Fairfield County Top 10 Picks
The Best of Our Towns
We all have our town favorites. The communities in lower Fairfield County offer a wide variety of cultural and community opportunities blending coast to country. The region offers diverse environments from an urban vibe in Westport to Southport’s history of the Gilded Age and its picturesque harbor, and the stunning countryside of Weston, Easton and surrounding villages.
WESTPORT Longshore Country Club is available to Westport residents only. A yearly handpass is very affordable and gives you access to Longshore’s 18-hole golf course with a beautiful, well-manicured fairway, tennis courts, and 3 pools.
260 South Compo Road, Westport , CT 06880 (203) 226-9785
WESTPORT Westport Country Playhouse is a nationally recognized, not-for-profit, professional theater. A favorite venue of Joanne Woodward and the late Paul Newman, live theater is offered from April through November.
25 Powers Court, Westport, CT 06889 (203) 227-4117
FAIRFIELD FTC and The Warehouse offer 2 stages for live music, plays, films and art shows over 250 nights a year. Located in the center of town, FTC has evolved into one of the region’s most energetic and productive performing arts centers.
70 Sanford Street, Fairfield, CT 06824 (203) 259-1036
EASTON Silverman’s Farm on 5 acres has it all! Pick your own fruit, berries and pumpkins. Kids enjoy the petting zoo while the Country Market offers homemade pies and cider.
451 Sport Hill Road, Easton, CT 06612 (203) 261-3306
WESTON Devil’s Den Preserve encompasses 1,756 acres of woodlands, streams, rock ledges and rugged north-south ridges. There are 5.2 miles of winding trail, looping around incredibly scenic waterfalls, ponds and lakes. Pack a picnic!
33 Pent Road, Weston, CT 06883 (203) 226-4991
WESTPORT Levitt Pavilion offers over 50 free shows every summer season while you sit under the stars. BYO lawn chairs, blankets and a picnic. The entertainment theme changes every night including Jazz and Big Band, Classical, Cabaret, Party Bands, Children’s Series and Blues/Folk/Rock.
40 Jessup Road, Westport, CT 06880 (203) 226-7600
SOUTHPORT Pequot Library is a wonderful destination in autumn and winter with 3 working fireplaces. This wonderful town resource is so much more than a lending library with over 750 annual high-quality programs including world-class musicians accomplished artists, free concerts and lectures.
720 Pequot Avenue, Southport, CT 06890 (203) 259-0340
SOUTHPORT Southport Beach is a picturesque, cove-like beach with easy access. Step out of the car and onto the sand. What a lovely spot for a picnic dinner!
1505 Pequot Avenue, Southport, CT 06890
FAIRFIELD 5 Beaches include 1 fresh water beach with a sprinkler park at Lake Mohegan. Four additional beaches on Long Island Sound range from quiet and serene to fully loaded with banquet facilities, sailboat racks, lockers and playgrounds. Take your pick!
WESTON Norfield Grange holds an old fashioned agricultural fair every September. There’s something for everyone including 45 contests to enter in 10 categories. Enjoy the Farmer’s Market in season and square dances in the winter.
12 Goodhill Road, Weston, CT 06883 (203) 226-8233