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Things To Do In Westport Ct This Weekend

Hit The Water With Westport Paddle Club

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One of Westport’s best assets can be found by the shore. Flanked by both the Long Island Sound and Saugatuck River, this quaint town offers plenty of opportunities to get out on the water.

Whether you’re hoping to stand up paddleboard or kayak, it’s easy to hit the waves in Westport. Those who choose to explore the town by sea will be wowed by the impressive views found along the Saugatuck River’s shores.

SUP past the library, under stone bridges, and around the Longshore Club towards Compo Beach and the Long Island Sound. You could spend hours on the water without ever getting bored.

Don’t have gear? No worries! The Westport Paddle Club, located at Bridgebrook Marina, rents paddleboards, as well as single and double kayaks by the hour . They even offer guided tours, yoga, and paddle fit classes for those looking for a more organized experience.

Address: 471 Riverside Avenue, Westport, Connecticut

Things To Do In Westport Connecticut With Kids

Westport is one of the prettiest coastal towns in all of Connecticut. Located 50 miles from New York City, it’s also a definitively family-friendly locale. Over the years, Westport has become one of the most affluent suburbs in America. This culturally rich New England town doesn’t international flavor yet retains its old New England small-town charm. Life in this lovely place really does revolve around the family, and there is no shortage of things to do in Westport with kids all year round. Here is a list of some of the best activities Westport has to offer.

Be sure to keep tabs on our Connecticut events calendar for daily updates on happenings at favorite spots, and more local and virtual opportunities for family fun.

2021 note: While we are trying to promote safer activities that occur outdoors or with social distancing guidelines in place, please keep your family and others safe by always wearing a mask and maintaining an appropriate distance. If you arrive at an event that appears too crowded, try using the nearby search feature on our events calendar to find something else to do.

Enjoy The Waters Of Sherwood Island State Park

On the record as the first state park of Connecticut, this charming destination remains one of Westports finest.

This park features a picnic grove, a salt marsh nature trail, and the sandy Sherwood Beach of Long Island Sound.

This beach is ideal for swimming, especially from Wednesday through Sunday, as there are beach lifeguards on duty on those days.

You can also go surf or shore fishing anywhere on the parks shoreline outside the designated swimming areas.

The Sherwood Island State Park features an observation platform where you can view nearby marsh and its resident wildlife.

The park likewise runs a nature center with a wide range of exhibits and displays the rich diversity of Sherwood Islands animal and plant life.

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Enjoy A Stroll On The Boardwalk At Compo Beach

Compo Beach is situated on a 29-acre green park with recreating facilities such as a softball field, a multi-purpose field, a skate park, and two lighted basketball courts. In addition to being a perfect destination for a walk, Compo Beach is handicapped-accessible, and you are allowed to tag your dog along at designated places. The beach is open all week, 24 hours a day, and entry is completely free.

Best Things To Do In Westport

50 Things to do this weekend in Connecticut, Sept. 19

Actor Paul Newman moved to Westport in the early 1960s and would stay until he passed away in 2008. He was active in the Westport community as a driving force behind the highly-regarded Westport Country Playhouse, but also gifted land to the town and even opened the Farmers Market in 2006. In summer you can hit Westports excellent public beaches, go paddleboarding on the Saugatuck River and sit down to an outdoor concert at the famous Levitt Pavilion.

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Go Back In Time Exploring Westport Museum For History & Culture

Discover the fascinating history of Westport at Westport Museum for History & Culture, a historic landmark that celebrates the towns collective heritage since 1889. On the museums premises is Bradley-Wheeler House, which kids will love thanks to its interactive elements, gift shop and activities such as WiFi games and art and recreation. Making history an educational experience, the museum features walking tours, author talks, film showings, history happy hours and entertaining exhibits. Whats amazing is the wealth of historic artefacts, archives, textiles and art that trace the towns impressive heritage.

Westport Museum for History & Culture

Address: 25 Avery Pl, Westport, CT 06880, United States

Opening hours: Tue – Fri: 11am – 5pm Sat: 10am – 4pm

Price: 5 USD , 3 USD , free for children aged 10 and below

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Best Things To Do In Westport Ct

Visit Westport in Fairfield County, Connecticut, to capture the charming essence of a New England town.

Covering an area of about 33 square miles, Westport is one of Fairfields eight communities along Connecticut’s Gold Coast off the estuary, Long Island Sound.

The places to see and things to do in Westport have been woven deftly around the towns establishment dating back to 1648.

The towns founders were five men called Bankside Farmers, who settled along Long Island Sound after following cattle to the area.

The founders legacy remains today in the Greens Farms, Westports oldest neighborhoods named after John Green, which is one of the Bankside Farmers.

Incorporated in 1835, Westport has grown a vibrant downtown and a bustling commercial space over the years.

While it offers modern conveniences, Westport has retained the vibe of a New England town.

Visitors and residents enjoy this rare mix because of the local communitys commitment to conserve the town’s natural resources and preserve its traditions.

Thus, the town can boast a wide range of opportunities for leisure and recreation as can be seen in these things to do in Westport.

Welcome To Westport Ct

Sherwood Island State Park Westport CT TOUR

Have Some Unique Fun on the East Coast in Westport, CTThe historic community lies along the Long Island Sound in the southwestern corner of Connecticut. The first European settlers arrived in 1693 and established farms. By 1910, the tranquil, scenic destination began attracting artists, authors and musicians. Shortly thereafter, Westport slowly evolved into a suburban community. Along with water-based recreation opportunities, guests enjoy visiting the Music Theatre of Connecticut, attending programs hosted by the Rolnick Observatory and exploring Sherwood Island State Park.

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The 20 Best Things To Do In Westport Ct

Westport is one of the most interesting towns in the United States. It is located 52 miles from New York City and 40 miles from Manhattan Westport is centrally located, making it easily accessible by railway or road. There are plenty of fun activities you can try out during your stay in this beautiful city, such as going paddleboarding along the Saugatuck River, visiting the Westport Country Playhouse, being amazed by the natural beauty of its public beaches, going on a shopping spree at many local boutiques, enjoy the eclectic mix of contemporary and traditional art at the towns local museum. Here, we will take a closer look at some of the 20 best things to do in Westport, CT.

Indian Leap Falls Norwich Ct

This hidden gem in Connecticut is located in such an unexpected location near downtown Norwich. Indian Leap Falls is a stunning waterfall located near old railroad tracks. It is completely free to visit this park and there is a small parking lot available next to an informative sign about how Indian Leap Falls got its name.

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Parks & Nature Preserves

  • Devils Den Preserve*Being the largest preserve in Connecticut, the Conservancy is one of the most protected pieces of land and the perfect place for low-impact outdoor activities. Devils Den is home to some part of the Saugatuck River that has many aquatic species and also a lot of other types of wildlife that need the woodland to be reproductive.
  • Farm River State ParkPerfectly located, enjoy a nice day alongside the Farm River basking in the sun and fresh air.
  • Sherwood Island State Park*Connecticuts first state park is one of the finest in the state. Enjoy the beach and a picnic lunch outdoors!
  • Silver Sands State ParkCollect some seashells along the sandy shore at Silver Sands State Park. This is a great place to visit during all four seasons to enjoy a nice walk along over a half mile shoreline.
  • Tunxis TrailEnjoy hiking or walking on the Tunxis Trail which will take you to different parts of Connecticut with outstanding views and a variety of terrain. This trail consists of 38.5 miles and is part of a larger 83 mile trail system.

Relax On Jennings Beach

Things to do in Westport this weekend

Once you step foot on Jennings Beach, youll see why its been deemed one of the best beaches in Connecticut. Iconic white lifeguard stands are dotted along its long, wide shoreline. The calm, azure water sparkles its welcome, enticing little ones to jump in for a swim.

The pristine sand is often packed with families enjoying a day of picnicking, sandcastle building, and frolicking. Picnic tables offer a less messy spot to enjoy your packed lunch, while the northern fishing pier serves as a perfect backdrop for artsy photos.

Restrooms, a concession stand, and other amenities are on offer, but youll have to bring your own chair and umbrellas. Sit back, relax, and watch boats sail past the grandiose cottages lining the nearby shores.

Residents must buy a beach pass to park here between Memorial and Labor Days. Visitors can purchase a daily pass, but it costs enough that theyll want to ensure they get a full days worth of fun.

Address: 880 South Benson Road, Fairfield, Connecticut

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Fairfield County Antique And Design Center

Visitors who enjoy spending time admiring and seeking out beautiful one-of-a-kind décor pieces are going to love spending a few hours at the Fairfield County Antique and Design Center. The center is home to more than 80 individual dealers specializing in fine antiques, art and home décor. Here you can find just about anything you need to beautify your home in styles to suit all tastes and budgets. There is also a brilliant art gallery which features sculptures, paintings and photos by artists from all parts of the country. The Wednesday evening antique auction is the ideal opportunity to try and pick up a bargain.

Fairfield County Antique and Design Center, 39 Knight Street, Norwalk, CT 06851, 203-826-8575

Visit The Westport Library

The Westport Library is one of the towns popular tourist attractions and one of the towns busiest locations. It is the perfect location to work on your job-related assignments, read your favorite book, or relax. There is also free Wi-Fi, laptop booths, a lively kids read section, a quiet reading room, and a computer terminal. The library is used to host film screenings and public art exhibitions.

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Inspire your inner traveller when you make a trip to Westport in Fairfield County, Connecticut, one of the most interesting towns in the United States. Located 52 miles from New York City and 40 miles from Manhattan, Westport is easily accessible by road or railway as it has two train stations in town. Be amazed by its natural surroundings when visiting its public beaches or going paddleboarding along the Saugatuck River. Be delighted by the culinary delights at the famous restaurants in town. Be thrilled by the eclectic mix of traditional and contemporary art at the local museum. Go on a shopping spree at the many local boutiques. Read on further to discover the best things to do in Westport, Connecticut.

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Sherwood Island State Park

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Purchased in 1914, Sherwood Island is Connecticuts first state park, and is still considered one of its best.

In 283 hectares theres woodland, wetland and a gorgeous beachfront.

At East and West Beach you can relax by Long Island Sound and go for a swim, and the beaches are large enough to never gets too crowded.

You may need to wear watershoes to protect your feet from the sharp stones and shells on the beaches.

Behind there are plenty of picnic tables, a picnic shelter and a couple of concession stands.

A boardwalk trail will lead you into a preserved salt marsh environment, and theres a Nature Center open seasonally from Wednesday to Sunday.

Inside are smart displays informing you about the parks wildlife.

The center also organises bird-watching, nature walks and more in summer.

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Shop Organic At The Westport Farmers Market

Reserve a Thursday visit to Westport, as on this day, the town has a farmers market in the Imperial Avenue parking lot.

This market boasts the best in organic produce, in addition to artisanal meats, baked goods, and quick eats.

One must-try at the Westport Farmers Market is the Riverbank Farm Kitchen for its organic produce ranging from tomatoes to radishes and hummus.

Another local favorite, the Wave Hill Bread Station, offers the popular pastry monkey bread and focaccia baked using the best artisan flour.

This baker’s other tasty options include its classic multi-grain bread and a caramelized garlic loaf.

Gallaher Mansion And Cranbury Park

Source: Karl Thomas Moore / Wikimedia

This park is barely ten minutes away in Norwalk and is composed of 227 acres of beautiful parkland and sculpture gardens around the Tudor Revival Gallaher Mansion.

The residence was constructed for the industrialist Edward Beach Gallaher in 1931 during the Great Depression, and has mullioned windows, cross gables, hand-painted stained glass and embattled window bays.

Fronting the house is an expansive lawn, those sculpture gardens and a stately stone terrace.

The oak-panelled house is rented out for functions, while the grounds are open to the public for hiking, tennis, dog walking, disc golf, picnicking and to bring wee ones to the playground.

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Take A Tour Of Hummock Island Oyster Farm

Located near Compo Beach, Hummock Island Oyster Farm is best known for growing oysters using state-of-the-art technology. Your experience at the farm is further improved by booking a tour that begins with a short boat ride and learning more about ancient crafts of farming. Hummock Island Oyster Farm is open all days of the week, 24 hours a day.

Become Inspired At Moca Westport

Things to do in Westport this weekend

Westport’s Museum of Contemporary Art is fantastic. Formerly known as the Westport Arts Center, this local staple moved to its new location on Newtown Turnpike in 2019. An essential part of the Westport community for nearly 50 years, this non-profit visual and performing arts center is fabulous.

In line with the town’s love of all things artsy, MOCA features the varied talents of artists, ranging from beginners to seasoned pros. No matter which types of culture you prefer sculpture, painting, contemporary pieces, chamber music, or films you’ll find yourself well and truly entertained.

Since Westport is extremely family-oriented , MOCA caters to parents and children alike. Art classes, lectures, family art days, and artist talks are offered at various times throughout the year.

Address: 19 Newtown Turnpike, Westport, Connecticut

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Romantic Getaways In Ct: The Whalers Inn

Located in the heart of Historic Downtown Mystic, just half a block from the Historic Bascule Drawbridge and scenic Mystic River, restaurants, shops and the world famous Mystic Seaport Museum of America and the Sea, The Whalers Inn is the largest inn in this historic charming village. It has a range of different rooms and suites located in five beautifully maintained Victorian-style houses in downtown Mystic.

The rooms are beautifully and uniquely decorated with period touches and have private bathrooms, free wifi and flat-screen TVs. Some rooms feature fireplaces, whirlpool tubs and/or sitting areas. Gourmet continental breakfast is served in the Hoxie House, the main inn building, in a cozy hospitality room. The inns own Four-Star Restaurant Bravo Bravo serves excellent Italian food.

20 East Main Street, Mystic, CT 06355, 860-536-1506

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