Things to Do in Westport, Connecticut: Explore Local Gems

Westport 2
Westport

Nestled in the heart of Fairfield County, Westport, Connecticut, is a delightful destination brimming with charm and sophistication. Known for its rich artistic heritage, this vibrant town offers a refreshing escape from the hustle and bustle of nearby New York City. If you’re looking for a mix of culture, history, and natural beauty, Westport has something special waiting for you.

Whether you’re wandering through its upscale downtown or embracing the serene coastal views, Westport captures the essence of New England’s unique allure. From artsy vibes to scenic outdoor attractions, this charming town invites you to explore and enjoy its many offerings.

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Read our article on hotels near Westport, Connecticut and restaurants in Westport, Connecticut for the best options for your stay.

Westport Observatory

If you’re in Westport, Connecticut, take some time to visit the Westport Observatory. This spot offers a chance to explore the cosmos through their public viewing nights. Every Wednesday, if the skies are clear, you can gaze at the stars and planets with the community.

The observatory also hosts a Public Speaker Series. Both online and in-person lectures feature notable scientists discussing the wonders of the universe. It’s a great way to learn more about astronomy and broaden your perspective on the cosmos.

Consider joining their membership program. By supporting this all-volunteer nonprofit, you can participate in special star parties and astronomy classes. You might even learn how to use a telescope, making your outings even more enjoyable.

Rating: 4.6 (36 reviews)
Location: 182 Bayberry Ln, Westport, CT 06880
Contact: (203) 227-0925
Website: Visit Website

Earthplace

Earthplace in Westport is a fantastic spot if you enjoy nature and wildlife. It offers exciting programs and events, making each visit a unique experience. You can explore nature trails, see exhibits, and interact with animals. It’s a sanctuary dedicated to preserving the environment and providing education about nature.

The venue is open all year, and you can visit the grounds from dawn to dusk for free. Inside, there’s plenty to do, and building hours vary slightly over the weekend. It’s a great spot for a family outing or a peaceful walk in natural surroundings.

Visiting Earthplace also supports their efforts in taking care of birds of prey. They run special events and fundraising activities to ensure these majestic animals are well-fed and healthy.

Rating: 4.8 (56 reviews)
Location: 10 Woodside Ln, Westport, CT 06880
Contact: (203) 557-4400
Website: Visit Website

Sherwood Island State Park

If you’re in Westport, Connecticut, you should visit Sherwood Island State Park. It’s a beautiful spot with a few things to enjoy. You can spend a relaxing day at the beach or take a nice walk on the trails. The park has stunning views of Long Island Sound, making it perfect for a peaceful escape.

You’ll find plenty of picnic areas, so it’s a great place to bring your family or friends for a day out. You could enjoy a meal outdoors while taking in the natural surroundings. This makes it a favorite spot for both locals and visitors.

Sherwood Island State Park also provides opportunities for birdwatching and nature photography. The diverse landscapes and wildlife make it an interesting place for nature lovers. Enjoy the beauty of Connecticut through the park’s preserved areas.

Rating: 4.5 (3000 reviews)
Location: Sherwood Island State Park
Contact: (203) 226-6983
Website: Visit Website

Westport Museum for History and Culture

The Westport Museum for History and Culture invites you to explore unique stories from America’s past. You’ll find a welcoming space that values inclusivity and equity. The museum focuses on showing history in a way everyone can relate to. From Tuesday to Saturday, feel free to drop by anytime between 11 AM and 5 PM.

Once inside, dive into fascinating exhibits that cover different sides of history. Upcoming displays promise engaging experiences with interactive and virtual elements. A featured exhibit, Playful Pastimes: 1890-1910, will take you on a journey through popular activities from over a century ago. It’s a great way to see how people had fun in those days.

Whether you’re a history buff or just looking for something unique to do, the museum offers events for everyone. Keep an eye on their schedule to find something that interests you, or consider getting involved as a volunteer. Your visit promises to be memorable, leaving you with a fresh perspective on history.

Rating: 4.3 (21 reviews)
Location: 25 Avery Pl, Westport, CT 06880
Contact: (203) 222-1424
Website: Visit Website

Winslow Park

If you’re looking for a peaceful outdoor escape, Winslow Park in Westport is a perfect spot. The park offers plenty of green space to enjoy a leisurely walk, have a picnic, or play with your furry friend. Its wide, open fields make it ideal for anyone wanting a break from the hustle and bustle.

Winslow Park is a real gem because of its beauty and tranquility. As you stroll through, you’ll find it easy to relax amid the lush surroundings. Make sure to take in the fresh air and peaceful vibes.

Visitors also appreciate the friendly atmosphere. You might even meet fellow nature lovers or catch a community event. With easy access and welcoming grounds, Winslow Park is an inviting retreat for all ages and interests.

Rating: 4.8 (175 reviews)
Location: 25 CT-136, Westport, CT 06880
Contact: (203) 227-4386

Westport Longshore Club Park

You should definitely check out the Westport Longshore Club Park while you’re in town. This park covers 169 acres and offers a beautiful spot for all kinds of outdoor activities. Open 24 hours a day, you can go for an early morning walk or watch the sunset from its scenic spots.

If you love golf, you’ll enjoy the 18-hole course and driving range. Both are open from early morning till dusk on weekdays, and slightly earlier to close on weekends. You can even explore nine Hartru tennis courts or a paddle tennis court for some fun exercise.

Swimmers can take a dip in one of three pools, including a lap pool and a kiddie pool. There’s even a picnic area if you want to relax and enjoy a meal outdoors. Afterward, you can grab a snack at Joey’s By the Sea concession stand.

Rating: 4.6 (436 reviews)
Location: Westport Longshore Club Park
Contact: Golf Course – (203) 341-1833, Tennis Courts – (203) 341-1180, Pool – (203) 454-6107
Website: Visit Website

MoCA CT

When you’re in Westport, Connecticut, a visit to MoCA CT is a must. This museum is a cultural gem that showcases a dynamic range of exhibitions. It’s a place where art comes alive, and you can explore over 50 artworks that highlight the themes of energy, climate, and infrastructure. MoCA CT offers a unique experience for art lovers and curious minds alike.

If you’re planning your visit, note the gallery hours. MoCA CT is open to visitors on Thursdays from 4-8 PM, and Fridays through Sundays from 12-4 PM. This allows you the flexibility to visit during weekends or a weekday evening. Whether you’re an art enthusiast or just curious, MoCA CT promises an enriching experience.

The museum is not just about viewing art. In February, you can attend special events honoring Black History Month. These events highlight the cultural contributions of the African diaspora. It’s a great opportunity to see works by emerging Black artists and to engage with the rich history and creativity on display.

For those with children, Camp MoCA is a fantastic summer activity. Reservations are open until March 1. Your kids can have a fun, creative summer at this vibrant arts hub. MoCA CT is dedicated to fostering a love for the arts in the community with a series of educational and entertaining activities.

Rating: 4.2 (37 reviews)
Location: 19 Newtown Turnpike, Westport, CT 06880
Contact: (203) 222-7070
Website: Visit Website

Burying Hill Beach

Burying Hill Beach is a hidden gem worth visiting in Westport, Connecticut. This charming spot offers a peaceful retreat from the hustle and bustle. With its scenic views and gentle waves, it is perfect for a day by the water. You can enjoy a leisurely stroll along the sandy shore, collecting shells as you go.

The beach is also a great place for picnics. Pack a lunch and find a cozy spot to relax. The gentle sea breeze and the sound of the waves create a soothing atmosphere. It’s an ideal place to spend quality time with family and friends.

For those who enjoy birdwatching, Burying Hill Beach is a wonderful place to spot various bird species. Bring your binoculars and see what you can find. The natural beauty of the area makes it a favorite for nature lovers.

Rating: 4.9 (23 reviews)
Location: Burying Hill Beach
Contact: N/A
Website: N/A

Westport Astronomical Society

If you’re in Westport, Connecticut, make sure to visit the Westport Astronomical Society. This place is a gem for those fascinated by the stars and planets. They offer a fantastic Public Speaker Series where you can listen to talks by leading scientists. It’s a wonderful chance to learn more about the universe without spending a dime.

On clear nights, head to the Westport Observatory for their Public Viewing Nights. This takes place every Wednesday and lets you gaze at the night sky through their telescopes. It’s an incredible opportunity to see planets and stars up close.

Becoming a member here comes with many perks. You’ll get to join star parties, take astronomy classes, and even receive telescope training. Supporting this all-volunteer nonprofit observatory is a great way to keep science alive in your community.

Rating: 4.8 (13 reviews)
Location: 182 Bayberry Ln, Westport, CT 06880
Contact: (203) 293-8759
Website: Visit Website

H. Smith Richardson Wildlife Preserve

Discover the beauty and serenity of H. Smith Richardson Wildlife Preserve in Westport. It’s a peaceful spot where local wildlife thrives, and you can enjoy the tranquility nature offers. The preserve is continually improving, making it an exciting place for both nature lovers and bird watchers.

You’ll find Eastern Bluebirds, Tree Swallows, and Eastern Kingbirds nesting here. The preserve’s habitat restoration efforts have turned this area into a haven for these birds, showing impressive progress in returning native wildlife to the land. Even the rare Bobolinks have made a stop during their migration.

The preserve isn’t just for birds. The plans include creating meadows with native wildflowers to attract pollinators. You might even spot the charming owls residing here, such as the Saw-whet and Great Horned Owls. The ongoing transformation promises to make it even more captivating over the next few years.

Rating: 4.2 (12 reviews)
Location: 39 Sasco Creek Rd, Westport, CT 06880
Contact: (844) 929-9464
Website: Visit Website

Exploring Local History

Westport, Connecticut is rich with history. From colonial landmarks to engaging museums, you’ll find plenty to discover. Dive into the town’s past and enjoy a journey through time as you explore what makes Westport truly unique.

Historical Landmarks

One of the most fascinating parts of Westport is its diverse historical landmarks. Start by visiting Green’s Farms, a historic neighborhood where you can see well-preserved colonial estates. The Greens Farms Church, with its stunning architecture, tells tales of the area’s past.

Another must-see is the Sherwood Island State Park, which not only offers beautiful scenery but also has sites reflecting the area’s past uses. As you wander these landmarks, you’ll step back to a time when agriculture and community thrived.

Museums and Exhibits

For those who love history exhibits, the Westport Museum for History and Culture is a perfect spot. The museum hosts a variety of exhibits that delve into the local history of Westport, from its founding through the ages.

Don’t miss the chance to use the Westport History Tours mobile app. This app gives you an interactive way to explore the town’s architectural and cultural past. Just a quick download to your phone, and you’re ready to set out on a self-guided tour that brings the area’s history to life.

Outdoor Activities

Westport, Connecticut, offers a range of outdoor activities that invite you to explore its natural beauty. From scenic parks to exciting waterfront experiences, there’s something for everyone.

Parks and Nature Reserves

In Westport, there’s nothing like spending a day at Sherwood Island State Park. This park covers 235 acres along the coast and is perfect for families and nature enthusiasts alike. You can enjoy a leisurely picnic, watch birds, or simply relax by the water.

Devil’s Den Preserve is another must-visit spot. It’s the largest nature preserve in Fairfield County, offering trails that wind through diverse landscapes. Hikers and wildlife watchers will find plenty to see, from lush foliage to local critters.

Waterfront Adventures

For those who enjoy water-based activities, Compo Beach is a wonderful place to visit. With its sandy shores and beautiful views, it’s great for swimming or just lounging under the sun.

Kayaking and paddleboarding are popular in the Saugatuck River, where you can paddle at your own pace. If you’re into sailing, local marinas offer opportunities to set sail and explore Long Island Sound.

Each of these adventures provides a unique way to enjoy the natural splendor of Westport.

Westport 2025 Deals!
Get a discount of 15% to 70% on accommodation in Westport! Look for deals here:
Westport Hotels, Apartments, B&Bs

 


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