Westport, CT

Westport is Fairfield County’s most vibrant and culturally rich town, a beautifully situated coastal community on the Long Island Sound with a Saugatuck River running through its heart, a thriving arts scene, acclaimed restaurants, and one of the finest concentrations of design-forward independent boutiques and home stores in all of Connecticut. Known as one of the most livable and sought-after communities in the New York metropolitan area, Westport pairs genuine small-town charm with metropolitan sophistication in equal measure. Our Calico design shop is located right on Post Road East, Westport’s primary commercial corridor.

Whether you’re stopping in to explore our 5,000+ designer fabrics, custom window treatments, and free design services, or making a full afternoon of it, this guide covers the best dining, boutique shopping, beaches, and things to do Westport has to offer.

Where to Eat & Drink

With over 70 restaurants in a town of 27,000 people, Westport punches extraordinarily far above its weight for culinary quality, particularly along the Saugatuck River, where several of the town’s finest restaurants enjoy beautiful waterfront settings.

• The Whelk  · Saugatuck · 575 Riverside Ave Westport’s most acclaimed restaurant, a hyper-seasonal seafood bar with a daily-changing menu built entirely around the freshest available catch, beautiful river views, and an intimate, lively atmosphere. The kitchen’s commitment to freshness and creative preparation has made The Whelk one of the most consistently praised restaurants in Fairfield County. Reserve ahead.
• Rive Bistro  · Saugatuck · 299 Riverside Ave A French-inspired bistro perched directly on the Saugatuck River with al fresco dining that captures the best of Westport’s waterfront character. The menu balances classic French bistro technique with seasonal New England ingredients, steak frites, moules-frites, and daily market specials — in a setting that is among the most beautiful in Connecticut.
• Kawa Ni  · Saugatuck · 19A Bridge Square Japanese comfort food elevated into something genuinely distinctive, ramen, izakaya-style small plates, and creative cocktails in a warm, bustling space that has become one of the most beloved local restaurants in Westport. A total neighborhood favorite with a loyal following across Fairfield County.
• Terrain Garden Café  · Post Road East · 561 Post Road East The Westport outpost of Anthropologie’s celebrated greenhouse-style restaurant concept, serving beautifully crafted seasonal fare in a stunning indoor garden setting. One of the most visually distinctive dining experiences in Connecticut, and a natural pairing with a Calico design consultation for anyone drawn to beautiful spaces and garden aesthetics.
• Nomade  · Downtown Westport An inventive, stylish restaurant with a devoted local following and a menu that draws on global culinary influences with genuine ambition. Among Westport’s most energetic and talked-about dining destinations, always busy, always buzzing, and consistently rewarding.
• The Spotted Horse Tavern  · Downtown Westport Westport’s most beloved neighborhood tavern, a warm, welcoming space with an excellent American menu, a strong craft beer and cocktail selection, and the kind of lively, convivial atmosphere that makes it a gathering place for residents across the town. One of the most consistent and crowd-pleasing dining experiences in Westport.
• The Granola Bar  · Downtown Westport Westport’s unofficial community living room, a beloved breakfast and brunch spot packed each morning with families, freelancers, and anyone who appreciates a genuinely excellent breakfast bowl, avocado toast, or fresh-pressed juice. The first and best stop for a Westport morning.

Boutique Shopping & Local Finds

Westport’s downtown and the surrounding Post Road corridor offer some of the finest boutique shopping in Fairfield County, a mix of beloved independent stores, lifestyle destinations, and national brands curated for a discerning local community.

• Downtown Westport & Saugatuck Village  · Main St & Riverside Ave The heart of Westport’s retail scene, a walkable mix of independent boutiques, specialty food shops, galleries, and coffee houses along Main Street and the Saugatuck waterfront. The town’s architecture, manicured streetscapes, and genuine small-town atmosphere make it one of the most enjoyable downtown shopping experiences in Connecticut.
• Terrain Westport  · Post Road East · 561 Post Road East One of Terrain’s flagship home and garden destinations, a beautifully curated retail experience spanning indoor plants, garden tools, outdoor living goods, artisan home décor, and seasonal furnishings in a greenhouse setting. One of the most distinctive and design-forward shopping experiences in all of Fairfield County, and a natural complement to a Calico design visit.
• Westport Farmers Market  · Imperial Avenue · Thursdays, May–November One of Connecticut’s finest farmers markets, held weekly on Imperial Avenue with fresh local produce, artisan baked goods, specialty cheeses, prepared foods, and a warm community atmosphere. A beloved Westport institution and one of the best Thursday morning outings in Fairfield County during the warmer months.
• Greenwich Avenue  · Greenwich · ~12 miles When a broader luxury shopping excursion is in order, Greenwich Avenue, just 12 miles down the Post Road, is one of the finest shopping streets in the United States, with Chanel, Hermès, Tory Burch, Saks Fifth Avenue, and dozens of luxury boutiques along one of New England’s most beautifully maintained commercial streets.

Arts, Culture & Things to Do in Westport

Westport has a cultural life that belies its size, anchored by a historic performing arts theater, a vibrant contemporary arts center, exceptional beaches, and some of the finest coastal scenery in Connecticut.

• Westport Country Playhouse  · Downtown Westport · 25 Powers Ct One of the most celebrated regional theaters in the northeastern United States, a landmark 1835 barn-turned-playhouse with a storied history stretching back to 1930. The Playhouse has launched some of the most important productions in American theater, and its current season of plays, musicals, and emerging works remains a cornerstone of cultural life in Fairfield County. Check the calendar before any Westport visit.
• MoCA Westport  · Downtown Westport · 19 Newtown Tpke Westport’s contemporary arts center, a vibrant program of rotating exhibitions, studio classes, artist talks, and community events that makes it one of the most active arts organizations in Connecticut. Free and open to the public, MoCA Westport reflects the creative energy that has drawn artists and designers to this community for generations.
• Compo Beach  · Westport · Compo Beach Rd Westport’s iconic Long Island Sound beach, a beautiful stretch of sandy shore with calm, protected swimming, a dedicated sailing and kayak area, a wonderful playground, a seasonal concession, and some of the finest Sound views in Connecticut. An anchor of Westport outdoor life from Memorial Day through Labor Day, and a beautiful walk year-round.
• Sherwood Island State Park  · Westport · ~2 miles Connecticut’s first state park, a 238-acre coastal reserve with two miles of Long Island Sound beach, tidal marshes, woodlands, and exceptional birdwatching. The park’s western meadow contains a moving 9/11 memorial with views across the Sound toward Manhattan. Free admission outside the summer parking season.
• Earthplace – The Nature Discovery Center  · Westport · 10 Woodside Ln A beloved wildlife sanctuary and nature education center on 62 acres of meadows, woodlands, and wetlands in the heart of Westport, with hiking trails, animal exhibits, seasonal programming, and a genuine sense of wild nature just minutes from the downtown. An ideal destination for families and for anyone who wants to decompress between a design consultation and dinner.

Visit Calico’s Westport Design Shop

Our Westport design shop is located at 224 Post Road East, on Westport’s primary commercial corridor, minutes from the Saugatuck River waterfront, downtown Westport, Compo Beach, and the best dining and shopping Fairfield County has to offer.

We offer 5,000+ designer fabrics, trims, and wallpaper and specialize in custom window treatments, Hunter Douglas blinds and shades, custom furniture, bedding, cushions and pillows, and reupholstery services. Our fabric selection includes over 1,000 performance fabric options featuring Sunbrella, Crypton Home and Bella Dura. Our designers are available for free in-store and in-home consultations for all project sizes, from a single accent pillow to a complete home redesign.

• Address: 224 Post Road East, Westport, CT 06880
• Phone: (203) 254-7904
• Hours: Monday–Saturday, 10 AM – 5 PM | Sunday: Closed
• Website: calicocorners.com