Travel Time Between Chester and New Milford, Connecticut
Are you planning a road trip between the picturesque towns of Chester and New Milford, Connecticut? Exciting adventures await you along the way! Whether you're a history enthusiast, a nature lover, or simply seeking a delightful drive, there are various routes you can take to make your journey as memorable as the destinations themselves.
Route 1: The Scenic Route - 75 miles
If you're in the mood to soak in Connecticut's natural beauty, take the scenic route from Chester to New Milford. This route meanders through charming small towns, rolling hills, and picturesque landscapes. Clocking in at approximately 75 miles, it offers a truly breathtaking experience.
Start your journey by heading west on CT-148, which will lead you through Chester's historic district. Explore quaint shops and cafés or catch a show at the Goodspeed Opera House before setting off. As you drive along the winding roads, you'll pass by expansive forests and serene rivers that make for idyllic photo opportunities.
Keep following CT-154 until you reach Higganum, where you can stop and take a stroll along the banks of the Connecticut River. The next leg of the journey takes you through the charming town of Middletown, with its lively downtown area filled with shops, restaurants, and historic landmarks.
From Middletown, continue north on CT-9 and admire the changing landscapes as you approach New Milford. Don't miss the chance to visit Lover's Leap State Park, situated high above the Housatonic River, offering stunning views and tranquil hiking trails. Finally, make your way to beautiful downtown New Milford, where you can explore art galleries, dine at local eateries, and soak in the town's friendly atmosphere.
Estimated driving time: 2 hours
Recommendation: Stop for a picnic by the Connecticut River in Higganum or capture magical sunset views at Lover's Leap State Park in New Milford.
Route 2: The Historic Route - 80 miles
Embark on a journey through time as you follow the historic route from Chester to New Milford. This route not only showcases Connecticut's rich history but also takes you through towns adorned with remarkable architecture and cultural landmarks.
Begin by taking CT-148 westward from Chester, passing through Deep River and Ivoryton, where you can explore the famous Ivoryton Playhouse, a renowned theater that has hosted countless performances since its founding in 1911.
Continue on CT-154, and make a brief detour to visit the impressive Gillette Castle State Park in East Haddam. The castle, once the home of actor William Gillette, offers guided tours and stunning views of the Connecticut River Valley.
Once back on CT-154, drive through Haddam, known for its charming 19th-century homes and the iconic Haddam Swing Bridge. The route then winds its way to the enchanting town of Southbury, where you can discover the historical South Britain Historic District.
Finally, follow CT-67 west to reach New Milford, passing by picturesque landscapes and ending your journey in the heart of the town's rich history and cultural offerings.
Estimated driving time: 2 hours and 15 minutes
Recommendation: Explore the grounds of Gillette Castle State Park and take a guided tour of the castle for a glimpse into the life of this famous actor in a truly unique setting.
Route 3: The Scenic Coastal Drive - 100 miles
For those seeking a longer but unforgettable journey, the scenic coastal drive from Chester to New Milford offers a delightful blend of coastline beauty and rural charm. Pack your bags, grab your camera, and prepare for a picture-perfect adventure!
Beginning on CT-148 westward, you'll pass through the coastal village of Westbrook, where you can take a leisurely stroll along the shores of Long Island Sound and perhaps dip your toes in the cool water.
Continue on CT-154, enjoying the scenic views as you enter the town of Essex. With its quaint streets, charming shops, and historic houses, Essex is well worth a stop!
From Essex, follow CT-9 northbound until you reach Old Saybrook, where you can relish in the coastal breeze and savor a delicious seafood meal at one of the waterfront restaurants.
As you head north on CT-154, the road will lead you through the picturesque town of Higganum, where you can stop by the peaceful Haddam Meadows State Park, right on the banks of the Connecticut River.
Finally, follow CT-9 and CT-67 to arrive in New Milford, where you can explore the town's delightful downtown area and immerse yourself in its rich cultural heritage.
Estimated driving time: 2 hours and 45 minutes
Recommendation: Enjoy a delectable seafood lunch in Old Saybrook and explore the numerous boutiques and antique stores in the charming town of Essex.
Whichever route you choose, the journey between Chester and New Milford promises to be a wonderful adventure filled with captivating sights, charming towns, and hidden gems waiting to be discovered. So hop in your vehicle, roll down the windows, and embrace the freedom of the open road as you embark on a journey through some of Connecticut's most splendid landscapes!