Westport, Connecticut, is a charming town filled with exciting activities and events. Whether you’re a local or just visiting, there’s something for everyone to enjoy this weekend. From beautiful parks to fun shops and tasty restaurants, you’ll find plenty of ways to spend your time. Get ready for a weekend full of adventure and relaxation in this lovely coastal town!
Today, we will highlight some of the best things to do in Westport, CT, this weekend. Get ready for family-friendly events, outdoor fun, and much more. No matter what you choose, Westport has something special waiting for you!
Things To Do In Westport Ct This Weekend
1. Stroll through the picturesque Westport Country Playhouse for a live theater performance
The Westport Country Playhouse is a gem of the arts scene in Westport, Connecticut. This historic theater dates back to 1931 and has been a hub for live performances ever since. Surrounded by beautiful scenery, you can enjoy a range of shows, from classic plays to modern adaptations and musicals.
The venue is intimate, ensuring every seat offers a great view of the stage. You can also appreciate the commitment to high-quality productions featuring both professional actors and exciting up-and-coming talent. Many visitors marvel at the unique atmosphere that blends elegance with a relaxed vibe.
Before or after the show, consider exploring the picturesque grounds surrounding the theater. Take a leisurely stroll to soak in the artistic energy that surrounds you. It’s not only about watching the performance; it’s also about enjoying the overall experience.
Whether you’re a local or just visiting, catching a show here is a memorable way to appreciate the performing arts. Check the schedule for upcoming events to make sure you don’t miss out!
The Westport Country Playhouse is a true cultural highlight for theater lovers. It creates a vibrant space where stories come to life.
Address: 25 Powers Court, Westport, CT 06880.
2. Visit the Westport Arts Center to check out local art exhibits and workshops
The Westport Arts Center is a cultural haven for art lovers and creators. Located in the heart of Westport, this facility features rotating exhibits showcasing local and regional artists. You’ll find a variety of artwork, from paintings to sculptures, samples of creativity that reflect the vibrant community.
Workshops and classes are also available, catering to all skill levels. Whether you want to polish your painting techniques or learn a new craft, there’s something for everyone. Join a class to explore your creative side in a supportive environment with skilled instructors.
The center even hosts special events and openings. Attending one of these can give you a chance to meet artists and discuss their work. It’s an enriching experience that deepens your appreciation for the arts.
Aside from the exhibits and workshops, the arts center fosters a sense of belonging in the community. It is a wonderful place to connect with people who share your passion for creativity and culture.
Exploring the Westport Arts Center offers a chance to engage with local talent and maybe even try your hand at some art yourself!
Address: 51 Riverside Avenue, Westport, CT 06880.
3. Explore Compo Beach for a day of sun, sand, and stunning coastal views
Compo Beach is the perfect spot for a relaxing day by the sea. Located along the Long Island Sound, this popular beach features soft sand and lovely water views. Whether you prefer sunbathing, playing beach volleyball, or enjoying a picnic, there’s something here for everyone.
The beach is family-friendly, making it a great place for children to play and explore. Lifeguards are on duty, ensuring safety while kids splash around in the water. There are also play areas and picnic tables available, so you can easily spend the whole day here.
For those who enjoy active pursuits, walking or biking along the scenic shore is a favorite activity. Don’t forget to take time to wander along the boardwalk for breathtaking views at sunset. It’s a perfect way to unwind and appreciate the natural beauty of Westport.
Visit the nearby snack bar to grab a bite or an ice cream treat to cool off. Compo Beach offers the ideal blend of relaxation and fun in the sun.
As you soak in the coastal charm, you’ll find Compo Beach a delightful escape from the everyday hustle.
Address: 60 Compo Beach Rd, Westport, CT 06880.
4. Take a guided tour of the historic Westport Public Library and its events
The Westport Public Library is a cornerstone of the community, rich with history and resources. A guided tour is a fantastic way to learn about the building’s unique architecture and history. The library holds a treasure trove of information and cultural events that cater to all interests.
While on the tour, discover the library’s collection of rare books and artifacts. You’ll also hear about the community programs they offer, supporting everything from literacy to creativity. The library hosts various events throughout the year, including author talks, book clubs, and workshops.
The space is designed for everyone, offering a cozy reading room, collaborative workspaces, and areas for children to explore. It encourages a love of reading and learning in a welcoming environment.
Visiting the library also means you can stay connected with the community. Join in on events or simply enjoy a quiet space to read or study. The Westport Public Library is more than just a library; it’s a cultural hub beloved by locals.
A visit here can inspire you with literature and the arts while providing a peaceful retreat.
Address: 20 Jesup Rd, Westport, CT 06880.
5. Enjoy a scenic walk along the Saugatuck River at the Saugatuck River Park
The Saugatuck River Park is a beautiful escape for nature lovers. Strolling along the riverbank trail offers stunning views of the water and surrounding greenery. This park features well-maintained walking paths that are ideal for leisurely walks or more vigorous hikes.
As you walk, you might encounter local wildlife, such as birds and small animals. It’s a peaceful setting where you can connect with nature and experience serene moments away from the busyness of everyday life.
The park also has several places to sit and relax, making it a perfect spot for a picnic. Bring along lunch and enjoy the tranquility of the river as you unwind. Families and friends will enjoy this inviting space together.
In addition to walking, the park offers opportunities for fishing and kayaking, making it a versatile destination for outdoor enthusiasts. The scenic beauty of the Saugatuck River adds to the charm of your visit.
Whether you’re looking for a quiet escape or an outdoor adventure, Saugatuck River Park is a must-visit destination in Westport.
Address: 1 Riverside Ave, Westport, CT 06880.
6. Attend a farmers’ market at Jesup Green for fresh produce and local crafts
The farmers’ market at Jesup Green is a lively event that brings together local farmers and artisans. Every week, you can find fresh seasonal produce, baked goods, and handmade crafts. It’s a true highlight of the community where residents come together to support local vendors.
Walking through the market, you’ll be greeted by colorful stalls and the scents of fresh flowers and organic fruits. It’s a delightful experience that showcases the rich agricultural offerings of the area. You may discover some new favorites to enjoy at home!
The market also features live music and entertainment, making it a fun outing for the whole family. Children can interact with local vendors and learn about where their food comes from. It’s an educational experience that fosters community spirit.
Connecting with the people behind the products makes shopping here special. You can ask questions, sample goods, and get to know the community on a personal level.
Visiting the farmers’ market is a fantastic way to spend a Saturday morning, enjoying fresh finds and supporting local businesses!
Address: Jesup Green, 6 Wilton Rd, Westport, CT 06880.
7. Check out the Westport Museum for History and Culture to learn about the area’s history
The Westport Museum for History and Culture is a fascinating place to delve into the town’s rich heritage. With a variety of exhibits and artifacts, this museum showcases the area’s history, from its early Native American roots to its development as a vibrant artistic community.
Visitors can explore carefully curated displays that tell the story of Westport’s transformation over the years. Galleries feature local artists and historical documents, providing insights into the town’s cultural heritage.
The museum frequently hosts special events, lectures, and guided tours that further engage visitors with local history. Take part in a program to connect with the community and gain a deeper understanding of the region.
Don’t forget to check out the museum’s historic house, which showcases period furnishings and decor. It’s a great representation of what life was like in the past, making history come alive.
A visit to the Westport Museum offers an enriching experience that deepens your connection to this charming town.
Address: 25 Avery Place, Westport, CT 06880.
8. Experience a yoga class at Westport Yoga for a relaxing weekend
Westport Yoga is the perfect sanctuary to unwind and rejuvenate. With a range of class styles, from vinyasa to restorative, you can find something that suits your mood and ability. The studio’s calming atmosphere and friendly instructors create an inviting space for everyone.
Participating in a yoga class here is more than just exercise; it’s a holistic experience. You can connect with your breath while engaging both mind and body. Each class offers a chance to leave behind the stresses of daily life.
The yoga community is warm and welcoming, enhancing your overall experience. You’ll be surrounded by individuals who share your commitment to health and wellness. This supportive environment makes it easy to feel at home.
Stick around after class to connect with fellow yogis and share insights or tips. You might just find a new friend or partner for your healthy journey!
Westport Yoga is a beautiful place to strengthen your body, center your mind, and cultivate your spirit.
Address: 5 The Green, Westport, CT 06880.
9. Dine at local favorites like The Gray Goose for a special brunch or dinner
The Gray Goose is known for its cozy ambiance and delicious cuisine, making it a popular dining spot in Westport. This restaurant offers a diverse menu that includes fresh local ingredients and seasonal flavors. You can enjoy brunch, lunch, or dinner in a delightful setting.
Start your meal with a refreshing cocktail or a glass of wine from their carefully curated selection. The menu is diverse, featuring everything from comforting breakfast staples to creative dinner options. Vegetarians and meat-lovers alike will find something to enjoy.
Brunch is a special experience at The Gray Goose. Don’t miss their famous brunch dishes that will tantalize your taste buds. The warm atmosphere makes it a great place to gather with friends and family over a leisurely meal.
As you savor your meal, take in the charming decor and friendly service that make dining here so enjoyable. It’s a true highlight of Westport’s dining scene!
A visit to The Gray Goose promises a memorable meal filled with delightful flavors and lasting memories.
Address: 1046 Post Rd E, Westport, CT 06880.
10. Rent a kayak at the Saugatuck Rowing Club for a day on the water
Renting a kayak at the Saugatuck Rowing Club is a fantastic way to explore the beautiful waterways of Westport. Paddle along the tranquil Saugatuck River, where you’ll find stunning views of nature and the charming homes along the banks. It’s a unique experience that lets you connect with the outdoors.
All skill levels are welcome, and rental boats are available for beginners. You can take a guided tour or set out on your own to discover the peaceful beauty of the river. Gliding through the water, you may spot local wildlife such as birds, turtles, and fish.
Kayaking provides an excellent workout as well, engaging both your core and upper body while promoting relaxation in the soothing environment. It’s a wonderful way to escape the hustle and bustle of everyday life.
Don’t forget to pack some snacks and water for your adventure! Bring a friend or family member along for a shared experience filled with fun and laughter.
A day spent kayaking is not only enjoyable but also a perfect way to appreciate the natural beauty of Westport.
Address: 30 Saugatuck Ave, Westport, CT 06880.
11. Join a wine tasting event at a local vineyard like The Westport Winery
The Westport Winery offers a delightful opportunity to sample unique wines produced from local grapes. Attending a wine tasting event is a fun way to learn about the winemaking process while enjoying delicious flavors. You’ll find expert staff ready to guide you through the different varieties available.
During the tasting, you can enjoy samples of various wines, sometimes paired with seasonal cheeses or charcuterie. It’s a great chance to discover local vintages while mingling with friends or meeting new people.
The vineyard often hosts events throughout the year, making it a lively spot to visit. From special tasting evenings to vineyard tours, you’ll find plenty of opportunities to immerse yourself in the experience.
As you soak in the beautiful vineyard setting, consider purchasing a bottle of your favorite wine to take home. It’s the perfect way to remember your visit and share the experience with friends back home.
The Westport Winery creates a memorable outing filled with taste and culture that any wine enthusiast will appreciate.
Address: 2001 Saugatuck Ave, Westport, CT 06880.
12. Participate in a painting class at The Art Place for a creative weekend
The Art Place offers a fantastic environment where you can unleash your creativity. Participating in a painting class here allows you to explore your artistic side, regardless of skill level. Friendly instructors are there to provide guidance as you work on your own creation.
Classes are designed to be enjoyable and engaging, often featuring different themes and mediums. You can choose to paint landscapes, abstract art, or even still life, depending on what inspires you. It’s not just about the final product; it’s about the creative process itself.
Bring a friend along to enjoy the experience together while discovering new artistic techniques. Classes are designed to be fun and relaxed, perfect for unwinding on a weekend.
Once you finish your masterpiece, consider taking it home as a lovely keepsake or gift. Creating art can also be a therapeutic outlet, allowing you to express your thoughts and emotions.
The Art Place is dedicated to nurturing creativity, making it a wonderful destination for those looking to explore the world of painting.
Address: 1 Main St, Westport, CT 06880.
13. Take a bike ride on the scenic paths at Sherwood Island State Park
Sherwood Island State Park offers a perfect spot for outdoor enthusiasts to explore on two wheels. The park features scenic bike paths that wind through lush woodlands and along the coastline. It’s a great way to experience the natural beauty of Westport.
Rent a bike or bring your own for a pleasant ride through the well-maintained trails. The park’s picturesque surroundings make it an ideal place to enjoy a leisurely ride while connecting with nature. You’ll also find spots to stop and take in the views of Long Island Sound.
The ride can be paired with a picnic on the beach or a nature walk along the shore. Enjoy the wildlife and the sound of the waves as you pedal through the park.
Sherwood Island is also a popular spot for families. It provides plenty of space for kids to play and enjoy the outdoors while parents can relax and soak in the atmosphere.
Cycling in this beautiful park is a healthy and fun way to spend your day!
Address: 325 Sherwood Island Connector, Westport, CT 06880.
14. Enjoy a round of golf at Longshore Club Park’s beautiful golf course
Longshore Club Park features a stunning golf course that invites both novice and experienced golfers alike. The beautifully landscaped fairways and tranquil scenery make it a joy to spend a day on the green. Golfing here offers the perfect blend of challenge and fun.
The course is well-maintained, with rolling hills and strategic design that keeps players engaged. You’ll appreciate the natural beauty surrounding every hole, enhancing your golfing experience. The clubhouse also provides amenities for relaxation after a round.
If you’re new to golf, consider taking lessons from the professional staff. They can provide tips and guidance to help you improve your skills and enjoy the game even more.
Don’t forget to grab a bite at the clubhouse restaurant, offering delicious food and cold refreshments after your game. It’s a great way to reflect on your performance and relax.
Looking for a perfect day outdoors? Hitting the links at Longshore Club Park is a fantastic way to spend time with friends and enjoy the fresh air.
Address: 260 Longshore Ave, Westport, CT 06880.
15. Visit the Westport Weston Family YMCA for family-friendly activities and events
The Westport Weston Family YMCA is a hub of activity for families seeking fun, fitness, and community engagement. With a range of programs and events, there’s something for everyone, from toddlers to seniors. The facility features a pool, gym, and other amenities for fitness enthusiasts.
Kids can participate in sports leagues, swimming lessons, and summer camps, providing endless opportunities for them to stay active. With friendly staff and dedicated volunteers, parents can feel confident that children are in a safe and nurturing environment.
The Y also organizes special community events that foster connections among families. From family game nights to wellness fairs, these activities promote a strong sense of community.
Don’t miss out on the fitness classes available for adults, ranging from yoga to cycling. The Y is dedicated to promoting healthy living while creating a friendly environment.
For families looking for a vibrant community space, the Westport Weston Family YMCA is an excellent place for building connections and staying active together.
Address: 14 Allen Raymond Lane, Westport, CT 06880.
16. Attend a concert or event at the Levitt Pavilion, an outdoor music venue
The Levitt Pavilion is a fantastic outdoor venue located in the heart of Westport. It’s known for its diverse lineup of concerts and events. From classical music to contemporary bands, there’s something for everyone to enjoy.
With a beautiful lawn and comfortable seating, you can relax under the stars as you take in live performances. The atmosphere is vibrant and welcoming, making it a favorite destination for locals and visitors alike.
Many events are family-friendly, providing activities and entertainment for all ages. Bring a picnic and enjoy a night of music with family and friends, creating memories that will last a lifetime.
The Levitt Pavilion often hosts cultural events and community gatherings too, making it more than just a concert venue. It’s a place where art and community come together.
Visiting the Levitt Pavilion is not just about enjoying music; it’s about experiencing the joy of community and shared moments.
Address: 40 Jesup Road, Westport, CT 06880.
17. Explore the boutiques and shops in downtown Westport for unique finds
Downtown Westport is a shopper’s dream, filled with charming boutiques and specialty shops. As you stroll along the streets, you’ll discover unique items ranging from chic clothing to handcrafted gifts. Each store has its character, making shopping an enjoyable experience.
Support local businesses by browsing through distinctive merchandise that you won’t find anywhere else. Spend time exploring the shops and chatting with friendly owners who are passionate about their products.
Don’t forget to pop into cafes and eateries in the area for a quick bite or a refreshing drink. Enjoy a cup of coffee while people-watching or take a break to savor a delicious pastry.
The environment is lively and vibrant, perfect for spending an afternoon with friends or family. You can make a day of it, discovering new finds and enjoying the local charm.
Shopping in downtown Westport is a delightful way to embrace the community spirit while finding something special to take home.
Address: Downtown Westport, CT 06880.
18. Check out the interactive exhibits at Earthplace for a fun and educational experience
Earthplace is a fantastic destination for families and nature enthusiasts. This environmental center offers hands-on exhibits that explore local wildlife, ecosystems, and the natural world. Kids will delight in interactive displays and educational programs that make learning fun.
The center also features outdoor trails where you can experience nature first-hand, providing an excellent setting for walking, hiking, and enjoying the outdoors. Observe birds and other wildlife as you explore the beautiful surroundings.
Earthplace hosts nature programs and camps that engage children in outdoor activities and environmental stewardship. Kids can learn about plants, animals, and the environment while developing a sense of responsibility for nature.
The friendly staff and volunteers are passionate about educating visitors, making it a rich learning environment. Families can spend quality time together while discovering the wonders of the natural world.
A visit to Earthplace promises a joyful and enriching experience full of discovery and connection with nature.
Address: 10 Woodside Lane, Westport, CT 06880.
19. Take a peaceful walk through the Wakeman Town Farm to learn about sustainable practices
Wakeman Town Farm is an educational and community-driven space dedicated to sustainability. A walk through this organic farm offers insights into sustainable farming practices and the importance of local food systems. Visitors can learn about composting, planting, and the seasonal crops grown on the farm.
The farm hosts workshops and events that teach individuals and families how to grow their own food and live sustainably. Engaging with the farm activities can inspire a deeper appreciation for nature and healthy living.
Wander the serene paths while enjoying the fresh air and natural beauty. The peaceful environment is ideal for reflection and connecting with the land.
Children will especially enjoy the hands-on experiences offered at the farm. They can participate in planting and care for animals, fostering a love for the outdoors.
Visiting Wakeman Town Farm is both an educational and tranquil experience that enriches your understanding of environmental stewardship.
Address: 134 Cross Hwy, Westport, CT 06880.
20. Join a cooking class at Sur La Table for a hands-on culinary experience
Sur La Table provides a remarkable opportunity for culinary enthusiasts to expand their skills. Joining a cooking class is a fun and interactive way to learn new recipes and cooking techniques. From Italian pasta to French pastries, the classes cover a variety of cuisines.
Guided by experienced chefs, participants can work as a team, make new friends, and enjoy the delicious dishes created during the class. Everyone is welcome, whether you’re a beginner or an experienced cook.
The classes often emphasize using fresh, local ingredients, aligning perfectly with Westport’s commitment to quality and community. Not only do you get hands-on experience, but you also leave with valuable skills that can elevate your cooking at home.
Don’t forget to take the food you prepare to share with friends and family, or simply enjoy it yourself! Each class provides a fun and rewarding experience.
Joining a cooking class at Sur La Table is a tasty way to spend a day while learning and having fun in the kitchen.
Address: 85 Post Rd E, Westport, CT 06880.
Final Thoughts
Westport, Connecticut, offers a delightful array of activities and experiences for all ages. From scenic nature walks and cultural events to delicious dining and engaging classes, there’s no shortage of ways to enjoy this charming town. Each activity encourages exploration and appreciation for the community’s rich history and beautiful surroundings. If you’re interested in exploring more places, you might want to check out things to do in West Bloomfield or things to do in Stamford, NY.
No matter your interests, Westport has something unique to offer. As you partake in the local experiences, you’ll create lasting memories and connections, making your visit truly special. So get out there and explore all that Westport has to offer!