8 Best Family-Friendly Activities in Weston, CT

8 Best Family-Friendly Activities in Weston, CT

Welcoming you to the serenity and charm of Weston, Connecticut, a small town with a big heart and a paradise for families looking for leisure, adventure, and a beautiful community spirit. It is a place rich with history, culture, and endless family-friendly activities to offer. In fact, Weston, CT was given a score of A+ for Good for Families by Niche.com. From historical landmarks that resonate with the past to sprawling parks and tantalizing local eats, there's a perfect match for every family member in this quaint town.

Things to Do

Architectural wonder: The Glass House

Step into a world of modern architectural splendor at The Glass House. This National Trust Historic Site enchants visitors with its immersive blend of art, architecture, and landscape. Take your family on a guided tour through this mid-century marvel, and discover the awe-inspiring nuances of the structure that stands tall, encased within its glass walls.

Mysteries of the unknown: Warren Occult Museum

Those with slightly older children can unleash their adventurous spirit and plunge into the world of paranormal investigation at the Warren Occult Museum. Exploring this museum's unique collection of rare occult items and chilling artifacts will fuel your family's imaginations and curiosity about the mystical side of life.

Sanctuary of serenity: Grace Farms

Venture into the realm of nature, community, and arts at Grace Farms. This expansive place welcomes families to experience an array of outdoor activities, including nature walks, bird watching, and communal events. The River Building, embedded within the landscape, offers a surreal view of the captivating scenery surrounding it.

Puzzle lovers' paradise: Panic Room

Exercise your family's teamwork and quick thinking at the Panic Room. This escape room experience offers a variety of challenging puzzles, hidden clues, and mysterious rooms that will keep you on your toes and fill your day with thrill and fun.

Fresh and local: Westport Farmers Market

Experience the local bounty of Connecticut at the Westport Farmers Market. Every week, the market comes alive with a diverse selection of fresh produce, locally sourced goods, and artisanal treats. The market is not just a shopping trip, it's an experience that binds the community, fostering a love for fresh and healthy food among kids and adults alike.

Step back in time: Lockwood-Mathews Mansion Museum

Immerse yourself in the grandeur of the Victorian era at the Lockwood-Mathews Mansion Museum. This national historic landmark offers guided tours that depict the life and times of the bygone era, enriching the minds of young and old with fascinating stories and stunning visuals.

Circus and beyond: The Barnum Museum

Dive into the extraordinary life and influence of P.T. Barnum at The Barnum Museum. With its engaging exhibits, the museum presents the legacy of this renowned showman and businessman, ensuring an enjoyable and educational day for the entire family. In Weston, CT, every day is an opportunity for a new adventure, a new memory, a new story. Come explore these family-friendly activities and create your own unique and wonderful Weston experiences.

Out in nature: Visit one of the town’s many parks

As a town rich in natural beauty, Weston, Connecticut boasts several parks that residents and visitors alike can enjoy. According to the Trust for Public Land, 14% of Weston, CT residents live within a 10-minute walk from a park.

Nature Conservancy - Devil's Den Preserve

Spread over 1,756 acres, Devil's Den Preserve, owned and managed by the Nature Conservancy, is a popular destination for outdoor enthusiasts. The preserve boasts over 20 miles of trails that meander through diverse terrains and ecosystems, offering stunning views of Connecticut's quintessential landscape. Its extensive forested areas and wetlands make it a haven for birdwatchers and nature lovers alike, with a rich variety of bird species to be spotted throughout the year.

Oyster Shell Park

Nestled along the Norwalk River and Harbor, Oyster Shell Park is a delightful green space where locals and visitors alike can unwind and connect with nature. With sweeping views of the waterfront, the park provides a prime spot for picnicking, leisurely walking, or simply sitting back to enjoy the serene environment. Its strategically placed benches and picnic tables offer spectacular vistas of the shimmering river and the bustling harbor.

Twin Brooks Park

Known for its sprawling green spaces and comprehensive facilities, Twin Brooks Park is the perfect place for family outings and leisure activities. With several baseball fields, a well-equipped playground, and spacious picnic areas, it invites people of all ages to spend quality time outdoors. The well-maintained walking trails also make it an ideal spot for leisurely strolls, jogging, or cycling.

Gallaher Mansion & Cranbury Park 

The grandeur of Gallaher Mansion and the beauty of Cranbury Park make this place a unique attraction. The mansion, with its exquisite architectural details, stands as a testament to a bygone era, while the surrounding park provides a lush backdrop. Visitors can enjoy exploring the mansion, playing a round of disc golf in the park, or hosting events amidst this picturesque setting.

Sherwood Island State Park

Connecticut's first state park, Sherwood Island, spans 238 acres of beach, wetlands, and woodland. It's a perfect retreat for anyone seeking sun, sand, and nature. The park is equipped with picnic areas for family outings and an observation platform that offers panoramic views of the Long Island Sound. Nature trails provide opportunities for birdwatching and wildlife spotting.

Irwin Park

Known for its beautiful landscaped gardens, Irwin Park is a tranquil retreat in the heart of the city. It features a scenic 1.5-mile walking path encircling well-manicured lawns and beautiful flower beds. With ample seating and a peaceful ambiance, the park is an ideal spot for reading, meditation, or
leisurely strolls.

Collis P Huntington State Park

Collis P Huntington State Park spanning over 1,017 acres, this state park is a blend of woodland and trails perfect for outdoor enthusiasts. The park's numerous trails cater to hikers, bikers, and horse riders, offering varying levels of difficulty. It's home to various flora and fauna, adding an element of wildlife exploration to your adventure.

Putnam Memorial State Park

Putnam Memorial State Park rich in historical significance, this park is an open-air museum dedicated to the Revolutionary War. Housing the remains of a winter encampment from 1778-1779 and a museum filled with historical artifacts, it's a fascinating place for history buffs. The park's serene environment and trails also make it a lovely spot for nature walks.

Ballard Park

Known as a cultural hub, Ballard Park frequently hosts concerts and community events in its open-air amphitheater. Its well-groomed trails invite visitors for walks and jogs amidst nature. The park's vibrant ambiance, combined with its beautiful natural setting, creates a unique blend of urban life and natural beauty.

Grace Farms

A visit to Grace Farms is an experience of tranquility, creativity, and community. This award-winning public space offers walking trails meandering through meadows and woods, allowing visitors to soak in the serenity. In addition, Grace Farms hosts a diverse range of arts events and community programs, fostering engagement and understanding among visitors in a serene setting.

About Jillian Klaff

Regarded as a highly respected figure in the real estate industry, Jillian Klaff boasts an impressive tenure of nearly three decades in the field. As an integral member of the reputable Coldwell Banker Realty, she holds a prominent position in the Coldwell Banker® International Society of Excellence — a prestigious honor bestowed upon fewer than 1% of real estate agents worldwide. Jillian Klaff is the professional to contact for anyone considering buying or selling homes, or simply seeking advice on the Weston, CT real estate market.

Work With Jillian

Jillian Klaff specializes in Westport Connecticut real estate and the neighboring Fairfield County towns of Weston, Southport, Fairfield, Wilton, and Norwalk. I offer a full range of real estate services. Contact her today to get started on your next property venture.

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