Five Unexpected Places to Stop on a Drive from Bridgewater, Massachusetts to South Windsor, Connecticut

Driving from Bridgewater, Massachusetts to South Windsor, Connecticut can be an adventure for those who love to explore unknown roads and discover new places. This 127-mile route can take about three hours, but can be easily transformed into a fun-filled day trip by stopping at different places along the way. If you are curious to discover more about this journey, keep reading.

Halfway Point: Millbury, MA

Before we dive into our list of unexpected places to stop along the route, we should mention the halfway point: Millbury, MA. This charming small town offers several restaurants, cafes, shops, and historic sites. You could visit the National Black Doll Museum of History and Culture, which showcases a collection of over 10,000 dolls created by African American artists. You could also stop by the Asa Waters Mansion, a beautiful Federal-style building built in 1826, which now operates as a museum. Or, if you’re feeling hungry, grab a slice of pizza at Peppe’s Pizza or a sandwich at Anzio’s Brick Oven Pizza.

1. The Big E (West Springfield, MA)

The Big E is the largest fair in the Northeast and takes place every September in West Springfield, Massachusetts. If you are lucky enough to be driving through during the fair, the Big E is a must-visit. With over 17,000 exhibits, concerts, live animals, and a diverse range of food, this fair is a dream come true for anyone looking for a fun and unique experience. The fairgrounds are also open year-round, so you can stop by anytime for some shopping, dining, and live entertainment. Do not miss the cream puffs, a classic fair treat that will melt in your mouth.

2. Old Sturbridge Village (Sturbridge, MA)

Old Sturbridge Village is an open-air museum that recreates a 19th-century New England village. Visitors can step back in time and experience what life was like in rural New England in the early 1800s. The village features over 40 historic buildings, including a blacksmith shop, a sawmill, a shoemaker shop, and a general store. You can also see costumed interpreters and farm animals. The village is open year-round, and each season brings different activities and events. Try the baked beans, a traditional New England dish that was a staple of many 19th-century households.

3. The Nathan Hale Homestead (Coventry, CT)

The Nathan Hale Homestead is a historic home built in 1776 that belonged to one of the heroes of the Revolutionary War, Nathan Hale. Hale was a soldier who volunteered to cross enemy lines and gather intelligence for George Washington’s army. He was captured and executed by the British in 1776, but his bravery and sacrifice have not been forgotten. Today, visitors can tour the house and learn about the life of this remarkable man. The site also features a museum, a gift shop, and several events throughout the year. Try the apple cider donuts, a delicious treat that is a perfect match for the fall season.

4. Lyman Orchards (Middlefield, CT)

Lyman Orchards is a family-owned farm that has been operating for over 275 years. The farm features over 100 acres of fruit and vegetable fields, 3 golf courses, a corn maze, and a market that sells homemade pies, jams, and other goodies. Visitors can pick their own apples, peaches, strawberries, blueberries, and pumpkins, depending on the season. You can also take a wagon ride or attend one of the farm’s seasonal events, including a sunflower maze and a Christmas tree festival. Try the blueberry pie, a customer favorite that is made with fresh blueberries and a flaky crust.

5. Wickham Park (Manchester, CT)

Wickham Park is a 250-acre park located in Manchester, Connecticut. The park features several gardens, ponds, bridges, trails, picnic areas, and a nature center. Visitors can enjoy the scenery, go for a hike, have a picnic, or attend one of the park’s events, including concerts, festivals, and art shows. The park is open year-round and is a great place to enjoy the outdoors and relax. Try the ice cream from the concession stand, a refreshing treat that is perfect for a hot summer day.

Conclusion

If you are looking for a fun and unexpected road trip, consider driving from Bridgewater, Massachusetts to South Windsor, Connecticut and stopping at these five places along the way. From the largest fair in the Northeast to a historic apple orchard, this route has something for everyone. You can discover new cultures, learn about history, taste local cuisine, and enjoy the beautiful scenery of New England. Don’t hesitate to take this trip and create memories that will last a lifetime.