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Points of Interest between Chester, Connecticut to New Milford, Connecticut

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Five Unexpected Places to Stop on a Drive from Chester, CT to New Milford, CT

Driving from Chester to New Milford is a breathtaking journey that takes you through picturesque New England landscape, charming towns and scenic roads. For those who enjoy driving, this trip is an excellent opportunity to explore the hidden gems of Connecticut. It took around 3 hours to complete the journey, including several stops along the way. Here are five unexpected places to stop on your drive from Chester, CT to New Milford, CT.

Meriden, CT (Halfway Point)

Meriden is a small city that lies in the heart of Connecticut and marks the halfway point between Chester and New Milford. The city has a long and rich history, which can be explored by visiting the Meriden Historical Society. The society's museum features exhibits on the city's manufacturing industry, architecture, and social history. Visitors can also take a self-guided walking tour of the city's historic district, which includes more than 50 buildings dating back to the 18th and 19th centuries. Meriden is a great place to stretch your legs, grab a bite to eat, and learn more about Connecticut's past.

1. Litchfield County

Litchfield County is a rural area in Connecticut that offers a stunning view of the foothills of the Berkshire Mountains. The countryside is dotted with charming villages, historic homes, and plenty of outdoor activities that you can enjoy throughout the year. There are several quaint towns in Litchfield County, including Litchfield, Washington, and Kent, that are worth exploring. Litchfield has a thriving arts community, with several galleries and studios showcasing the work of local artists. Washington has several parks and nature preserves that offer hiking trails, biking, and bird watching. Kent is known for its antique shops, cafes, and farmers' markets. The best way to experience Litchfield County is by taking a scenic drive along the country roads.

Food: Try the classic New England clam chowder at the West Street Grill in Litchfield.

2. Thomaston Opera House

The Thomaston Opera House is a historic theater that has been entertaining audiences since 1884. The theater has undergone several renovations over the years, but it has retained its charm and character. The Thomaston Opera House hosts a variety of performances throughout the year, including plays, musicals, and concerts. The theater is run by the Landmark Community Theatre, which is a non-profit organization that offers theater education programs for children and young adults. A visit to the Thomaston Opera House is perfect for those who enjoy live performances and appreciate the history of the performing arts.

Food: Try the chicken and waffles at the Black Rock Tavern in Thomaston.

3. Collinsville

Collinsville is a small village located on the Farmington River, just a short drive from New Milford. The village has a unique mix of old and new, with several historic buildings, art galleries, and boutique shops. You can walk along the riverfront, rent kayaks or canoes, or explore the several trails that run through the village. Collinsville is also home to two breweries, the Hog River Brewing Company, and the Still Hill Brewery, which offer tastings and tours. The village is a great place to spend a relaxing afternoon, enjoying the scenery and experience the vibe of a quaint New England town.

Food: Try the brisket at the Crown and Hammer in Collinsville.

4. Museum of American Glass

The Museum of American Glass in West Virginia houses one of the most extensive collections of glass art in the world. The museum showcases over 15,000 pieces of glass art, from everyday objects to rare and unique works of art. Visitors can take a guided tour of the museum to learn more about the history of American glassmaking and see how glass art is created. The museum also hosts several events and exhibitions throughout the year, making it a great place to visit multiple times.

Food: Try the fish tacos at the Brass City Bistro in Waterbury.

5. Lake Waramaug

Lake Waramaug is a beautiful lake that is located on the border of Litchfield County and New Milford. The lake is surrounded by rolling hills, forests, and stunning autumn foliage. Visitors can enjoy a variety of outdoor activities on the lake, including fishing, boating, and swimming. There are several picnic areas along the shoreline, making it a great place to spend a relaxing afternoon. The lake is also home to several modern and rustic accommodations that offer stunning views of the lake and the surrounding landscape.

Food: Try the lobster mac and cheese at the Hopkins Inn in Warren.

Conclusion

Driving from Chester to New Milford offers plenty of opportunities to explore the hidden gems of Connecticut. From the charming villages of Litchfield County to the historic theaters and museums, there's something for everyone on this drive. So pack your bags, grab a map, and hit the road to discover the beauty of Connecticut.

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