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Free Love: Fairfield County Dates on a Budget

Seven free date ideas in Fairfield County


Just because we reside in stunning and sophisticated Fairfield County Gold Coast doesn’t necessarily mean one has to spend a princely sum to take a potential love out on a first date or to re-kindle a romance with your paramour. Dating can be more than dinner and a movie, and Fairfield County is ripe with off-the-beaten-path destinations and events.
With the summer months here, it’s time to get creative and take your loved one out on a fun – and even free or almost free -- date in coastal Fairfield County.

Bridgeport; Captain’s Cove Seaport

Stroll the picturesque boardwalk at the seaport with your beloved and take in panoramic views of Long Island Sound and watch the sunset with a backdrop of boats of all kinds docked in the marina. Affectionately known as the “Cove,” the seaport is filled with charming boutiques and shops to browse through. On Tuesday evenings, you can walk upstairs to the famed bar where free line dancing is offered.  For history lovers, take in the current “Bridgeport on the Sound” Exhibit, which is currently displayed in a Queen Anne-style Victorian home built by coal dealer Richard Dundon in 1893.

Fairfield; Free Concerts on Sherman Green

For years now, summer on Fairfield’s Sherman Green on the Post Road in the downtown area has become a journey back in time where people sit outside on lawn chairs, sip lemonade, and enjoy a concert as the sky turns into dusk. It’s a time-honored tradition that Fairfielders of all generations flock to during the summer and attracts musicians from jazz to country and rock n’ roll. As Alphonse de Lamartine said, “Music is the literature of the heart; it commences where speech ends.”

Fairfield, Jennings Beach

Sand Jam & Family Movie Nights: Why not turn a night for a date for two into a family affair? Descend on Fairfield’s Jennings Beach for a night of entertainment and sand-clad fun. DJ Marvin Parsons will rouse you and the kids dancing at the Sand Jam Family Fun Dance. Following the dance party, enjoy an evening under the stars and the Silver Screen. Pack the beach chairs, some blankets and snacks, and you’re in for a memorable night.

Southport Park, Southport

One the area’s best kept secrets, the revitalized Southport Park, just across from the Delamar Hotel, is a perfect place for a romantic hike for two in just about any season. The park is situated on 11 acres, and thanks to the hard work of the Sasquanaug Association, which owns the park, and other donors, the nature preserve has become a destination for everyone following a major revamp in 2013. The park has new bridges, picnic tables, a log fort, and a viewing area to watch the nearby train pass.

Westport Library, “Grease” presentation

“You’re the one that I want,” are the romantic words sung by John Travolta’s Danny Zuko to his beloved Sandy Ollson in the 1970s favorite summer love flick “Grease.” Take a trip back to 1959 with the Pink Ladies, Danny and Sandy, and see Grease with your date at the Westport Library on Saturday, July 26th in the McManus Room from 4 to 6 p.m.

Downtown Stamford: Alive@Five Outdoor Summer Concert Series

It isn’t quite free but nearly as good – this signature event that turns downtown Stamford into a cultural mecca in the summer months is a fun way to spend a Thursday evening with your beloved – and if you go between the hours of 5 to 6 p.m., admission is a mere $5. This year’s talent that will be performing at the Alive @Five concert series are KC & The Sunshine Band, Barenaked Ladies and the Beach Boys.

Local Observatories and Planetariums

A night under the stars doesn’t get any more intimate or romantic for star-gazed lovers. For those who want to take a date to new heights or even light years away, check out the area’s observatories: Stamford Observatory. Westport is home to the Rolnick Observatory on Bayberry Road, and the observatory’s web site highlights this year’s astronomical events. In Greenwich, there’s the Bowman Observatory located on the grounds of Julian Curtis Elementary School on Milbank Avenue and East Elm Street.

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