Five Unexpected Places to Stop on a Drive from Brattleboro to Dover, Vermont

Many people associate Vermont with winter sports and maple syrup, but there's much more to this picturesque state than that. A road trip from Brattleboro to Dover will take you through rolling hills, forests, and quaint towns, where you can experience the local culture and cuisine. The route covers around 30 miles and can be driven in under an hour, but it's worth taking your time and stopping at these five unexpected places along the way.

Halfway Point: Newfane, VT

Before we dive into the other stops along the way, it's important to acknowledge the halfway point of this journey, Newfane, VT. This quintessential Vermont town is worth a visit in itself with classic white-steepled churches, historic houses, and a charming town common. If you're lucky enough to visit during autumn, the foliage views are breathtaking.

1. Saxtons River Distillery

Located in Brattleboro, this small-batch distillery is a hidden gem specializing in artisanal spirits. Their award-winning Sapling Maple Bourbon is a must-try, made from local maple syrup and aged in charred oak barrels. If you're not a bourbon fan, they also offer other spirits such as vodka, gin, and rum.

Favorite food: Try their Maple Cream Liqueur—perfect for sipping in front of a cozy fire.

2. Village Square Booksellers

In Bellows Falls, Vermont—a town known for its rich railroad history—is the charming Village Square Booksellers. This independently owned bookstore offers a vast selection of books, gifts, and cards. It also has frequent author readings and events, so check their website before your visit.

Favorite food: Stop by the café inside the bookstore for a homemade blueberry muffin and a cup of locally roasted coffee.

3. Dutton Berry Farm

On Route 30 in Newfane, Dutton Berry Farm offers fresh-from-the-farm produce, baked goods, and seasonal specialties like homemade apple cider donuts. You'll see fields of pumpkins, squash, and other autumn produce growing in the fall, making it an ideal stop for anyone heading to Dover to ski during the winter months.

Favorite food: You can't leave Dutton Berry Farm without trying their famous cider donuts.

4. Mary Meyer Toy & Design Studio

In Townshend, Vermont, the Mary Meyer Toy company creates quality stuffed animals for children and adults, sold in specialty toy stores and gift shops worldwide. The connected design studio allows visitors to observe the production process and browse their huge selection of cuddly creatures.

Favorite food: There aren't any food options here, but it's worth the stop to pick up a toy souvenir for yourself or a loved one.

5. Mt. Snow Resort

Finally, we arrive in Dover, Vermont, home to the iconic Mt. Snow Resort. While visitors flock here during ski season, the mountain is open year-round, with activities like hiking, mountain biking, and golfing available in the summer. Mt. Snow Resort has multiple restaurants and bars with stunning views of the mountain, perfect for ending your road trip on a high note.

Favorite food: After a day spent skiing or hiking, grab a table at the Harriman's Farm to Table restaurant for a hearty meal and beer from a local brewery.

Conclusion

While it's easy to hop on the highway and drive from Brattleboro to Dover in under an hour, taking a more leisurely approach and stopping along the way can add some unexpected charm to your journey. Whether you're in the mood for spirits, books, cider donuts, stuffed animals, or skiing, these five places won't disappoint. So pack your bags, hit the road, and enjoy the scenic drive through southern Vermont.