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Points of Interest between Boston, Massachusetts to Charlottesville, Virginia

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picture of Boston, Massachusetts

Five Unexpected Places to Stop on a Drive from Boston, MA to Charlottesville, VA

Driving from Boston, Massachusetts to Charlottesville, Virginia can be an exciting road trip if you know the right places to stop along the way. The journey covers a distance of about 740 miles and takes approximately 12 hours with no stops. However, taking breaks at these unexpected locations can make the trip much more enjoyable. Here are five places that you must visit to have an unforgettable experience.

Halfway Point: Mount Holly, NJ

Before we dive into the unexpected stops, let’s talk about the halfway point of the drive - Mount Holly, NJ. This quaint town is located about five hours into the journey and is an ideal place to stop for a quick rest and grab a bite to eat. There are plenty of food options to choose from in the downtown area, including Italian, Chinese, and American cuisine. Take a leisurely stroll through the charming streets and check out the historic buildings that date back to the 1700s.

1. Mystic, CT

Mystic, CT, is a lively seaport town that offers an exciting contrast to the serene shorelines of Massachusetts. The most famous attraction in Mystic is the Mystic Seaport Museum, which features a recreated 19th-century seafaring village and a working shipyard. Visit the aquarium and get up close with marine life or rent a kayak and explore the Mystic River. Don't leave without trying a bowl of clam chowder, the town's specialty dish.

2. New Castle, DE

New Castle, DE is a charming, historical town that dates back to the 17th century. This small town has a lot to offer, from beautiful architecture to great cuisine. Take a stroll around the cobblestone streets and admire the town's colonial-era homes along with the grand Courthouse, built-in 1732. We recommend visiting The Arsenal, a beautifully preserved building that was once a storage facility for guns and ammunition during the American Revolution. Be sure to try the uniquely delicious peach pie, which is famous in the region.

3. Orange, VA

Orange, VA is an idyllic countryside town that's perfect for a relaxing pit stop. Take a scenic drive through the rolling hills and forests of the Shenandoah Valley. The town is home to a variety of vineyards and wineries, where you can enjoy a glass of wine while admiring the breathtaking views. In Orange, The Light Well Restaurant serves some of the best southern comfort food and is a must-visit for anyone passing through.

4. South of the Border, SC

South of the Border, SC, is one of the most unusual and quirky tourist stops you'll ever encounter. This amusement park is located on the border of North and South Carolina and is known for its bizarre yet fascinating roadside attractions. You'll see giant statues of cartoonish characters dotted along the freeway, including Pedro, the park's mascot. We recommend trying the signature dish - the chili dog, which is a classic American dish with a Mexican twist.

5. Gettysburg, PA

Gettysburg, PA, is the site of one of the deadliest battles in American history. The town is steeped in history and has several landmarks associated with the Civil War, including the Gettysburg National Military Park. Take a guided tour of the battlefields, including the cemetery where Abraham Lincoln delivered his famous Gettysburg Address. The town is also famous for its apple cider, which is a must-try for anyone passing through.

This road trip takes you through a variety of stunning landscapes, quaint towns, and tourist attractions, making it an unforgettable experience for anyone embarking on it. Don't miss the opportunity to take this drive and explore all the hidden gems along the way. So, start planning your trip now and get ready to have the adventure of a lifetime!

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