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Excitedly Exploring Westport, Connecticut: The Best & Fun Things To Do + Places To Visit
Are you planning to visit Westport, Connecticut? Whether you’re a resident or a tourist, this charming town has plenty to offer. From beaches and outdoor activities to arts and culture, historical landmarks, and nature and wildlife, Westport has something for everyone. In this article, we’ll explore the best and most fun things to do and places to visit in Westport, Connecticut.
If you’re looking for a day of fun in the sun, Westport’s beaches are a must-visit. Compo Beach, with its soft sand and clear waters, is a popular spot for swimming, sunbathing, and building sandcastles. Sherwood Island State Park is another great option, with its stunning views of Long Island Sound and ample opportunities for hiking, fishing, and picnicking.
But Westport isn’t just about beaches and outdoor activities. The town is also home to a thriving arts and culture scene, with numerous galleries, museums, and theaters to explore. From the Westport Country Playhouse to the Westport Arts Center, there’s no shortage of cultural experiences to be had. And let’s not forget about the town’s historical landmarks, like the Saugatuck Congregational Church and the Sherwood Island State Park Nature Center, which offer a glimpse into Westport’s rich history.
Exploring Westport
Welcome to the charming town of Westport, located in the heart of New England. With its picturesque beaches, quaint downtown area, and rich history, Westport is the perfect destination for a fun-filled getaway.
Start your day by taking a stroll through the charming New England town. You’ll find unique boutiques, art galleries, and antique shops along Main Street. Stop by the Westport Country Playhouse, a historic theater that has been entertaining audiences for over 90 years.
Next, head to Compo Beach, one of the best beaches in Connecticut. Build a sandcastle, play beach volleyball, or simply relax and soak up the sun. You can also rent kayaks or paddleboards and explore the Saugatuck River, which runs alongside the beach.
If you’re a history buff, don’t miss the chance to visit the Westport Historical Society. Here, you can learn about the town’s fascinating past and see artifacts from Westport’s early days as a farming community.
For a unique adventure, take a hot air balloon ride with Aer Blarney Balloons. You’ll soar over the scenic countryside and get a bird’s eye view of Westport and the surrounding area.
End your day with a delicious meal at one of Westport’s many excellent restaurants. From fresh seafood to farm-to-table cuisine, there’s something for every taste and budget.
With so much to see and do, Westport is the perfect destination for a fun and memorable vacation.
Beaches in Westport
Westport is home to some of the best beaches in Connecticut. Whether you want to swim, sunbathe, or simply enjoy the scenery, there is a beach in Westport that is perfect for you. Here are two of the most popular beaches in Westport:
Compo Beach
Compo Beach is Westport’s main tourist attraction and one of the best beaches in Connecticut. This lush area boasts 29 acres of park, which includes a marina, pickleball courts, a skate park, basketball courts, beach volleyball courts, a baseball diamond, a pavilion, and a children’s playground. The beach is located on the shores of Long Island Sound and provides visitors with a beautiful view of the water. The beach is also equipped with lifeguards, bathrooms, and showers, making it a great place to spend the day with family and friends.
Sherwood Island State Park
Sherwood Island State Park is another popular beach in Westport. The park is located on the shore of Long Island Sound and boasts over 235 acres of beach, wetlands, and woodlands. The beach provides visitors with a beautiful view of the water and is equipped with lifeguards, bathrooms, and showers. The park also has picnic areas, hiking trails, and a nature center, making it a great place to spend the day with family and friends.
In conclusion, Westport is home to some of the best beaches in Connecticut. Whether you want to swim, sunbathe, or simply enjoy the scenery, there is a beach in Westport that is perfect for you. So pack your sunscreen, grab your towels, and head to the beach for a day of fun in the sun!
Outdoor Activities
When it comes to outdoor activities, Westport, Connecticut has something for everyone. Whether you’re looking to paddle down the Saugatuck River, hike through a scenic trail, or enjoy a picnic with family and friends, Westport has got you covered. Here are some of the best outdoor activities to try in Westport:
Kayaking and Paddleboarding
Kayaking and paddleboarding are two of the most popular outdoor activities in Westport, and for good reason. The Saugatuck River provides the perfect backdrop for a relaxing paddle down the waterway. You can rent kayaks and paddleboards from various vendors in the area, such as Downunder Kayaking or Saugatuck Rowing Club. Whether you’re a beginner or an experienced paddler, kayaking or paddleboarding down the Saugatuck River is an experience you won’t forget.
Hiking Trails
Westport is home to some of the most scenic hiking trails in Connecticut. One of the most popular trails is the Aspetuck Land Trust, which offers over 40 miles of trails through wooded areas, meadows, and streams. Other popular trails include the Earthplace Trails, which offer a variety of terrain and scenic views, and the Sherwood Island State Park trails, which provide stunning views of Long Island Sound.
Picnic Spots
Westport has plenty of picnic spots where you can enjoy a meal with family and friends. Some of the best picnic spots in the area include Winslow Park, which features picnic tables, grills, and a playground for kids, and Compo Beach, which has picnic areas, a playground, and basketball and volleyball courts. You can also head to Sherwood Island State Park, which has plenty of picnic tables and grills, as well as stunning views of the water.
Westport Skate Park
If you’re looking for a more active outdoor activity, head to the Westport Skate Park. The park features a variety of ramps, rails, and obstacles for skateboarders and BMX riders to enjoy. The park is open to riders of all skill levels and is a great place to spend an afternoon with friends.
Overall, Westport, Connecticut offers a wide range of outdoor activities for visitors and locals alike. Whether you’re looking to kayak down the river, hike through scenic trails, or enjoy a picnic with family and friends, Westport has got you covered.
Arts and Culture
Westport, Connecticut is a hub for arts and culture. Whether you are a fan of theater, music, or contemporary art, Westport has something to offer. Here are some of the top places to visit and things to do for art and culture enthusiasts.
Westport Country Playhouse
The Westport Country Playhouse is a historic theater that has been entertaining audiences since 1931. The theater was originally built as a barn for horses and was later converted into a theater by the playwright Lawrence Langner. The theater has hosted many famous actors and actresses, including Paul Newman, who made his acting debut at the playhouse in 1953. Today, the theater hosts a variety of performances, from Broadway shows to new plays and musicals.
Levitt Pavilion for Performing Arts
The Levitt Pavilion for Performing Arts is an open-air concert venue located in downtown Westport. The pavilion hosts a variety of events throughout the summer, including concerts, film showings, and author talks. The pavilion is a great place to relax and enjoy some live music, and it’s free to attend most events.
MoCA Westport
MoCA Westport is a contemporary art museum located in the heart of downtown Westport. The museum features rotating exhibitions of contemporary art, as well as educational programs and events for all ages. The museum also hosts artist talks, film screenings, and other events throughout the year.
Whether you’re a fan of theater, music, or contemporary art, Westport has something to offer. Visit the Westport Country Playhouse for a night of classic theater, catch an open-air concert at the Levitt Pavilion, or explore the world of contemporary art at MoCA Westport.
Historical Landmarks
If you are a history buff, Westport has many historical landmarks that you can visit. Here are a few of the most popular ones:
Bradley-Wheeler House
Built in the 1790s, the Bradley-Wheeler House is a beautiful example of Federal-style architecture. The house was once owned by a prominent Westport family, and today it is a museum that showcases what life was like in the 18th and 19th centuries. You can take a guided tour of the house and learn about the history of Westport and the people who lived there.
Adams Academy
Another historical landmark in Westport is the Adams Academy. Built in 1833, the academy was once a school for boys and girls. Today, it is a museum that houses artifacts from Westport’s past, including documents, photographs, and furniture. You can take a guided tour of the museum and learn about the history of education in Westport.
Both the Bradley-Wheeler House and Adams Academy are maintained by the Westport Historical Society, which is dedicated to preserving the history of Westport. The society offers walking tours of the town, as well as “History Happy Hours” where you can learn about Westport’s history while enjoying a drink.
Whether you are a history buff or just interested in learning more about Westport’s past, these historical landmarks are definitely worth a visit.
Nature and Wildlife
If you’re a nature lover, Westport has a lot to offer. From wildlife sanctuaries to observatories, there’s something for everyone. Here are two places that you should definitely check out:
Earthplace
At Earthplace, you’ll find a 62-acre nature sanctuary and wildlife center that’s perfect for families. The sanctuary is home to over 50 animal ambassadors, including owls, ferrets, rabbits, lizards, and amphibians. You can also explore the walking trails, picnic grove, and outdoor amphitheater. If you’re looking for an educational experience, Earthplace offers a variety of programs designed to connect children to nature.
Westport Observatory
If you’re interested in stargazing, the Westport Observatory is the place to be. The observatory is run by the Westport Astronomical Society and is open to the public on select nights. You’ll have the opportunity to look through the telescopes and learn about the night sky from experienced astronomers. If you’re lucky, you might even catch a glimpse of a shooting star or a passing comet.
Whether you’re exploring the wildlife sanctuary at Earthplace or gazing at the stars at the Westport Observatory, you’re sure to have a fun and educational experience. Don’t forget to bring your camera and capture some of the beautiful sights that Westport has to offer!
Downtown Westport
If you’re looking for a place to spend a fun day in Westport, Downtown Westport is the perfect place to start. With its charming streets lined with shops, restaurants, and cafes, you’ll find plenty of things to do here. Whether you’re looking for a relaxing afternoon or a night out on the town, Downtown Westport has something for everyone.
Westport Library
One of the highlights of Downtown Westport is the Westport Library. This modern and spacious library is a great place to spend an afternoon. With its comfortable seating areas, free Wi-Fi, and extensive collection of books and magazines, you can easily spend hours here. The library also hosts a variety of events and workshops throughout the year, so be sure to check their schedule for upcoming activities.
Westport Farmers Market
If you’re a foodie, you won’t want to miss the Westport Farmers Market. Held every Thursday, this market is a great place to find fresh produce, baked goods, and other artisanal foods. You’ll find everything from organic fruits and vegetables to locally made cheeses and breads. It’s a great place to stock up on ingredients for a picnic or to try some of the local specialties.
Boutiques and Shops
Downtown Westport is also home to a variety of boutiques and shops. From high-end fashion to unique gifts and home decor, you’ll find something for everyone here. Some of the most popular shops include Anthropologie, Serena & Lily, and Terrain. If you’re looking for something one-of-a-kind, be sure to check out some of the smaller boutiques and specialty stores.
Parking can be a bit of a challenge in Downtown Westport, especially during peak hours. However, there are several parking lots and garages in the area, so you should be able to find a spot with a bit of patience. If you’re looking for a great view, head down to the Saugatuck River, which runs through the heart of Downtown Westport. Whether you’re looking for a relaxing afternoon or a night out on the town, Downtown Westport is the perfect place to spend a day.
Events and Festivals
Westport is known for its lively events and festivals that take place throughout the year. Whether you love music, art, or food, there’s something for everyone to enjoy.
One of the most popular events is the Westport Fine Arts Festival, which takes place in July. This two-day festival features over 175 juried artists showcasing their work in a variety of mediums, including painting, photography, sculpture, and more. You can also enjoy live music, food trucks, and a beer and wine garden.
If you’re a jazz lover, you won’t want to miss the Westport Jazz Festival. This annual event takes place in September and features world-class jazz musicians from around the country. You can enjoy performances at various venues throughout the town, including the Levitt Pavilion.
For fans of chamber music, the Westport Arts Center hosts an annual Chamber Music Festival. This three-day event features performances by renowned musicians in intimate settings, allowing you to experience the beauty of chamber music up close.
If you’re looking for something a little more exotic, check out the Val Ramos Flamenco Ensemble. This group performs traditional flamenco music and dance, bringing a taste of Spain to Westport. You can catch their performances at various venues throughout the year.
No matter what your interests are, you’re sure to find something to enjoy at one of Westport’s many events and festivals. So grab your friends and family and get ready to have some fun!
Travel Tips
You’re excited to explore Westport, Connecticut, and want to make the most of your trip. Here are some travel tips to help you have a great experience:
Getting Around
If you’re driving to Westport, keep an eye out for CT license plates with the number “2026” on them. These plates are part of a new initiative to promote tourism in Connecticut, so you might see them on the road. Parking can be limited in downtown Westport, so consider using public transportation or ride-sharing services if you’re staying in the area.
Nearby Attractions
Westport is located in Fairfield County, which has plenty of other attractions to explore. If you’re traveling with a pet, head to the Southport Dog Park in Fairfield for some off-leash fun. Norwalk is also nearby and has a great aquarium that’s perfect for families. And if you’re up for a day trip, New York City is just a train ride away.
Local Events
Check out Tripadvisor or other local event calendars to see what’s happening in Westport during your stay. The Westport Farmers Market is a must-visit if you’re in town on a Thursday. And if you’re visiting in September, be sure to check out the Westport Maker Faire, which showcases the creativity and innovation of the local community.
Dining
Westport has plenty of great dining options, from casual cafes to upscale restaurants. If you’re looking for a fair or festival, be sure to check out the Westport Fine Arts Festival, which takes place in July and features live music and food vendors.
Weather
Westport has a humid subtropical climate, which means it can get hot and humid in the summer. Bring plenty of sunscreen and stay hydrated if you’re planning to spend time outdoors. In the fall, the foliage is beautiful, but the weather can be unpredictable, so pack layers.
Overall, Westport is a charming town that’s perfect for a weekend getaway or a longer vacation. Keep these travel tips in mind to make the most of your trip.
Frequently Asked Questions
What are the top-rated restaurants in Westport, CT?
Westport, CT is known for its diverse culinary scene. Whether you’re looking for a fine dining experience or a casual meal, you’ll find plenty of options to choose from. Some of the top-rated restaurants in Westport, CT include The Whelk, Terrain Garden Cafe, and Jesup Hall. The Whelk is a seafood restaurant that offers a variety of fresh and delicious dishes. Terrain Garden Cafe is a farm-to-table restaurant that serves healthy and organic food. Jesup Hall is a gastropub that offers a unique and creative menu.
What are some fun outdoor activities to do in Westport, CT?
Westport, CT is a great place to enjoy the outdoors. There are plenty of activities to choose from, including hiking, biking, and boating. Some of the best outdoor activities in Westport, CT include visiting Compo Beach, hiking at Devil’s Den Preserve, and kayaking on the Saugatuck River. Compo Beach is a beautiful beach that offers swimming, sunbathing, and picnicking. Devil’s Den Preserve is a nature preserve that offers hiking trails and scenic views. Kayaking on the Saugatuck River is a fun and relaxing way to explore the area.
What are the best places to visit in Westport, CT for families?
Westport, CT is a family-friendly destination that offers plenty of activities for all ages. Some of the best places to visit in Westport, CT for families include Earthplace, the Westport Country Playhouse, and the Westport Library. Earthplace is a nature center that offers interactive exhibits and outdoor activities. The Westport Country Playhouse is a theater that offers family-friendly productions. The Westport Library is a community hub that offers storytimes, crafts, and other activities for kids.
What are some unique attractions to see in Westport, CT?
Westport, CT is home to several unique attractions that are worth checking out. Some of the most unique attractions in Westport, CT include the Westport Historical Society, the Sherwood Island State Park, and the Wakeman Town Farm. The Westport Historical Society is a museum that showcases the history of the area. Sherwood Island State Park is a beautiful park that offers hiking trails, beaches, and picnic areas. Wakeman Town Farm is a working farm that offers tours and educational programs.
What is the nightlife like in Westport, CT?
Westport, CT is a vibrant town that offers plenty of nightlife options. Whether you’re looking for a quiet night out or a lively atmosphere, you’ll find something to suit your taste. Some of the best nightlife spots in Westport, CT include the Black Duck Cafe, the Spotted Horse Tavern, and the Pearl at Longshore. The Black Duck Cafe is a cozy pub that offers live music and a friendly atmosphere. The Spotted Horse Tavern is a trendy bar that offers craft cocktails and delicious food. The Pearl at Longshore is a waterfront restaurant and bar that offers stunning views and a sophisticated atmosphere.