October is a beautiful time in MetroWest Boston! The air is crisp and refreshing, the leaves are transforming into brilliant hues, and it’s the perfect time to plan a visit! Start your trip at the Hopedale Parklands, the crown jewel of the area! Walk or drive the multiple trails and enjoy the peaceful, beautiful foliage as well as learning more about the area from the 35 markers that provide information on the trail and the area.
After a nice stroll, fuel up on some brunch at B-Town Diner in Bellingham. Enjoy their extensive breakfast and lunch menu and the cool vintage vibes the retro décor gives this adorable, recently-opened diner.
Next, make your way to Hopkinton State Parkto soak in even more breathtaking fall colors! Spanning 1,500 acres of forest that is crisscrossed by more than 10 miles of hiking trails and a historic earthen dam, the park offers stunning views at every turn. Bring your kayak or paddleboard to view the foliage from the lake.
Enjoy a meticulously-prepared dinner at Prezo Grille and Bar in Milford. With an extensive menu, exceptional service, and delicious cuisine, it’s the perfect way to cap off a perfect fall day.
After a day filled with fresh fall air, unwind at the DoubleTree by Hilton in Milford. Relax in spacious rooms with comfortable beds and wake up to a delightful buffet breakfast.
DAY 2:
Lace up your hiking shoes and take in the stunning fall colors along the 7 miles of scenic trails at Callahan State Parkin Framingham. Keep an eye out for local wildlife, including snapping turtles, white-tailed deer, and red-tailed hawks.
Enjoy a hearty lunch at Longfellow’s Wayside Inn, with comforting favorites like prime rib dip and classic chicken pot pie. Then walk the famous grounds where you can visit the schoolhouse in “Mary Had a Little Lamb”—the charming one-room Redstone Schoolhouse built in 1798 sits among the backdrop of quintessential New England fall—plus, take photos by the historic Grist Mill. Did you know that this mill is the one featured in Pepperidge Farm’s logo? The company used to mill their flour here! This one is a replica built a hundred years ago by Henry Ford when he owned the property and is a copy of the 18th century original.
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We will never sell or share your details with anyone.
