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Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Natural Feature
“Love coming here to walk or relax. Dogs allowed Oct-March. After that no dogs and you need a permit. Amazing playground for kids!”
  • 11 locals recommend
Beach
“Sherwood Island State Park has it all if you're looking for outdoor fun: the longest contiguous stretch of beachfront in Fairfield County, several miles of hiking trails, ball fields, grills and picnic tables and concession stands. The Sherwood Island Nature Center offers hands-on experiences with aquatic creatures and a calendar of daily activities. ”
  • 9 locals recommend
Restaurant
“Very hip and delicious taco restaurant in Westport. We love it, but it gets crowded!”
  • 8 locals recommend
Entertainment
“Westport Country Playhouse is rapidly emerging as a nationally recognized professional theater. ”
  • 9 locals recommend
Burger Joint
$$
“On the Saugatuck River in a circa-1840 barge, tavern serving seafood, classic fare & Sunday brunch.”
  • 8 locals recommend
Bar
$$$
“Amazing and creative seafood-based restaurant, welcomes dogs at outdoor tables (good weather only)”
  • 9 locals recommend
Health
“At Longshore there is an outdoor town pool, golf, tennis. Check with them for out of town or one-day passes.”
  • 8 locals recommend
Movie Theatre
““Undoubtedly the most ambitious and entertaining free summer festival in the Northeast” – The New York Times “The Pavilion can always be counted on to serve up a smorgasbord of musical treats to please every age and taste.” – Westport Magazine / Moffly Media ”
  • 8 locals recommend
Route
“ Shops on either side of the street. A lot of nationwide stores--West Elm, Pottery Barn, J crew. Simon Peace is known for its beautiful handmade glass--glasses, dishes, plates. The original store is in Queechee, VT. Beautiful area. Very unique pieces. ”
  • 7 locals recommend
Asian Restaurant
$$$
“Casual, hip, izakaya style Japanese food. I recommend the crab rangoon, pork and garlic ramen, and/or the spicy lamb dan dan. Also, sake bombs!”
  • 7 locals recommend
Italian Restaurant
$$
“Ristorante e golf course e luogo storico dove Fitzgerald scrisse Il Grande Gatsby”
  • 6 locals recommend
New American Restaurant
$$$
“Has great food, Live music venue usually Thurs and Sat, Love the Tuna Tower appetizer (almost a meal itself)! ”
  • 4 locals recommend
Clothing Store
“Great paddle Boarding - even YOGA on a Paddle Board! Teachers are excellent!”
  • 6 locals recommend
Restaurant
$$
“Great margaritas and nice, laid-back indoor and outdoor environment. We’re not huge fans of the food, but a snack or two to help the margaritas go down is sometimes the way to go. ”
  • 4 locals recommend
Bar
$$$
“Delicious human food and cocktails, dogs welcome at outdoor tables (nice weather only)”
  • 5 locals recommend
Restaurant
$$
“Mario Batali has finally joined us in the suburbs. Very solid Italian food. ”
  • 5 locals recommend

Top restaurants

Restaurant
“Very hip and delicious taco restaurant in Westport. We love it, but it gets crowded!”
  • 8 locals recommend
Burger Joint
“On the Saugatuck River in a circa-1840 barge, tavern serving seafood, classic fare & Sunday brunch.”
  • 8 locals recommend
Bar
“Amazing and creative seafood-based restaurant, welcomes dogs at outdoor tables (good weather only)”
  • 9 locals recommend
Asian Restaurant
“Casual, hip, izakaya style Japanese food. I recommend the crab rangoon, pork and garlic ramen, and/or the spicy lamb dan dan. Also, sake bombs!”
  • 7 locals recommend
Italian Restaurant
“Ristorante e golf course e luogo storico dove Fitzgerald scrisse Il Grande Gatsby”
  • 6 locals recommend
New American Restaurant
“Has great food, Live music venue usually Thurs and Sat, Love the Tuna Tower appetizer (almost a meal itself)! ”
  • 4 locals recommend
Restaurant
“Great margaritas and nice, laid-back indoor and outdoor environment. We’re not huge fans of the food, but a snack or two to help the margaritas go down is sometimes the way to go. ”
  • 4 locals recommend
Bar
“Delicious human food and cocktails, dogs welcome at outdoor tables (nice weather only)”
  • 5 locals recommend

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