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107 Westbrook Holiday Accommodations

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Compare Westbrook holiday accommodations from 8 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $45 a night.

Westbrook Information

About Westbrook

Westbrook is a coastal community in the New England area offering a family-friendly atmosphere and small town charm. With its proximity to the Connecticut River and Long Island Sound, Westbrook features gorgeous beaches, recreational activities, and notable museums. Westbrook is the go-to destination for visitors seeking a calm, pleasant place for relaxation and leisurely pleasures.

Things to do in Westbrook

Museums and historical points of interest are abundant in Westbrook. Delve into America’s past by visiting the Mystic Seaport, a museum with exhibits dedicated to the sea and historical life in New England during the 1800s; strolling through the Florence Griswold Museum, an art museum filled with brilliant works of American Impressionism; or taking a ride on the Essex Steam Train.

For a more outdoorsy experience, Ocean Beach Park has a picturesque coastline, miniature golf course, playground, and beautiful boardwalk. Moreover, the Gillette Castle State Park gives visitors the opportunity to picnic or embark on hiking trails that lead to an old stone castle that was commissioned and designed by actor William Gillette who played the role of Sherlock Holmes on stage. Westbrook also boasts a premier shopping mall called the Tanger Outlet Center as well as bustling casinos like the Foxwoods Resort Casino or 34-story Mohegan Sun.

Day trips from Westbrook

New Haven is located about a half an hour’s drive west from the heart of Westbrook. Home to Yale University and a vibrant, renowned culinary scene, New Haven emanates an energetic vibe that contrasts Westbrook’s quaint, homey feel. This college town is best known for its unique style of pizza. Grab a slice at one of the many historic pizzerias in town such as Frank Pepe Pizzeria Napoletana which opened in 1925 or Sally's Apizza which debuted in 1938. During the summer months, New Haven features free music events and concerts.

History buffs may consider driving around two hours northeast from Westbrook to Boston, Massachusetts. Boston houses the country’s first public park and subway system. Visitors can take a self-guided tour on the Freedom Trail to see culturally significant attractions and landmarks including the site of the Boston Massacre, Paul Revere House, and King’s Chapel Burying Ground, a cemetery where Ralph Waldo Emerson’s father is buried.

Westbrook accommodations

Properties in Westbrook possess a signature cozy, familiar ambiance. Vacation rentals range from peaceful, comfortable cottages to waterfront bungalows with scenic views of the beach and sunset. For the budget conscious, there are lovely double rooms available in quiet neighborhoods.

Transportation in Westbrook

Westbrook has a robust public transit system. There is a rail station in town called Westbrook which is operated by the Shore Line East commuter rail service of the Connecticut Department of Transportation. Amtrak also has services that run through that station. The rail runs to neighboring towns such as New London, Old Saybrook, and Clinton as well as cities further out in Connecticut like New Haven, Stratford, and Stamford. Westbrook’s public bus transportation is managed by the Estuary Transit District and has routes that run through the town and adjacent communities including Essex, Deep River, and Chester.

Vacation Rentals in Westbrook

Looking for the perfect vacation rental for your Westbrook getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Westbrook offers 107 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 89 properties with high-speed WiFi Internet, 7 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Westbrook has 107 gorgeous homes with 17 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 8 vacation rental sites in Westbrook where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 77 HomeAway rentals, 11 TripAdvisor short term rentals and 6 Booking.com vacation rentals.