Road Trip from Brewster to Orange: The Best Routes and Places to Stop

Are you planning a road trip from Brewster, Massachusetts to Orange, Connecticut? It's a beautiful drive with stunning views of natural landscapes, historic landmarks, and charming small towns along the way. Depending on the route you choose, driving distance and time may vary. Here are the best options and places to stop to make the most of your journey.

Option 1: The Scenic Route

If you're in the mood for a scenic drive, take Route 6 across Cape Cod and cross the Sagamore Bridge onto Route 3 South. Follow this until you reach Route 44 West, which will take you through the picturesque towns of Plymouth and Middleboro. Then, take Route 24 South to Route 495 South, connecting with I-95 North towards Orange. This route is about 160 miles long and takes approximately 3 hours and 30 minutes without traffic.

Along the way, you can stop at the Cape Cod Canal Visitor Center for a panoramic view of the canal and a history lesson. In Plymouth, you can visit the iconic Plymouth Rock, the Mayflower II, and the Pilgrim Monument. In Middleboro, you can stroll around the Oliver Mills Park and learn about the town's industrial history. And once you enter Orange, you can explore the charming downtown area full of shops and restaurants.

Option 2: The Quickest Route

If time is of the essence, you can take the quickest route via I-95 South. Simply take Route 137 to Route 6 East until you reach the Mid-Cape Highway, which connects with I-195 towards Providence. Then, connect with I-95 South until you reach Orange. This route is about 120 miles long and takes approximately 2 hours and 30 minutes without traffic.

Although this route doesn't have many stops along the way, you can take a quick break at the Wareham Village Shops to grab a bite or shop for souvenirs. And once you reach Orange, you can indulge in the town's famous pizza at Pepe's or Sally's.

Option 3: The Coastal Route

For a more coastal route, you can take the scenic Route 28 from Brewster to Hyannis, passing by quaint villages, beaches, and harbors. Then, connect with Route 6 East until you reach the Mid-Cape Highway, which connects with I-195 towards Providence. Then, connect with I-95 South until you reach Orange. This route is about 145 miles long and takes approximately 3 hours without traffic.

Along the way, you can stop at the Chatham Lighthouse Beach for a breathtaking view of the ocean, the Cape Cod National Seashore for a serene walk on the sand dunes, and the Kennedy Compound in Hyannisport for a glimpse of American history. In Providence, you can visit the Roger Williams Park Zoo for some animal encounters. And once you reach Orange, you can have a sweet treat at the famous Lickee's & Chewy's Candies & Creamery.

No matter which route you choose, the road trip from Brewster to Orange is a memorable experience that combines natural beauty, cultural richness, and culinary delights. Happy travels!