Things to Do in Fairfield CT

Things to Do in Fairfield CT

  • Cindy Raney & Team
  • 12/13/23

Fairfield, Connecticut is a picturesque town situated along the tranquil five-mile stretch of Long Island Sound coastline. Steeped in a serene and distinguished ambiance, Fairfield embraces visitors with its welcoming community and laid-back vibes. This charming town boasts a plethora of activities to cater for every preference.

Here are a few suggestions for things to do in Fairfield, CT.

Experience Fairfield culture

Fairfield Theater Company

70 Sanford St, Fairfield, CT

Since its founding in 2000, the Fairfield Theater Company has been home to hundreds of off-broadway artists and, as of today, hosts over 300 annual events with talent ranging from live music artists to comedians. The locale rents out its space to nonprofits across the community. Located conveniently in the heart of downtown, it’s a great place to catch a performance close to home.

Connecticut Audubon Society’s Birdcraft Museum

314 Unquowa Rd, Fairfield, CT

Take in stunning bird exhibits on six acres home to over 120 species of birds at the Connecticut Audubon Society’s Birdcraft Museum. This society supports and protects Connecticut's birds and other wildlife while providing summer camps, school activities, and multiple events you can attend throughout the year, including their Spring gala.

The Enchanted Castle (October)

739 Old Post Rd, Fairfield, CT

The Enchanted Castle is a family friendly event where kids and parents walk through the Burr Homestead and tour different rooms that have each been decorated with a different “fairy tale” theme. This activity is designed for children 2-10 years of age but will be sure to excite the whole family!

For ticket information: https://easternfairfieldcounty.jl.org/community/the-enchanted-castle-2019/

Explore Fairfield Eats

J.B Percival Co. Craft and Cocktail Lounge

63 Unquowa Rd, Fairfield, CT

Created by a husband and wife team in 2019, J.B Percival Co. Craft and Cocktail Lounge remains a place with a unique blend of history and glamor. Here, you can enjoy a variety of cocktails, as well as wine, beer, and food in an intimate environment perfect for quick drinks before a show or for a nightcap. For a sweet experience, ask about their cocktail/wine and chocolate pairings.

Crumbl Cookies

2261 Black Rock Turnpike, Fairfield, CT

Satisfy your sweet tooth at Crumbl Cookies on Black Rock Turnpike. The shop’s milk chocolate chip cookies are award-winning, and customers can enjoy a weekly rotating menu with newly inspired flavors.

The Chelsea

12 Unquowa Pl, Fairfield, CT

The Chelsea is a trendy spot for creative American comfort fare and drinks in airy, rustic-modern digs, plus an outdoor patio. The restaurant gives visitors a unique spin on classic dishes and an extensive array of wines, beer, and cocktails. Great for brunch or dinner.

The Sinclair

1229 Post Rd, Fairfield, CT

The Sinclair, which overlooks the Brick Walk shopping center, is another contemporary spot that serves various dishes all day long, including an extensive brunch menu until mid-afternoon. The establishment’s on-site bar is open late every night, offering an impressive selection of curated cocktails.

Enjoy indoor and outdoor recreation

Jennings Beach

880 S Benson Rd, Fairfield, CT

Nestled along Fairfield’s five-mile-long coastline is Jennings Beach. This picturesque beach features soft sands and awe-inspiring views of the Long Island Sound. The area is equipped with a concession stand and volleyball poles and is a prime location to take in fireworks on the 4th of July.

Jennings Beach is not Fairfields only place to bask in the sun; Fairfield is also home to Penfield Beach, Sasco Beach, and South Pine Creek Beach.

Fairfield Marina

Fairfield Marina, Fairfield, CT

After spending the day soaking in the sun at Jennings Beach, take the two-minute drive to Fairfield Marina. This slip provides lodging for approximately 600 boats. Set off on the horizon for an evening of boating, or grab a picnic table and fish off the pier.

Golf Lounge 18 at Sportsplex

85 Mill Plain Rd Suite H, Fairfield, CT

Golf Lounge 18 is a state-of-the-art indoor golf facility featuring over 210 courses worldwide to play. Equipped with a full bar, music, and TVs, it’s a great place to play with friends, join a league, or have a private lesson.

Sportsplex itself is home to a variety of sports offerings beyond golf, including cycling classes, yoga, field hockey, rock climbing, gymnastics, and more.

Lake Mohegan

If you’re a nature lover at heart, you’ll be impressed with the numerous hiking and biking trails available at Lake Mohegan, an expansive recreational space home to a placid freshwater lake, a sandy beach area, a sprinkler park for children, a playground, picnic tables, and swimming.

Relax and rejuvenate

Pia Lauren Skin Care LLC

173 Post Rd. Fairfield, CT

Pia Lauren Skin Care provides its customers with various luxury services, including waxing, massages, facials, and the ever-popular Cavi Lapo. The shop has products for sale, including multiple treatments and bundles available to support all of their customer’s needs and desires. Using organic ingredients and three decades of experience, the deluxe products and services that Pia Lauren offers are designed for every stage of life.

Alchemy, The Salon

1851 Post Road, 2nd Floor, Fairfield, CT

Set yourself up for an afternoon of luxury at Alchemy, The Salon. Whether you’re stopping in for a blowout, a quick trim, or a full-service coloring session, Alchemy, The Salon is more than equipped to provide exceptional results. The stylists behind Alchemy are committed to making your inner beauty shine and providing you with a cozy space to relax.

Ready to become a part of the Fairfield community?

If you’re interested in purchasing Fairfield real estate, connect with top-rated real estate expert Cindy Raney, a long-standing member of the Fairfield County community who brings her invaluable experience selling and purchasing Fairfield real estate to each of her clients. Contact Cindy Raney and Team today to inquire about joining this community and begin your search for the perfect Fairfield home.



Work With Us

Cindy Raney & Team is the elite, boutique real estate team in Fairfield County. They are extremely well versed in the industry, having sold over half a billion dollars in luxury real estate. Cindy’s team is particularly focused on the client experience, helping them throughout the home buying or selling process to ensure that their experience with the team is exceptional.

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