Walk two miles through Westborough’s colonial streets with a private guide who traces the town’s 1717 founding, historic homes, farms and downtown shops. This accessible, 1–2 hour tour starts at Leduc Art & Antiques and pairs local stories with short, pace-friendly routes.
More ways to explore the area's outdoor wonders
A late-summer morning on Milk Street feels like stepping into a living history book: clapboard houses lean into the sidewalk, church bells punctuate conversation, and stone walls map old property lines. This private walking tour begins outside Leduc Art & Antiques at 5 Milk Street and moves at a relaxed pace through downtown Westborough, following two miles of streets, greens, and quietly kept cemeteries.
Difficulty
easy
Duration
1–2 hours
Fitness Level
Suitable for most activity levels; basic mobility to walk two miles on sidewalks and light slopes is needed.
Wildlife
History
Westborough separated from Marlborough and was incorporated in 1717 as Massachusetts' 100th town; many downtown houses retain founder family names and colonial-era layouts.
Conservation
Respect historic districts by staying on sidewalks, avoiding damage to stone walls and private property, and supporting local farms that preserve open farmland.
Reserve your spot on the Private Walking Tour of the 100th Town in Westborough today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Start at Leduc Art & Antiques
Arrive a few minutes early to meet your guide at 5 Milk Street and use nearby parking or commuter-rail connections.
Comfortable footwear
Sidewalks are mostly paved but include curbs and occasional stone steps—sturdy walking shoes make the route easier.
Hydration and weather
Bring a refillable water bottle and a light rain layer—New England weather can shift quickly even on short tours.
Support local farms
If you visit in season, leave room in your day for a farm stand stop to sample local produce and baked goods.
Comfortable walking shoes
Provide traction and foot support on paved streets and occasional uneven steps.
Refillable water bottle
Keeps you hydrated during the 1–2 hour walk, especially on warm days.
Light rain jacket or windbreaker
Useful for spring showers and variable coastal-influenced winds.
spring
Camera or phone with extra battery
Capture architectural details and farm stands along the route.