Sandwiched between New Haven and New York, the well-to-do town of Westport is one of Connecticut’s most desirable addresses.
A former haven for artists and writers in the 1950s and ‘60s, it maintains its artsy charm alongside beautiful beaches and standout schools.
With more families flocking to this quintessential seaside New England town, it’s the perfect place for our new Saatva Viewing Room.
From summertime swimming at Compo Beach to shows at the Westport Country Playhouse to weekends at the Westport Farmers Market, it’s full of community fun.
Here are our favorite places to shop, eat, and play in Westport, Conn.
Where to shop
Saatva Viewing Room
Our new Saatva Viewing Room is as stylish as its surroundings. Neutral tones and warm lighting invite shoppers into this stress-free shop, where state-of-the-art technology makes shopping for your dream mattress simple and stress-free. Once you’ve chosen, our handcrafted mattresses are delivered directly to your bedroom from one of our nearby delivery partners, ensuring our carbon footprint is as low as possible.
Saatva Westport: 888 Post Rd East
The Toy Post
A trip to The Toy Post is the ultimate treat for a Westport kid. Opened in 2018 by a brother and sister duo, there’s a huge variety of toys, costumes, books, games, and puzzles to peruse. From princess outfits to superhero Lego sets to dart boards to stuffed animals, a new beloved toy is waiting to be plucked from the shelves.
The Toy Post: 180 Post Rd East
Lux Bond & Green
In operation since 1898, Lux Bond & Green is one of New England’s most trusted luxury jewelers. Specializing in Rolexes, engagement rings, and David Yurman creations, a trip here is typically reserved for special occasions—s. So save up or splurge on some sparkly at this Westport go-to.
Lux Bond & Green: 136 Main St
Bungalow Decor
Locals have been decking their homes out with goods from Bungalow for over 30 years. The interiors of this modern New England bungalow look like they’re straight out of a glossy magazine. Selling the finest home goods from Europe and beyond, you can find everything from vintage ceramics to custom wool rugs.
Bungalow: 4 Sconset Sq
Bridgewater Chocolate
Started a stone’s throw away in Bridgewater, Conn., this celebrated chocolate brand is a New England classic. If you’ve got a sweet tooth, select a variety of chocolates to take home with you, including a caramel Pilgrim hat, peanut butter pattie, and any one of their homemade truffles.
Bridgewater Chocolate: 165 Main St
Where to eat and drink
Kawa Ni
Kawa Ni means “on the river,” which makes sense given its location along the Saugatuck River. This long-loved Japanese fusion spot emphasizes its creative cocktails and sake bombs alongside a menu of Asian comfort food. Try the Japanese chicken karaage, the Chinese lamb dan dan noodles, and the Vietnamese pork belly banh mi.
Kawa Ni: 9A Bridge Sq
Black Duck Cafe
Foodies may recognize this classic New England pub from Guy Fieri’s Diners, Drive-Ins, and Dives. A laidback Westport institution, it’s known for its righteous burgers and off-the-hook live bands. Stop in for some fresh steamers, spicy buffalo tenders, and their signature Black Duck burger.
Black Duck Cafe: 605 Riverside Ave
Rive Bistro
This cozy riverside restaurant is Westport’s date-night destination. Inspired by a French bistro, when the weather is warm, diners eat steak frites by the river, and when the leaves start to change, the fireplace roars while couples share cheese fondue inside. Don’t skip out on the French onion soup either.
Rive Bistro: 299 Riverside Ave
Capuli Restaurant
West Coast meets East at this California-inspired Mediterranean restaurant. Perfect for a healthy lunch or dinner, fresh, seasonal produce and whole grains grace the menu here. Order one of the various meat skewers served with homemade chimichurri sauce or any of the burgers or pastas made with your choice of protein.
Capuli Restaurant: 143 Post Rd East
The Whelk
When in coastal New England, a seafood feast is practically mandatory. The Whelk specializes in fresh and sustainably caught fish and shellfish. Sample a wide variety of oysters from up the coast, the blackened cod sandwich, or a rich and comforting seafood stew.
The Whelk: 575 Riverside Ave
Where else to spend time
Sherwood Island State Park
Known as Connecticut’s first state park, Sherwood Island has 235 acres of beachfront, wetlands, and coastal forest. There’s plenty to do here, from paying your respects at the 9/11 Living Memorial and Pavilion to walking its forested paths to playing on its disc golf course.
Sherwood Island State Park: Sherwood Island Connector
Westport Country Playhouse
This non-profit theater pays homage to Westport’s reputation as a haven for artists. It has welcomed playwrights, actors, directors, and performers since it opened in 1931. Check the website to sign up for a free tour of the historic theater or get tickets to one of its seasonal performances.
Westport Country Playhouse: 25 Powers Ct
FAQs
What is Westport, Connecticut known for?
Westport is known as an affluent commuter town outside of New York City and New Haven. Its school system is also considered one of the best in the country.
Is Westport, Connecticut worth visiting?
We can never say no to a beautiful coastal town! Westport is worth visiting for its lovely beaches, golf course, and Sherwood Island State Park.
Check out our additional travel guides for advice on how to spend the day near our other Viewing Rooms:
- Washington, DC’s Logan Circle
- San Francisco’s Union Square
- West Hollywood, Los Angeles
- New York City’s Upper East Side
- New York City’s Flatiron
- Boston’s Back Bay
- Chicago’s Lincoln Park
- Dallas’s Uptown
- Charlotte’s South Park
- Portland’s Pearl District
- Philadelphia’s Rittenhouse Square
- Seattle’s University Village
- San Diego’s La Jolla
- Orlando’s Winter Park
- Baltimore’s Harbor East
- Houston’s Uptown