A wooden gazebo with a tiled roof, surrounded by lush greenery and trees.

Cottages in Westbrook

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Cottages in Westbrook

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

A modern house with a deck, outdoor seating, and a fire pit.

A living room with a sofa, a coffee table, a dining table with chairs, and a view through a glass door to an outdoor area.

A modern living room with a sofa, a dining table, and a kitchen area in the background.

1. North Fork Resort

Greenport

$266

$304 total

includes taxes & fees

Sep 30 - Oct 1

A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

A kitchen with a large window, wooden cabinets, and a granite countertop.

A spacious living room with a fireplace, large windows, and a balcony with a view of the outdoors.

A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

2. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton

$395

$806 total

includes taxes & fees

Oct 5 - Oct 6

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Top neighborhoods in Westbrook

Westbrook Center

A rocky shoreline with a sailboat in the distance, surrounded by dense greenery and a clear blue sky.

Westbrook Center

Westbrook's Westbrook Center neighborhood offers attractions including Westbrook Town Beach.

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Top landmarks in Westbrook

Westbrook Town Beach

8.8/10 (36 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Westbrook Town Beach located 0.7 mi (1.1 km) from central Westbrook. Enjoy the sunset by the shore at Harvey's Beach, Clinton Town Beach, and Chalker Beach.

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Tanger Outlets

8.8/10 (215 reviews)

If you like shopping, take time out to go to Tanger Outlets when in Westbrook. Why not take a stroll along the beaches and watch the sunset while you're here?

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Learn more about Westbrook

Along the scenic shores of Long Island Sound, this coastal haven invites you to kick off your shoes and embrace small-town New England at its most authentic. Harvey's Beach offers pristine sands without the crowds, while kayakers glide through the tranquil Menunketesuck Salt Meadow Marsh spotting herons and osprey. The Tanger Outlets provide retail therapy between beach sessions. Seafood shacks serve lobster rolls that taste like summer itself. Culture seekers can visit the nearby Katharine Hepburn Cultural Arts Center in Old Saybrook, where the legendary actress once summered. When the tide rolls out, locals know to grab a bucket for clamming – the ultimate souvenir from a town where time slows to match the gentle rhythm of the waves.

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About the destination

Spend time at the beach, as well as checking out the local cuisine in Westbrook. Why not take time to see places like Westbrook Town Beach and Tanger Outlets? You won't want to miss sights in the surrounding area like Crystal Lake Town Park and Chalker Beach.