Westport is a charming coastal town that offers something for everyone. Whether you’re a history buff, a nature lover, or just looking for a fun day out, Westport has it all. From beautiful beaches to exciting local shops, this town is full of activities and sights to see. You can stroll along the waterfront, enjoy tasty meals at local restaurants, or even check out some art galleries.
Today, we will share a list of the best things to do in Westport. You’ll find ideas that are perfect for families, couples, and solo adventurers alike. Get ready for a fun-filled day in this lovely seaside town!
Things To Do In Westport
1. Visit the Westport Arts Center for Local Art Exhibitions
The Westport Arts Center is the heartbeat of the local art community. This vibrant space features rotating exhibits showcasing works from local artists. You can explore paintings, sculptures, and photography that capture the essence of Westport’s culture.
Joining guided tours enhances your experience as knowledgeable staff share the stories behind each piece. The center also hosts community events, lectures, and workshops. These activities are perfect for art lovers looking to deepen their appreciation.
For families, the Arts Center often offers classes for children. Kids can explore their creativity while learning various artistic techniques. It’s a great way for them to engage with the arts in a fun environment.
After your visit, take time to enjoy the surrounding area. The Arts Center is near beautiful parks and waterfront views, perfect for a leisurely walk. You can grab a snack nearby and soak in the artistic vibe Westport has to offer.
Your time at the Westport Arts Center will inspire and entertain you. It’s a cultural gem worth exploring during your visit.
Address: 51 Riverside Ave, Westport, CT 06880.
2. Stroll Along the Scenic Westport Harbor Boardwalk
The Westport Harbor Boardwalk offers a delightful walking experience along the scenic shores. As you stroll, enjoy stunning views of the water and the boats bobbing in the harbor. This picturesque destination is perfect for leisurely walks or morning jogs.
The boardwalk is lined with benches. Visitors can sit and take in the beauty of the landscape. It’s a great spot to relax or enjoy a good book. Families will also find it a safe place for children to run and play.
Don’t forget your camera! The views are breathtaking, especially at sunset. The vibrant colors reflecting on the water will make your photos memorable. You might even see kayakers gliding by, adding to the lively scene.
Along the way, shops and cafes are conveniently located for quick refreshments. You can grab a coffee or a snack to enhance your experience. The atmosphere is friendly and welcoming, perfect for keeping the mood light.
Whether you’re out for exercise or relaxation, the Westport Harbor Boardwalk is a must-visit spot.
Address: 15 E. Main St, Westport, CT 06880.
3. Explore the Historic Westport Point and Its Quaint Architecture
Westport Point is a charming historic district brimming with character. The area showcases beautifully preserved homes dating back to the 18th and 19th centuries. Walking through the streets feels like stepping back in time.
Each house tells a story, reflecting the rich history of Westport. As you explore, keep an eye out for the unique architectural details. Winding paths and lush gardens surround the properties, enhancing the area’s appeal.
Don’t miss the scenic views of the Saugatuck River. The sight of boats passing by is a lovely bonus. You can find spots along the water to sit and take in the scenery.
Consider joining a guided history tour to learn more about the area’s significance. Local historians share captivating tales, enriching your visit. You’ll gain insight into the lives of the early settlers and how the community evolved.
A stroll through Westport Point offers both visual beauty and historical context. It’s a perfect way to appreciate the town’s heritage.
Address: Westport Point, Westport, CT 06880.
4. Enjoy a Day at Compo Beach for Swimming and Sunbathing
Compo Beach is one of Westport’s crown jewels. Covering over 29 acres, it offers plenty of space to relax and enjoy the sun. Families flock here for a fun day of swimming, picnicking, and beach games.
The sandy beach is clean and welcoming, making it perfect for sunbathing or building sandcastles. Lifeguards are on duty during peak hours, ensuring a safe swimming experience. Kids will love splashing in the calm waters.
The scenic views from the beach are breathtaking. You can watch boats sailing by or enjoy stunning sunsets. Bring a blanket and snacks for a cozy beach picnic with friends and family.
For those looking for activities, rent a paddleboard or kayak nearby. You can explore the coastline from the water while enjoying some exercise. The rental shops are friendly and provide all the equipment you need.
Compo Beach is more than just a beach; it’s a community hub where memories are made. Plan a visit and make the most of your summer days.
Address: 60 Compo Beach Rd, Westport, CT 06880.
5. Check Out the Westport Country Playhouse for Compelling Theater Performances
The Westport Country Playhouse is a historic theater known for its high-quality performances. Located near the Saugatuck River, this venue hosts a variety of productions from classic plays to contemporary works. Enjoy an unforgettable night of theater in a charming setting.
Founded in 1931, the Playhouse has a rich history. Many renowned actors have graced its stage. Attending a show here connects you to a vibrant cultural scene in Westport.
Before the performance, take a moment to explore the lovely gardens surrounding the theater. They provide a peaceful ambiance, perfect for unwinding before showtime. Local art installations often add a unique touch to your visit.
Consider grabbing a bite to eat at a nearby restaurant. Many establishments offer pre-show dining options, allowing you to enjoy delicious meals before the spotlight shines.
Whether you’re an avid theatergoer or new to live performances, the Westport Country Playhouse provides an enjoyable experience. Immerse yourself in the art of storytelling through drama.
Address: 25 Powers Ct, Westport, CT 06880.
6. Hike the Trails at Sherwood Island State Park
Sherwood Island State Park is a natural oasis offering stunning landscapes and outdoor activities. With over 238 acres, this park features scenic hiking trails suitable for all skill levels. Enjoy a leisurely walk or a vigorous hike surrounded by nature.
The trails wind through beautiful woodlands and offer picturesque views of Long Island Sound. Keep an eye out for wildlife; you might spot various birds and other animals along the way. Birdwatching is a popular activity in the park.
After hiking, relax on the beach and take in the gorgeous waterfront views. The sandy shoreline is perfect for sunbathing or enjoying a picnic. Families love this space for a laid-back day outdoors.
Sherwood Island also offers facilities like picnic areas, restrooms, and playgrounds. These amenities enhance the experience, making it easy to spend an entire day at the park.
Whether you’re looking to hike, birdwatch, or simply unwind, Sherwood Island State Park is a wonderful escape into nature.
Address: 2000 Sherwood Island Connector, Westport, CT 06880.
7. Discover Local History at the Westport Museum for History and Culture
The Westport Museum for History and Culture is a treasure trove for history enthusiasts. Located in a historic building, the museum offers a glimpse into the rich past of Westport. It features a variety of exhibits that highlight the town’s development and significant events.
Visitors can explore artifacts, photographs, and documents showcasing Westport’s evolution. Engaging exhibits provide insights into local customs and traditions over the years. The museum also hosts workshops and lectures throughout the year.
Don’t miss the guided tours, which delve deeper into the museum’s content. Knowledgeable staff share fascinating stories that bring history to life. It’s a great way to engage with the local community and understand its roots.
The museum is also a lovely spot for families. Interactive displays make learning fun for children. They can engage in hands-on activities that spark their interest in history.
A visit to the Westport Museum is both educational and entertaining. It’s an essential stop for anyone wanting to connect with the town’s past.
Address: 25 Avery Pl, Westport, CT 06880.
8. Attend a Workshop or Class at the Westport Community Theatre
The Westport Community Theatre offers an exciting array of workshops and classes for all ages. Whether you want to act, direct, or stage-manage, there are opportunities for everyone. The classes are designed to foster creativity and build confidence in a supportive environment.
Participants can learn from experienced instructors and gain valuable skills. You’ll have the chance to work hands-on in various aspects of theater production. This experience is perfect for those looking to delve deeper into the arts.
The theater also puts on regular performances, showcasing the talent of community members. Attending a show is great if you want to see the skills of your fellow residents. It creates a sense of unity and encourages community support for the arts.
Families can participate in workshops together. This is a wonderful way to bond while exploring your artistic side. Programs are structured in a way that ensures everyone has fun and participates actively.
Joining a class at the Westport Community Theatre can spark your passion for the performing arts. You may discover hidden talents along the way!
Address: 110 Myrtle Ave, Westport, CT 06880.
9. Enjoy Waterfront Dining at One of the Restaurants on the Post Road
Dining along the Post Road in Westport is a treat for the senses. Several waterfront restaurants offer delicious meals with stunning views. You can enjoy fresh seafood and classic American cuisine while gazing out at the picturesque shoreline.
The atmosphere is relaxed and inviting, making it perfect for family gatherings or romantic dinners. Many restaurants feature outdoor seating, allowing you to savor the beautiful weather while eating your meal.
Locals rave about the fresh ingredients used in each dish. Chefs pride themselves on offering a seasonal menu that reflects local flavors. Don’t miss any daily specials that showcase the best of Westport’s culinary scene.
Pair your meal with a drink from a carefully curated wine list. Many restaurants also feature craft beers from local breweries. You’ll have plenty of options to complement your dining experience.
Dining on the Post Road is more than just a meal; it’s an experience filled with beautiful sights and tastes to remember. Make a reservation for a perfect dining night out!
Address: Various locations along Post Road, Westport, CT 06880.
10. Participate in Local Events at the Westport Farmers’ Market
The Westport Farmers’ Market is a vibrant gathering place for locals and visitors alike. Open seasonally, it features a wide array of fresh produce, homemade goods, and artisan products. Every Thursday, the community comes together to celebrate local farmers and vendors.
Walking through the market is an enjoyable experience. You can sample delicious foods, meet local producers, and enjoy live music. The friendly atmosphere makes it a great outing for families.
The market also hosts special events and activities throughout the season. These include cooking demonstrations and workshops that enhance your culinary skills. Kids can participate in fun activities designed to engage their creativity.
Not only does the Farmers’ Market offer fresh and tasty products, but it also supports local businesses and promotes sustainable practices. Visitors leave with not only their purchases but also a deeper connection to the community.
Plan to visit the Westport Farmers’ Market for a taste of local culture and flavor. It’s a delightful way to spend a morning or afternoon!
Address: 50 Imperial Ave, Westport, CT 06880.
11. Spend an Afternoon at Burying Hill Beach for a More Secluded Experience
Burying Hill Beach is a hidden gem ideal for those seeking tranquility. This small beach offers a more secluded atmosphere compared to the busier local beaches. It’s a perfect spot for relaxation, picnicking, and soaking up the sun in peace.
The beach has soft sand and gentle waves, making it safe for families to enjoy. It’s an ideal spot for children to play while parents keep a watchful eye. You can bring your picnic basket for a delightful lunch while basking in the beauty of your surroundings.
Nature lovers will appreciate the picturesque setting. The beach is surrounded by lush greenery and stunning coastal views. Watching the sunset here is a breathtaking experience you won’t want to miss.
For those looking to unwind, bring a book and find a shady spot to read. The sound of the waves creates a soothing soundtrack for relaxation. It’s a great way to disconnect from the hustle and bustle of everyday life.
Burying Hill Beach is a serene escape that offers a refreshing break. It’s perfect for anyone wanting to enjoy a quiet day by the sea.
Address: 250 Burying Hill Rd, Westport, CT 06880.
12. Enjoy a Picnic at Winslow Park with Its Beautiful Landscapes
Winslow Park is a beautiful setting for a family picnic or a relaxing day outdoors. The park offers vast green spaces, lovely gardens, and scenic walking paths. It’s an ideal location for enjoying nature while spending time with loved ones.
Picnic areas are plentiful, and tables provide a comfortable spot to enjoy your meal. If you prefer, bring a blanket and spread it out on the grass. The park’s peaceful ambiance makes any meal feel special.
Kids can play on the playground or run around on the expansive lawns. There are also trails for an adventurous stroll or bike ride. Enjoy the views of the Saugatuck River as you wander through the park.
Wildlife enthusiasts will appreciate the diverse flora and fauna. The park is home to various birds, so keep your eyes peeled for sightings. It’s a great place to connect with nature and unwind.
After your picnic, consider exploring nearby attractions or taking a leisurely walk before heading home. Winslow Park is a lovely spot to make lasting memories with friends and family.
Address: 45 Winslow Park, Westport, CT 06880.
13. Explore the Shops and Boutiques on Main Street
Main Street in Westport is a vibrant hub of activity, showcasing an eclectic mix of shops and boutiques. From trendy clothing stores to unique gift shops, you’ll find plenty of treasures to explore. Strolling down the street offers an enjoyable shopping experience.
Many stores feature locally made products and crafts, adding a personal touch to your purchases. Support local artisans and discover one-of-a-kind items you won’t find anywhere else. Each shop has its individual charm and personality.
After shopping, relax at a cozy café or grab a bite at a nearby restaurant. The vibrant atmosphere makes it a great place to people-watch and soak in the energy of the community. Outdoor seating enhances your experience in warm weather.
Seasonal events often occur on Main Street, bringing the community together. These events can include art walks, seasonal festivals, and farmers’ markets. Don’t miss out on the opportunity to participate!
Exploring Main Street is a delightful way to experience the heart of Westport. It’s not just about shopping, but about immersing yourself in the local culture.
Address: Main St, Westport, CT 06880.
14. Take a Guided Tour of the Historic Green’s Farms Church
The historic Green’s Farms Church is a must-see for history buffs and architecture enthusiasts. Founded in 1730, this enchanting church features beautiful stained glass windows and stunning architecture. Guided tours provide an in-depth look at the church’s history and significance.
You’ll learn about its role in the community and its many renovations over the centuries. The knowledgeable guides share fascinating stories, showcasing how the church has adapted over time. Highlights include its charming chapel and the beautiful outdoor grounds.
The peaceful atmosphere makes it a great place to reflect and meditate. Visitors are often struck by the serenity of the surroundings. Take time to enjoy the gardens and peaceful spots on the church’s property.
After the tour, consider joining a service or community event. Engaging with the congregation can deepen your connection to this historic site. It’s a wonderful way to experience the heart of local traditions.
Visiting Green’s Farms Church is both educational and spiritually enriching. It’s an essential part of Westport’s heritage.
Address: 71 Greens Farms Rd, Westport, CT 06880.
15. Witness Performances at the Westport Weston Chamber of Commerce Events
The Westport Weston Chamber of Commerce hosts numerous cultural events throughout the year. From artistic performances to seasonal celebrations, these events bring the community together. Attending one is a perfect way to experience local talent and creativity.
You can expect a variety of performances that appeal to different tastes. Concerts, art exhibitions, and holiday festivals are among the events that showcase the vibrancy of Westport. Many events are family-friendly, ensuring a good time for all ages.
The Chamber also supports local businesses, creating a hub of activity that benefits the community. Many events include vendors and artisans, providing a lively atmosphere. It’s a great way to discover new local products and services.
Enjoying an event is not only entertaining but also a chance to meet fellow residents. The sense of community at these gatherings is truly special. You’ll feel welcome and engage with others who share similar interests.
Don’t miss the chance to witness the talent and culture that Westport has to offer. Check the Chamber’s calendar for upcoming events and plan your visit!
Address: 1000 Post Rd E # 1, Westport, CT 06880.
16. Go Kayaking or Paddleboarding on the Saugatuck River
Exploring the Saugatuck River by kayak or paddleboard is an exciting adventure. Rent your equipment from local outfitters that provide everything you need for a day on the water. Gliding along the calm river allows you to appreciate the beauty of Westport from a unique perspective.
The river is surrounded by stunning landscapes, including lush greenery and charming homes. Keep an eye out for wildlife; you may spot birds or even the occasional turtle basking in the sun. It’s a peaceful experience away from the bustle of daily life.
Whether you’re a beginner or experienced paddler, the river is suitable for everyone. Local guides offer tours that provide tips and enhance your experience. They can also share fascinating insights into the area’s wildlife and history.
After your paddle session, you can stop at one of the riverside parks for a picnic or relaxation. It’s an excellent way to unwind and connect with nature after your water adventure.
Kayaking or paddleboarding on the Saugatuck River is a memorable experience for all ages. It’s a fun way to create lasting memories with family and friends!
Address: Saugatuck River, Westport, CT 06880.
17. Visit the Westport Library for Special Programs and Book Signings
The Westport Library is a community hub that offers much more than just books. It hosts a variety of programs, including workshops, author talks, and cultural events. It’s a perfect place for book lovers and those seeking connection through literature.
Regularly scheduled events include book signings with popular authors. These events provide attendees with the unique opportunity to meet their favorite writers and gain insights into their creative processes. Participating in discussions adds depth to your reading experience.
The library also features cozy reading nooks and study spaces, making it easy to spend the entire day. With access to a vast collection of books, movies, and digital resources, there’s something for everyone.
For families, the library hosts children’s programs that encourage early literacy. Storytimes and crafts create a welcoming atmosphere for young readers. It’s an excellent way to instill a love for reading in the next generation.
Visiting the Westport Library is both enriching and entertaining. It’s a vital part of the community that fosters a love of learning and literature.
Address: 20 Jesup Rd, Westport, CT 06880.
18. Attend Summer Concerts on the Town Hall Lawn
Summer in Westport means lively concerts on the Town Hall lawn. This family-friendly event series features local artists performing a range of musical genres. It’s a wonderful way to gather with friends and enjoy live music under the stars.
Bring your picnic blanket and favorite snacks for a relaxing evening. The concerts create a sense of community, allowing residents to connect while enjoying great performances. Kids can run around, creating joyful memories while parents unwind.
The Town Hall lawn provides a picturesque backdrop for the concerts. The vibrant energy of the crowd enhances the experience, making each concert unique and engaging. There’s nothing quite like the magic of summer music nights!
Be sure to check the concert schedule for featured artists and dates. With local talent shining, you won’t want to miss the opportunity to support your community’s musicians.
Attending a concert on the Town Hall lawn is a delightful way to celebrate summer in Westport. Mark your calendar to enjoy the vibrant atmosphere and talented performers!
Address: 110 Myrtle Ave, Westport, CT 06880.
19. Explore the Trails and Enjoy Birdwatching at Longshore Club Park
Longshore Club Park is an expansive recreational area perfect for outdoor enthusiasts. The park features scenic trails ideal for hiking, running, or leisurely walks. As you explore, take the time to enjoy the natural beauty around you.
Birdwatching is a popular activity here thanks to the diverse wildlife. Bring your binoculars and see how many species you can spot. The peaceful surroundings create a perfect habitat for various birds, making it a delightful experience for nature lovers.
The park also has picnic areas and sports facilities for those looking for some fun. You can play tennis, golf, or simply relax by one of the picturesque ponds. Families love the ample space to enjoy outdoor activities together.
Consider visiting in the early morning or late afternoon when wildlife is most active. The tranquility of the park allows you to connect with nature and recharge your spirit.
Longshore Club Park is a gem for anyone wishing to escape into nature. It offers endless opportunities for recreation and relaxation.
Address: 260 S Compo Rd, Westport, CT 06880.
20. Take Part in Community Events Hosted by the Westport Parks and Recreation Department
The Westport Parks and Recreation Department organizes a variety of community events throughout the year. From seasonal festivals to sports leagues, there’s something for everyone. These activities bring residents together and foster a strong sense of community.
Families will find engaging programs designed for all ages. Whether it’s a fun run, movie night, or holiday celebration, each event is thoughtfully planned. Join in to make new friends and build lasting memories with your community.
The department also offers classes in arts, fitness, and outdoor skills. Participating in these classes is a great way to stay active and learn something new. You might discover a hidden talent you never knew you had!
Check the department’s calendar for upcoming events and activities. There are always new opportunities to engage and connect with the community. It’s a great way to experience all that Westport has to offer.
Joining these community events is not just entertaining; it enriches your ties to Westport. Make the most of your time by getting involved!
Address: 20 Jesup Rd, Westport, CT 06880.
Final Thoughts
Westport, Connecticut, is a delightful destination filled with history, culture, and outdoor adventure. Whether you are exploring the beautiful beaches, engaging with the arts, or enjoying community events, there is something for everyone to experience. If you’re interested in exploring beyond Westport, check out the things to do in Westbrook, Maine. From scenic boardwalks to vibrant markets, Westport thrives on its diverse offerings. Each activity provides a chance to connect with nature or with the friendly locals who make this town special. As you explore Westport, you’ll create lasting memories that bring you back time after time. For more local insights, you can also discover more about things to do in Westport.