Need a fun day trip or weekend escape in western Connecticut? I always say—head to New Milford! This charming town has become one of my favorite small-town getaways. Every time I visit, I find something new—whether I’m walking the historic green, grabbing coffee downtown, or hiking above the Housatonic. If you love peaceful scenery, friendly locals, and a touch of New England magic, you’ll feel right at home here like I do.
New Milford, CT Highlights:
- New Milford Town Green: I’ve spent countless relaxing afternoons here. You’ll love the classic New England vibe—surrounded by shops, restaurants, and gorgeous historic buildings.
- Lovers Leap State Park: This is one of my go-to hikes. The views from the cliffs over the river are absolutely worth the climb—don’t forget your camera!
- Harrybrooke Park: I always feel so at peace wandering the trails here. You’ll enjoy the riverfront paths, quiet woodlands, and even the occasional deer sighting.
- Boardman Bridge: I love snapping photos here. If you’re into history or just want a unique shot, this 19th-century iron bridge is a must-see.
- Downtown Shops & Cafés: I always make time to explore the antique shops and art galleries around Bank and Main Street. Grab a coffee and enjoy the slow pace—you’ll feel the charm instantly.
Best Time to Visit
I’ve visited year-round, but spring and fall (April–June and September–October) are by far my favorite seasons here. The weather is ideal, and you’ll get to enjoy farmers markets, scenic trails, and colorful festivals—especially when the autumn leaves are at their peak. It’s like stepping into a postcard.
How to Get There
- If you are traveling by car: I usually drive up from New York—it’s about 1.5 hours, and the route along U.S. Route 7 is beautiful. From Danbury, you’ll be there in just 45 minutes.
- By Train: I’ve taken Metro-North to Danbury and then caught a ride from there. It’s only about 20 minutes to New Milford and makes for a smooth trip if you don’t want to drive the whole way.
- By Plane: I’ve flown into both Westchester County (HPN) and Bradley International (BDL)—each one is around 1 to 1.5 hours away, so either can work depending on your travel plans.
Where to Stay
- The Homestead Inn: I love this cozy B&B just steps from the green. You’ll get warm hospitality and a true small-town feel—I always sleep well here.
- Rocky River Inn: I’ve stayed here for a more modern option. It’s clean, comfortable, and super convenient for exploring both the river and downtown.
- Heron’s Nest at Harrybrooke Park: When I want a more tucked-away experience, I book this cabin inside the park. It’s peaceful, rustic, and a perfect nature escape—you’ll want to book early, though!
Best Things to Do in New Milford, CT
Browse antiques at Elephant’s Trunk Flea Market - Browse antiques and discover unusual stuff on a fun weekend trip.
Walk along scenic cliffs at Lovers Leap State Park - Walk along scenic cliffs and admire river views on a romantic spring outing.
Explore wooded trails in Harrybrooke Park - Explore wooded trails and enjoy peaceful family-friendly sights on an easy afternoon.
Visit local exhibits at the New Milford Historical Society and Museum - Visit local exhibits and discover affordable small-town history on a quick stop.
Create art at the Village Center for the Arts - Create art and explore hands-on attractions on an exciting trip with kids.
See a performance at the Merryall Center for the Arts -
Enjoy fall farm activities at the Harris Hill Farm - Pick pumpkins and enjoy fall farm sights on a fun family weekend.
In Summary...
(and if you want to revisit my photo journey)- • Browse antiques at Elephant’s Trunk Flea Market
- • Walk along scenic cliffs at Lovers Leap State Park
- • Explore wooded trails in Harrybrooke Park
- • Visit local exhibits at the New Milford Historical Society and Museum
- • Create art at the Village Center for the Arts
- • See a performance at the Merryall Center for the Arts
- • Enjoy fall farm activities at the Harris Hill Farm