gourds. Not to mention the family friendly games, floats and crafts.

Harvest on the Harbor – Portland, Maine – October 20-23, 2016

Portland, Maine is home to some good eatin’, and this chef-inspired culinary event brings the best that Maine has to offer to the center stage. Lobster, beer and a chef showcase featuring the best Maine chefs are on the menu this October.

Are there fall activities you love that didn’t make the cut? Let us know on our Facebook page.

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