The 8 Best Old-School Chocolate Shops in Massachusetts

Chocolate. You either love it or you … love it, right? I mean, of course you do! When it comes to chocolate, Massachusetts has all of your delicious and indulgent confectionery needs covered. This state is packed with bakeries, candy, and old-fashioned chocolate shops that are just begging to be sampled. Check out this road trip to the best shops with the best chocolate in Massachusetts. Believe me — it's the best way to satisfy your sweet tooth!

Use this Google Maps link for directions for this sweet Massachusetts road trip.

1. Chatham Candy Manor, Chatham

Chatham Candy Manor has been making delicious chocolates and sweets since 1955. The treats here include flavor-packed candy fruit slices, chocolate turtles, and plenty of homemade fudge. The rocky road flavor is particularly crave-worthy. Here's Chatham Candy Manor's official website. It's certainly one of the best candy shops on Cape Cod.

2. Kandy Korner, Hyannis

Another wonderful candy and chocolate shop on the Cape is Kandy Korner. Located on Main Street in Hyannis, this is our next stop for more sweet treats. Try the sea salt caramels and fudge, chocolate truffles and homemade turtles, and maybe even grab a box of salt water taffy. This is also a great spot to pick up some souvenirs for your loved ones. Check out the Kandy Korner website to see what else they have in store for your visit. This is certainly one of the best chocolate shops in MA.

3. Phillips Chocolates, Dorchester

Phillips Candy House is the oldest chocolatier in Boston. The same family has been making chocolate here for four generations. All of their chocolate is made in small batches with fresh ingredients, and you can even build your own box of fudge. Definitely try the maple half-dips, too. Stop by the official website of Phillips Candy House.

4. Ye Olde Pepper Candy Companie, Salem

Though they may have a slightly corny name, Ye Olde Pepper Candy Companie is actually the oldest candy shop in America. This place has been churning out delicious chocolate for more than 200 years. The shop is famous for its Salem Gibraltar candy, which is a special hard, sugary candy treat created by the shop’s original founder, Ms. Spencer. It also offers a variety of other old-fashioned candies like licorice, saltwater taffy, ribbon candy, and more. Learn more on the official website of Ye Olde Pepper Candy Companie. It's one of the most nostalgic candy stores in Massachusetts.

5. Winfrey’s Fudge and Chocolates, Stoneham

For one of the best "chocolate shops near me" outside of Boston, make your way to Winfrey's. This little shop offers over 20 fudge flavors, including "divinity fudge." This special fudge is made from sugar and marshmallow frappe; it’s an old-fashioned recipe that everyone should try at least once. Find more on the official website of Winfrey's Fudge and Chocolates.

6. Hebert's Candy Mansion, Shrewsbury

Hebert’s hand-crafted chocolate has been wooing crowds since 1917. They specialize in delicious milk, dark, and white chocolate and offer plenty of seasonal treats as well. A box of chocolate from Hebert’s is sure to make a great gift or indulgence. Here's the official website of Hebert's Candy Mansion, which is among the best Massachusetts chocolate companies.

7. Mo’s Fudge Factor, Shelburne Falls

Do creamy gourmet fudge and small-batch candy sound good to you? Then head down to Mo’s Fudge Factor in Shelburne Falls. They make the area's richest, most decadent fudge and even ship anywhere in the U.S. Don’t forget to grab some of their cookies, truffles, or hot chocolate. Find more about one of the best MA chocolate companies on the official website of Mo's Fudge Factor.

8. Richardson’s Candy Kitchen, Deerfield

Richardson’s Candy Kitchen is a Deerfield institution. They offer a feast of chocolates and candies that taste freshly made because they are. There's something for every taste, from fudge to peanut butter cups and even Herrell’s Ice Cream. Don’t miss their delectable pecan logs. Check out the official website of Richardson's Candy Kitchen. This is one of the most delicious candy stores in Massachusetts.

Here's the Google Maps link again for detailed driving directions for this road trip. Do you agree that these are some of the best shops with the best chocolate in Massachusetts? Do you have another favorite candy or chocolate shop you'd like to suggest? Please do so through our nominations form!

Want more road trip ideas? Check out what we consider some of the best road trips in Massachusetts. And if you want to find more things to do in the Bay State, try our new Travel Planner!