Top 20 Best Things To Do In Westport Ct

Westport, Connecticut, is a charming town with lots to offer! From stunning beaches to lively local shops, there’s something for everyone. Whether you’re a nature lover, a history buff, or just looking for a fun day out, Westport has activities that will keep you entertained. You can enjoy scenic parks, delicious restaurants, and unique art galleries.

Today, we’ll take a look at some great things to do in Westport. You’ll find plenty of options to fill your day with laughter, learning, and relaxation. So, grab your family or friends, and get ready to make the most of your time in this beautiful town!

Things To Do In Westport Ct

1. Stroll along the picturesque Compo Beach

Compo Beach is the perfect spot for a leisurely stroll. The sandy shoreline stretches for a mile, inviting you to take in the sea breeze. As you walk, you can admire the beautiful views of Long Island Sound. The calm waves and soft sands create a relaxing atmosphere.

Families love visiting Compo Beach, especially during the summer. Children play in the sand or splash in the water. There are also colorful beach umbrellas dotting the landscape, adding to its charm. Take a moment to enjoy the sight of boats sailing in the distance.

Walking along the beach is a great exercise too. You can feel the sand beneath your feet and the water lapping at your toes. It’s a refreshing experience any time of the day, but sunsets here are particularly stunning. The sky lights up with shades of orange, pink, and purple.

After your walk, consider enjoying a picnic. There are grassy areas with picnic tables nearby. Pack a lunch and enjoy the natural beauty around you. It’s a perfect ending to a lovely beach stroll.

Compo Beach offers both relaxation and recreation. It’s the ideal spot to unwind and soak up the beauty of nature.

Address: 60 Compo Beach Rd, Westport, CT 06880.

2. Visit the Westport Country Playhouse for a live theater performance

The Westport Country Playhouse is a gem for theater lovers. Established in 1931, it hosts a variety of performances throughout the year. You can enjoy classic plays, musicals, and original productions. The intimate setting allows every seat to offer a great view of the stage.

Before the show, consider visiting the Playhouse for a backstage tour. See the theater’s fascinating history and learn about its productions. The staff is friendly and knowledgeable, eager to share insights with visitors. It makes for an enriching experience.

After the performance, explore the surrounding area. There are charming restaurants and cafes where you can grab a bite. Discuss the show and enjoy the lively atmosphere of Westport. It’s a great way to continue the evening.

The theater often hosts special events and discussions. Engage with the artists and learn more about their work. This adds depth to your theater experience and connects you with the art community.

Attending a performance at the Westport Country Playhouse is a delightful evening out. Enjoy the magic of live theater in a beautiful setting.

Address: 25 Powers Ct, Westport, CT 06880.

3. Explore the serene Burying Hill Beach

Burying Hill Beach is a hidden gem in Westport. It is less crowded than Compo Beach, offering a peaceful retreat. The sandy shoreline and gentle waves provide a perfect backdrop for relaxation. The beach is ideal for sunbathing, reading, or simply enjoying the ocean breeze.

This beach is also great for a quiet family day out. The shallow water is safe for children to play in. You can bring along snacks or a picnic and enjoy it on the sandy shore. The natural surroundings make it feel like a private paradise.

For those who prefer adventure, consider exploring around the beach. Walk along the rocks and enjoy the tide pools. You might spot various marine life like crabs and small fish. It’s a fun and educational experience for kids and adults alike.

As the day winds down, the beach transforms into a stunning view. The sunsets are breathtaking, making it a perfect spot for evening strolls. The blend of colors will leave you in awe.

Burying Hill Beach offers a calm and enjoyable escape from the hustle and bustle of life. It’s a lovely place to unwind and connect with nature.

Address: 55 Burying Hill Rd, Westport, CT 06880.

4. Discover local art at the Westport Arts Center

The Westport Arts Center is a vibrant hub for creativity and inspiration. It showcases the work of local and regional artists. You can see various art forms, including paintings, sculptures, and photographs. The exhibits change often, so there’s always something new to discover.

Many events, workshops, and classes are hosted at the Arts Center. Whether you are an experienced artist or a curious beginner, there is something for everyone. These programs allow you to express your creativity and learn new skills. It’s a fun way to meet fellow art enthusiasts.

The center occasionally hosts special events, such as gallery openings or artist talks. These events provide a deeper understanding of the artworks and the artists’ vision. You’ll find engaging discussions and inspiring insights.

Additionally, the Arts Center features a gift shop. Here, you can find unique art pieces and handcrafted items. It’s a great place to pick up a special souvenir or gift for someone you love.

Visiting the Westport Arts Center is a delightful way to appreciate art. It enriches your visit to Westport and connects you to the artistic community.

Address: 51 Riverside Ave, Westport, CT 06880.

5. Take a scenic walk on the Longshore Nature Center trails

The Longshore Nature Center offers beautiful trails to explore. Nestled in a serene setting, the trails wind through woods and wetlands, inviting you to enjoy the sights and sounds of nature. It’s a perfect escape for families, joggers, and nature lovers alike.

As you walk, keep an eye out for local wildlife. You might spot birds, rabbits, or even deer along the way. The peaceful environment allows for a relaxing experience, perfect for unwinding after a busy day.

Along the trails, there are informative signs about the local ecosystem. Learn about the plants and animals that inhabit the area. These educational tidbits make the walk not only enjoyable but also informative.

The Longshore Nature Center also features a pond, which is lovely for cooling off in the hot months. Take a moment to rest on a bench and admire the surroundings. Birdwatching is particularly popular here, so be sure to bring binoculars.

Walking through the Longshore Nature Center is a delightful way to connect with nature. It’s an easy and enjoyable outdoor activity for everyone to cherish.

Address: 260 S Compo Rd, Westport, CT 06880.

6. Enjoy a meal with a view at the Black Duck Cafe

The Black Duck Café is a popular dining spot in Westport. Located by the Saugatuck River, it offers stunning views while you enjoy your meal. The casual atmosphere makes it a great place for families and friends to gather.

The menu features fresh seafood, burgers, and other American classics. You can savor a delicious meal while watching boats glide by on the river. The outdoor seating is particularly lovely on warm days, providing an excellent ambiance for your dining experience.

Don’t forget to check out their daily specials! The café is known for its tasty clam chowder and fish tacos. Each dish is prepared with care, ensuring a satisfying meal. Pair your food with a refreshing drink for the perfect treat.

In addition to lunch and dinner, the café offers a cozy breakfast menu. Start your day with a hearty meal before exploring more of Westport’s attractions.

The Black Duck Café combines good food with beautiful views. It’s a wonderful place to relax and enjoy time with loved ones after a day of exploring.

Address: 605 Riverside Ave, Westport, CT 06880.

7. Attend a workshop or event at the Westport Library

The Westport Library is more than just a place for books; it’s a vibrant community hub. It hosts many workshops, events, and activities throughout the year. You can find something for every interest, from author readings to art classes.

Explore the library’s website for upcoming programs. Many of these workshops are free or low-cost, making them accessible to everyone. You can learn a new skill, engage in discussions, or attend fun family events.

The library also has cozy reading areas and study spaces. It’s a great place to relax, read a good book, or catch up on some work. The welcoming atmosphere encourages creativity and collaboration.

In addition, the Westport Library often features local authors and artists. Attend book signings or exhibitions to support the creative community. Engaging with artists can be inspirational and motivate your own creative projects.

Visiting the Westport Library is an enriching experience. You can foster your love for learning and creativity in a supportive environment.

Address: 20 Jesup Rd, Westport, CT 06880.

8. Go kayaking in the Saugatuck River

Kayaking in the Saugatuck River is a thrilling way to explore the area. The calm waters provide a peaceful setting for beginners and experienced paddlers alike. You can rent a kayak or join a guided tour for an adventure on the water.

As you paddle along, you’ll be surrounded by lush landscapes. Tree-lined banks and small wildlife make the experience enjoyable. Keep an eye out for herons, turtles, and other local animals enjoying the river.

The river connects to Long Island Sound, offering stunning views. You can even take your kayak into the sound for a different perspective. The scenery is breathtaking, especially at sunset.

Safety is essential, so remember to wear a life jacket. Ensure your equipment is in good condition before heading out. It’s also wise to check the weather and water conditions for a safe trip.

Kayaking the Saugatuck River creates memorable experiences. It’s a fantastic way to exercise while enjoying nature’s beauty.

Address: 32 Saugatuck Ave, Westport, CT 06880.

9. Visit the historic Westport Museum for History & Culture

The Westport Museum for History & Culture provides a fascinating glimpse into the area’s past. Housed in a historic building, it offers interactive exhibits and events. You can learn about Westport’s history, culture, and the people who shaped the community.

The museum’s collections include artifacts, photographs, and documents. Many displays focus on the town’s maritime history and its development over the years. It’s an engaging way to understand Westport’s heritage.

Check their calendar for special events and programs. The museum often hosts lectures, workshops, and tours. Learning from experts and engaging with history can be quite enriching.

Families will find activities designed for children too. It’s a fun way for kids to connect with their town’s history through interactive experiences. The museum also offers temporary exhibits showcasing local artists and themes.

Visiting the Westport Museum is a wonderful way to dive deeper into the town’s identity. Each visit adds new knowledge and appreciation for Westport’s vibrant culture.

Address: 25 Avery Pl, Westport, CT 06880.

10. Relax at the beautiful Winslow Park

Winslow Park is a beautiful destination for relaxation and recreation. The park features large open spaces perfect for picnics and casual outings. It’s a lovely place to unwind while enjoying nature with family and friends.

The park has well-maintained trails for walking and jogging. You can explore the trails and appreciate the scenic views all around. During warmer months, vibrant flowers bloom, enhancing the park’s beauty.

Children will enjoy the playground, where they can have fun and make new friends. There are also plenty of grassy areas for games like frisbee or soccer. Winslow Park is family-friendly, ensuring everyone finds a way to enjoy their time.

During the summer, the park often hosts community events. Join local gatherings, concerts, and festivals while soaking in the cheerful atmosphere. It’s a great chance to connect with the community.

Spending time at Winslow Park guarantees relaxation and enjoyment for all. It’s a fantastic escape from the daily grind.

Address: 22 W. of Barons Lane, Westport, CT 06880.

11. Check out the Westport Farmers Market for local produce and crafts

The Westport Farmers Market is a vibrant community event held weekly. It showcases fresh produce from local farms, artisan goods, and handmade crafts. Visiting the market is a delightful experience that supports local businesses.

As you stroll through the market, you’ll find a variety of fruits, vegetables, and flowers. Many vendors offer samples, allowing you to taste fresh ingredients before buying. It’s an excellent way to discover new flavors.

The market also features local artisans selling crafts, handmade jewelry, and unique gifts. It’s a perfect opportunity to find something special while supporting the community. Engaging with the vendors adds a personal touch to your shopping experience.

In addition to fresh goods, enjoy live music and entertainment. The lively atmosphere makes shopping fun for families and friends. It’s not just a market; it’s a celebration of community spirit.

The Westport Farmers Market creates a fantastic way to enjoy local produce while connecting with others. It’s an event that brings joy and a sense of togetherness every week.

Address: 50 Jesup Rd, Westport, CT 06880.

12. Take part in local events at the Westport Town Green

The Westport Town Green is a community gathering space at the heart of Westport. It hosts various local events throughout the year. From concerts to festivals, there is always something happening at the Green.

Join in the fun during outdoor concerts in the summer months. Enjoy live music while relaxing on the grass with friends or family. The community atmosphere creates a wonderful experience where everyone can participate.

Seasonal events, such as holiday celebrations, take place here as well. It’s a beautiful setting for families to bond and create lasting memories. The Town Green is a hub of activity that fosters connection among residents.

Additionally, the Green’s lush landscaping provides an appealing backdrop for events. You can take a peaceful walk through the gardens during quieter times, savoring the natural beauty. It’s a lovely escape within the town.

Participating in events at the Westport Town Green is a great way to engage with the community. It’s where Westport comes together to celebrate and enjoy life.

Address: 1 Main St, Westport, CT 06880.

13. Explore the shops at Main Street and the surrounding area

Main Street in Westport is a charming destination for shopping and dining. You’ll find an array of unique boutiques, gift shops, and cafes. The walkable area encourages leisurely exploration, making it a delight for visitors.

As you stroll along Main Street, discover local designers and artisan shops. From trendy clothing to handmade gifts, there’s something for everyone. Support local businesses while finding a one-of-a-kind item to take home.

In addition to shopping, there are plenty of dining options. Stop by a cozy café for a quick bite or enjoy a sit-down meal at a restaurant. The diverse culinary scene is sure to please any palate.

Throughout the year, Main Street hosts special events and seasonal celebrations. Check the local calendar for farmers’ markets, art walks, and holiday festivities. These events add to the vibrant atmosphere of downtown Westport.

Exploring Main Street’s shops and eateries is a fun way to experience the local culture. Each visit reveals new surprises and memorable finds.

Address: Main St, Westport, CT 06880.

14. Visit the Maritime Aquarium in nearby Norwalk for a family day out

The Maritime Aquarium in Norwalk is a fantastic destination for family fun. Just a short drive from Westport, it offers interactive exhibits and engaging programs. With over 75 species of marine life, there is plenty to see and learn.

As you enter the aquarium, you’ll be greeted by stunning displays of sharks, jellyfish, and sea turtles. The touch tanks let kids experience marine life up close, making it memorable for the whole family. Educational programs provide fascinating insights into marine ecosystems.

The aquarium often hosts special events, including family days and behind-the-scenes tours. Check their schedule for unique activities that enhance your visit. These events are designed to be interactive and entertaining for all ages.

In addition to the exhibits, the aquarium has a theater showing educational films. Sit back and enjoy a presentation about the ocean and its inhabitants. It’s both fun and informative, making it a hit with visitors.

Visiting the Maritime Aquarium is an enriching experience for families. It combines education with adventure, making it an unforgettable day out.

Address: 10 N Water St, Norwalk, CT 06854.

15. Enjoy a round of golf at Longshore Golf Club

Longshore Golf Club is a premier golf destination in Westport. The course features stunning views of the Long Island Sound, providing a scenic backdrop while you play. Golfers of all skill levels will appreciate the challenge and beauty of the course.

The 18-hole championship course is well-maintained and offers a variety of landscapes. Each hole presents unique challenges, keeping your game interesting. You can enjoy a round of golf while soaking in the beauty of the surroundings.

Longshore Golf Club also provides practice facilities. Whether you want to refine your swing or warm up before a game, the range and putting greens are excellent. The club hosts lessons and clinics for those who want to improve their skills.

After your game, consider dining at the clubhouse. The restaurant provides delicious meals and refreshments, perfect for after a day on the course. Enjoy a meal while sharing stories of your round with friends.

Playing at Longshore Golf Club combines relaxation and sport. It’s a wonderful way to enjoy the outdoors and connect with fellow golf enthusiasts.

Address: 130 Longshore Ave, Westport, CT 06880.

16. Experience live music at the Levitt Pavilion

The Levitt Pavilion is a fantastic venue for live music in Westport. It hosts a diverse lineup of performances throughout the summer months. From local bands to renowned artists, there’s something for everyone to enjoy.

The pavilion’s outdoor setting creates a beautiful backdrop for concerts. Bring a chair or blanket and enjoy the music under the stars. The relaxed atmosphere makes it perfect for families and friends to gather.

Many concerts are free, making it accessible to the whole community. It’s a great opportunity to experience high-quality performances without breaking the bank. Check the schedule for upcoming events and plan your visit!

In addition to music, the Levitt Pavilion often hosts special events. These include movie nights, children’s performances, and community gatherings. Each event fosters a sense of togetherness among Westport residents.

Experiencing live music at the Levitt Pavilion is a wonderful way to connect with the community. It’s a highlight of the summer and a true celebration of local talent.

Address: 40 Jesup Rd, Westport, CT 06880.

17. Visit the Earthplace for nature trails and wildlife exhibits

Earthplace is a nature sanctuary that offers a unique experience for families and nature lovers. It features beautiful trails where you can explore local flora and fauna. Walking these paths allows you to connect with nature in a peaceful setting.

The sanctuary is home to various wildlife exhibits. You can see resident animals, such as birds of prey, owls, and turtles. These exhibits help educate visitors about wildlife conservation and the importance of preserving habitats.

Earthplace also offers educational programs for schools and families. Engage with nature through hands-on activities that teach about ecosystems and animal care. It’s a fun and informative way to learn more about the environment.

Additionally, there is a nature playscape where children can play and explore. It’s designed to inspire their curiosity and encourage a love for the outdoors. Watching kids enjoy nature at Earthplace is heartwarming for parents and caregivers.

Visiting Earthplace promises an enriching experience where education and enjoyment meet. It’s a perfect outing for everyone, encouraging a deeper appreciation for nature.

Address: 10 Woodside Lane, Westport, CT 06880.

18. Go on a bike ride along the scenic coast

Biking along the coast is a fantastic way to enjoy the beauty of Westport. Several bike-friendly paths provide stunning views of Long Island Sound. Feel the ocean breeze and soak in the sun while pedaling along the shoreline.

Many scenic routes take you through charming neighborhoods and parks. You can stop at various scenic viewpoints to take pictures or rest. The gentle slopes make it accessible for riders of all skill levels.

Consider renting a bike if you don’t have one. Many local shops offer rentals, allowing you to explore the area at your own pace. Riding along the coast can be a refreshing and invigorating experience.

Plan a route that includes stops at local attractions, parks, or cafes. Enjoy a snack, take a break, or relax by the water. This adds variety to your biking adventure.

Coastal biking in Westport is a delightful way to experience the town. It merges exercise with stunning scenery, creating a memorable outing for all.

Address: Various routes available; check local maps for details.

19. Explore the trails at the Sherwood Island State Park

Sherwood Island State Park is the first state park in Connecticut. It boasts beautiful trails that wind through forests, fields, and along the coastline. Hikers and nature enthusiasts appreciate the serene environment and stunning views.

As you explore the trails, look out for local wildlife. Birds, deer, and other animals inhabit the park, providing excellent opportunities for wildlife observation. It’s a pleasant surprise to catch a glimpse of nature up close.

The park also offers picnic areas, making it perfect for family outings. Bring a picnic lunch and enjoy dining with picturesque views of Long Island Sound. The combination of nature and good food is always a delight.

In addition to hiking, the park has a beach area for swimming and sunbathing. It’s a favorite spot during hot summer days when families flock to enjoy the water. The sandy beach is great for building sandcastles or relaxing in the sun.

Exploring Sherwood Island State Park offers a blend of outdoor activities and relaxation. Each visit is a chance to connect with nature and enjoy the beauty of the coast.

Address: 100 Sherwood Island Connector, Westport, CT 06880.

20. Attend the annual Westport Arts Festival for local art and culture

The Westport Arts Festival is a celebration of creativity and culture in the community. Held annually, it showcases local artists and their works in various mediums, from painting to sculpture and crafts. The festival creates a vibrant atmosphere filled with art, music, and entertainment.

Visitors can enjoy live music and performative arts throughout the event. Local bands often play, adding to the festive spirit. It’s an incredible opportunity to see talented local performers while enjoying the artistic displays.

Kids will find activities designed just for them, including art stations and interactive workshops. Encouraging creativity at a young age supports the arts in the community and offers a fun family outing.

In addition to the art vendors and performances, the festival includes food vendors offering delicious bites. Sample local cuisine while soaking in the scene. It’s a wonderful way to connect with the community and the arts.

Attending the Westport Arts Festival is a delightful experience that encourages a love of art and culture. Mark your calendar and immerse yourself in the creative atmosphere!

Address: 70 Imperial Ave, Westport, CT 06880.

Final Thoughts

Westport, Connecticut, offers a myriad of engaging activities for visitors and residents alike. From the stunning beaches to the vibrant arts community, there is something for everyone to enjoy. Whether you’re strolling along Compo Beach or exploring the local art scene, Westport presents a unique blend of relaxation and adventure.

Each location enriches your visit, providing memorable experiences and connections with nature and culture. The warmth of the community shines through in events and local businesses, making each outing special. If you’re looking to unwind or explore, Westport is a perfect destination that captures the essence of Connecticut’s coastal charm. Don’t forget to check out nearby attractions too; for more inspiration, read about things to do in Oxford, CT and things to do in Milford, PA.