If you're after coastal charm with a touch of New England sophistication, I can’t recommend Fairfield enough. I found this town to be the perfect blend of relaxed beach days, rich colonial history, and a downtown that buzzes with great food and local shops. Whether you’re like me—eager to hit the beach—or just looking to wander through a scenic and easygoing town along the Long Island Sound, Fairfield gives you all that and more without the crowds.
Fairfield, CT Highlights:
- For Families: Play and explore at the Fairfield Museum and History Center – I took my niece here, and we both had a great time. The interactive exhibits and colonial buildings make history feel alive. You’ll appreciate how fun and educational it is for all ages.
- For Outdoor Enthusiasts: Hike the Connecticut Audubon Society Trails – When I need a nature fix, I head here. You’ll find peaceful paths, birdwatching spots, and just enough quiet to clear your mind—without leaving town.
- For Kids: Enjoy fun and sun at Jennings Beach – I’ve spent lazy afternoons here, and you should too. Kids can enjoy the playground while you relax on the sand or grab a snack from the shack. It’s a true family favorite.
- For an Adventure: Paddle or kayak on Ash Creek or Southport Harbor – I once rented a kayak here and paddled through calm waters framed by coastal views. If you love being on the water, you’ll feel totally at peace out there.
- For Shoppers: Browse boutiques and cafes downtown – I always carve out time to stroll downtown. You’ll find everything from stylish shops to cozy bookstores and great spots for coffee or a quick bite. It’s walkable and full of charm.
Best Time to Visit Fairfield, CT
From my experience, the best months to visit are May through October. You’ll love summer for its beach days and water sports, but don’t skip fall—it’s stunning with colorful foliage and vibrant farmers markets. I’ve even enjoyed early spring visits when flowers are blooming and crowds are still light. If you like balance between activity and relaxation, this is your sweet spot.
How to Get to Fairfield, CT
- By Train: I usually hop on the Metro-North from Grand Central. In just over an hour, you’re in Fairfield without needing a car—super easy and scenic.
- By Car: If I’m driving, I take I-95 or the Merritt Parkway. It’s a smooth ride from NYC in about 90 minutes, or a bit longer if you’re coming from Boston.
- By Air: When I fly in, I usually pick Tweed New Haven for convenience. But if you need more options, Bradley or even one of the NYC airports will get you close. You’ll have plenty of ways in.
Where to Stay in Fairfield, CT
- The Circle Hotel Fairfield – I’ve stayed here for quick beach getaways. You’ll love the laid-back feel, the pool, and the lawn games—they really thought of everything.
- Hi-Ho Hotel – This one’s a modern roadside gem. I booked it for a last-minute trip and ended up staying for the vibe and the attached Barcelona Wine Bar—definitely a bonus for foodies like me.
- Delamar Southport – If you’re in the mood to splurge a little, I suggest heading just down the road to Southport. I treated myself to a stay here once, and between the luxe rooms and the spa, you’ll feel totally pampered.
Best Things to Do in Fairfield, CT
Fairfield Museum and History Center - Explore local history and see engaging exhibits on an easy educational trip.
Rock Climb Fairfield - Climb indoor walls and enjoy exciting challenges perfect for kids or families.
Penfield Beach - Relax on soft sand and savor ocean views during a summer weekend.
Jennings Beach - Swim, sunbathe, and enjoy family fun at this affordable coastal spot.
Connecticut Audubon Society Birdcraft Museum and Sanctuary - Discover native birds and walk peaceful trails on a quiet nature trip.
Regina A. Quick Center for the Arts - See live performances and admire local talent on a cultured evening outing.
Roy and Margot Larsen Wildlife Sanctuary - Hike wooded trails and look at wildlife during a peaceful fall walk.
Fairfield University Art Museum - Admire classical and modern pieces on an easy, affordable cultural trip.
Super Duper Weenie - Savor famous hot dogs and enjoy a cheap, fun bite with kids.
In Summary...
(and if you want to revisit my photo journey)