Westport, Connecticut is a lovely town in Fairfield County, located along the shores of gorgeous Long Island Sound. The town, which dates back to the early 19th century, is considered to be a prime example of old-fashioned New England small-town charm, home to stunning beachfront stretches offering opportunities for romantic strolling throughout the year. Couples can explore the beautiful boardwalk and attractions of 29-acre Compo Beach, which features sand volleyball courts and a full-service marina, or view the state's official 9/11 Living Memorial at Sherwood Island State Park, a top swimming and surf fishing destination. Annual theatrical performances are showcased at the restored 1930 Westport Country Playhouse, one of the nation's top summer seasonal theaters. Contemporary art exhibits are on display at the beautiful Westport Arts Center, while award-winning concerts are presented at the Levitt Pavilion for the Performing Arts.
Get Ready to Go!
- 1. Plan & Book:
- Visit the website and book directly, or call ahead to confirm hours.
- Find your stay: If needed, search for Hotel Deals nearby. Read reviews and book directly with the hotel, requesting any special amenities (romantic, kid-friendly, pet-friendly).
- Book your flight: If flying, compare flights and book directly with the airline. Add your frequent flier number and reserve your seat.
- Plan your trip:
- Estimate your driving time: Use Google Maps (click the blue 'Directions' arrow in the search box).
Need some more help?
Read our Reservations & Travel Planning Tips guide.