15 Best Things to Do in New Milford (CT)
Nestled in the picturesque Litchfield Hills, where the Housatonic River gently carves its path, lies New Milford, Connecticut – a quintessential New England town that truly captures the heart. Forget the bustling cityscapes; here, you will discover a charming blend of historic elegance, vibrant community spirit, and breathtaking natural beauty. New Milford isn’t just a place to visit; it’s an experience waiting to unfold, offering everything from quaint downtown strolls to exhilarating outdoor adventures.
Whether you are a history buff, an art enthusiast, a nature lover, or simply seeking a peaceful escape, this town promises a journey filled with discovery and delightful surprises. To truly soak it all in, consider visiting in the spring when the flowers bloom, or in the fall for an explosion of vibrant foliage. Booking your accommodation in advance, especially during peak seasons, will ensure a smooth and memorable trip to this hidden gem.
💰 Travel Cost Overview
| Category | Budget | Mid-range | Luxury |
|---|---|---|---|
| Accommodation (per night) | $80 – $120 (motels, guesthouses) | $130 – $200 (boutique inns, B&Bs) | $220 – $400+ (upscale resorts, private rentals) |
| Food & Dining (per day) | $30 – $50 (cafes, diners, groceries) | $60 – $100 (casual restaurants, pub fare) | $110 – $200+ (fine dining, multiple courses) |
| Transportation (per day) | $0 – $10 (walking, local bus where available) | $30 – $60 (rideshare, partial car rental) | $70 – $120+ (full-day car rental, extensive rideshare) |
| Activities & Attractions (average entry fees, tours) | $0 – $20 (free parks, self-guided walks) | $25 – $50 (museums, minor attractions, some tours) | $55 – $100+ (special events, guided tours, golf) |
| Total Daily Budget (Low) | $110 – $180 | $245 – $410 | $455 – $820+ |
| Weekly Budget Estimates | $770 – $1260 | $1715 – $2870 | $3185 – $5740+ |
New Milford Town Green
Your journey through New Milford must begin at the iconic New Milford Town Green, the heart and soul of the community. This isn’t just any town square; it’s one of the largest and most beautiful greens in Connecticut, spanning 16 acres and lined with majestic trees and historic buildings. As you stroll across its manicured lawns, you will feel a sense of peace and timelessness. The Green is a central gathering place, hosting everything from farmers markets and summer concerts to festive holiday events.
You can relax on a bench, enjoy a picnic, or simply watch the world go by. It’s particularly charming in the spring with blooming flowers and in the fall with a riot of autumn colors. Families love the open space for children to play, while couples find it perfect for a romantic walk. Its historical significance as a meeting point since the town’s founding adds to its allure, making it a living museum of local life.
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Lovers Leap State Park
Prepare to be swept away by the natural splendor and romantic legend of Lovers Leap State Park. Perched majestically above the Housatonic River, this park offers breathtaking panoramic views that are particularly stunning during sunset. The park’s name comes from a Native American legend of two star-crossed lovers who, forbidden to be together, leapt from the cliff into the river below.
As you explore the park, you will find miles of well-maintained hiking trails suitable for various skill levels, leading you through lush woodlands and along the river’s edge. Don’t miss the picturesque iron bridge, a historical landmark that adds to the park’s charm. This is an ideal spot for hikers, photographers, and anyone seeking tranquility and natural beauty. It’s especially popular with couples for its romantic lore and scenic overlooks.
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New Milford Historical Society and Museum
Step back in time at the New Milford Historical Society and Museum, a treasure trove of local history. Housed in a beautifully preserved 1815 Federal-style building, the museum offers a fascinating glimpse into the lives of New Milford residents from colonial times through the 20th century. You will discover an impressive collection of artifacts, period furnishings, and documents that tell the story of the town’s development, industries, and notable figures.
Rotating exhibits ensure there’s always something new to learn, making each visit unique. Knowledgeable volunteers are often on hand to share anecdotes and provide deeper insights, bringing the past to life. This attraction is perfect for history enthusiasts, families looking for educational outings, and anyone curious about the roots of small-town America. It’s a quiet, contemplative space that offers a rich understanding of New Milford’s heritage.
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Harrybrooke Park
Escape to the serene beauty of Harrybrooke Park, a true gem donated to the town by Frank S. Harden. This expansive 48-acre park is meticulously maintained, offering a delightful blend of natural landscapes and curated gardens.
As you wander through its grounds, you will encounter the enchanting Harden House Museum, picturesque walking trails along the Clatter Valley River, and beautifully landscaped flower gardens that burst with color in the warmer months. The park also features a covered bridge, a tranquil waterfall, and plenty of open space for picnics and relaxation. It’s a fantastic destination for families with children, who will love the playground and open fields, as well as nature lovers and photographers seeking stunning backdrops. Harrybrooke Park provides a peaceful retreat where you can reconnect with nature and enjoy the simple pleasures of outdoor life.
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Bank Street
Immerse yourself in the vibrant energy of Bank Street, the charming downtown hub of New Milford. This historic street is lined with beautifully preserved 19th-century buildings, housing an eclectic mix of independent boutiques, art galleries, antique shops, and diverse restaurants. As you stroll along the sidewalks, you will discover unique finds, from artisanal crafts to vintage treasures.
The atmosphere is always lively yet welcoming, making it perfect for a leisurely afternoon of shopping and dining. You can pop into a cozy cafe for a coffee, browse local art, or enjoy a delicious meal at one of the many eateries offering everything from casual fare to upscale cuisine. Bank Street is ideal for solo explorers seeking unique finds, couples on a date, and anyone who appreciates supporting local businesses and soaking in authentic small-town charm.
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Candlewood Lake
Discover the expansive beauty of Candlewood Lake, Connecticut’s largest lake and a premier destination for water recreation. While much of the lake is bordered by private residences, New Milford offers access points that allow you to enjoy its crystal-clear waters and scenic surroundings. You can spend your day boating, kayaking, paddleboarding, or fishing for bass, trout, and perch.
The lake’s vastness offers plenty of space for all kinds of water sports, from tranquil paddling to exhilarating wakeboarding. The shoreline is dotted with coves and inlets, perfect for exploring. Candlewood Lake is a paradise for water sports enthusiasts, families looking for a fun day on the water, and anyone who loves being by the lake. The sheer scale and beauty of the lake make it a truly impressive natural wonder in the region.
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TheatreWorks
Experience the magic of live theater at TheatreWorks New Milford, a vibrant community theater that consistently delivers high-quality productions. Tucked away in a charming space, this theater showcases a diverse range of plays and musicals, from classic dramas to contemporary comedies. You will be impressed by the talent of the local actors, directors, and crew who pour their passion into every performance.
Attending a show here is an intimate experience, allowing you to feel truly connected to the story unfolding on stage. It’s an excellent way to spend an evening, whether you are a seasoned theatergoer or new to the performing arts. TheatreWorks is perfect for couples seeking a cultural night out, solo travelers looking for entertainment, and anyone who appreciates the power of live storytelling in a supportive community setting.
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Elephant’s Trunk Flea Market
Embark on a treasure hunt at the Elephant’s Trunk Flea Market, one of New England’s largest and most renowned outdoor markets. Held every Sunday from April through December, this sprawling market is a vibrant spectacle where you can browse thousands of vendors selling everything imaginable. From antique furniture and vintage clothing to quirky collectibles, handmade crafts, and fresh produce, you never know what unique find awaits you.
The atmosphere is electric, with vendors and shoppers alike buzzing with excitement. You can spend hours sifting through various stalls, haggling for the best deals, and enjoying delicious food from diverse vendors. This market is a must-visit for antique lovers, bargain hunters, collectors, and anyone who enjoys the thrill of discovery. It’s a truly unique New Milford experience that combines shopping with a lively community event.
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Bull’s Covered Bridge
Step into a piece of history at Bull’s Covered Bridge, one of the last remaining covered bridges in Connecticut. Spanning the Housatonic River, this beautiful wooden structure, built in 1842, is a picturesque testament to 19th-century engineering and craftsmanship. As you drive or walk through its weathered timbers, you will feel transported to a bygone era.
The bridge is surrounded by lush natural scenery, making it a favorite spot for photographers, artists, and anyone seeking a moment of quiet reflection. Its rustic charm and historical significance make it a unique landmark in the region. Bull’s Covered Bridge is perfect for history buffs, photographers looking for iconic New England shots, and families enjoying a scenic drive. It’s a quick but memorable stop that truly encapsulates the charm of rural Connecticut.
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Lynn Deming Park
Enjoy a refreshing day by the water at Lynn Deming Park, New Milford’s public beach and recreational area on Candlewood Lake. This family-friendly park offers a sandy beach for swimming, a playground for children, picnic areas with grills, and a boat launch for easy lake access. You can relax on the beach, splash in the shallow waters, or launch your kayak for a paddle around the lake.
The park provides lifeguards during the summer swimming season, ensuring a safe and enjoyable experience for everyone. It’s a fantastic spot for families with young children, swimmers, and anyone looking to spend a leisurely day soaking up the sun and enjoying the largest lake in Connecticut. Lynn Deming Park is a local favorite, offering convenient access to Candlewood Lake’s many pleasures.
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Mine Hill Preserve
Immerse yourself in the rugged beauty of Mine Hill Preserve, a unique nature preserve managed by the Roxbury Land Trust. This former iron mine site offers a fascinating blend of industrial history and pristine wilderness. You will explore well-marked hiking trails that wind through dense forests, past remnants of the old mining operations – including stone foundations, a charcoal kiln, and even an old blast furnace.
The trails vary in difficulty, offering options for casual strolls and more challenging climbs to scenic overlooks. It’s a wonderful place to spot local wildlife, enjoy birdwatching, and simply connect with nature. Mine Hill Preserve is ideal for hikers, history enthusiasts, and anyone seeking a peaceful escape into the outdoors with an intriguing historical twist. It truly highlights the unexpected layers of Connecticut’s past.
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Bridgewater Country Fair
Experience the quintessential New England agricultural fair at the Bridgewater Country Fair, a beloved annual tradition just a short drive from New Milford. While technically in Bridgewater, its close proximity makes it a key highlight for visitors to the New Milford area. Held typically in August, this fair is a vibrant celebration of local heritage, showcasing livestock competitions, thrilling rides, live music, tractor pulls, and delicious fair food.
You can wander through agricultural exhibits, watch exciting demolition derbies, or simply enjoy the festive atmosphere. It’s a fantastic event for families with children, who will love the rides and animal exhibits, as well as anyone looking to experience authentic small-town community spirit. The Bridgewater Country Fair is an immersive experience that captures the heart of rural Connecticut.
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Candlewood Valley Country Club
Tee off at the scenic Candlewood Valley Country Club, a beautifully maintained golf course that offers a challenging yet enjoyable experience for golfers of all skill levels. Nestled amidst rolling hills and lush Connecticut landscapes, this 18-hole championship course provides stunning views at every turn. You will find well-manicured fairways, strategically placed bunkers, and pristine greens that make for a satisfying round.
Beyond golf, the club often features a pro shop and a restaurant, making it a great place to relax after your game. This is the perfect destination for golf enthusiasts, whether you are a seasoned player looking to test your skills or a casual golfer seeking a relaxing day on the links. The tranquil setting and professional facilities ensure a top-tier golfing experience.
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Housatonic River Brewing
Indulge in the local craft beer scene at Housatonic River Brewing, New Milford’s first and only brewery. Located in a repurposed industrial space, this brewery offers a welcoming and laid-back atmosphere where you can sample a rotating selection of innovative and classic brews. You will find a diverse tap list, from crisp lagers and hoppy IPAs to rich stouts and seasonal ales, all brewed on-site with passion and precision.
Enjoy your pint in their spacious taproom or relax outdoors in their beer garden, often featuring food trucks and live music. It’s a fantastic spot for craft beer enthusiasts, groups of friends looking for a relaxed social outing, and anyone interested in experiencing local flavors. Housatonic River Brewing is a vibrant addition to New Milford’s social scene, offering a taste of the town’s growing culinary and craft culture.
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Young’s Field
Conclude your New Milford adventure at Young’s Field, a beloved community park offering diverse recreational opportunities right along the Housatonic River. This spacious park is a hub of activity, featuring sports fields, a playground, walking paths, and direct access to the river for fishing or enjoying the views. You will see locals enjoying picnics, children laughing on the swings, and perhaps even a local baseball game in progress.
It’s a wonderful place to unwind, get some exercise, or simply enjoy the fresh air and scenic riverfront. Young’s Field is perfect for families with children, active individuals, and anyone looking for a casual outdoor space to relax. Its convenient location and wide array of amenities make it a central gathering point for the community and a pleasant spot for visitors.
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Plan Your Visit
New Milford, Connecticut, truly embodies the charm and diverse appeal of New England, offering an unforgettable escape from the ordinary. From the historic elegance of its Town Green and the romantic legends of Lovers Leap, to the vibrant arts scene at TheatreWorks and the thrilling finds at Elephant’s Trunk Flea Market, this town offers a rich tapestry of experiences. You will discover a harmonious blend of natural beauty, deep-rooted history, and a thriving local culture that welcomes you with open arms.
Whether you are seeking outdoor adventure, cultural enrichment, or simply a peaceful retreat, New Milford delivers. Plan your visit with the comprehensive cost guide in mind, allowing you to tailor your trip to your budget. So pack your bags, embrace the charm, and prepare to fall in love with the hidden gem that is New Milford – a place where every corner holds a new discovery.
