Fairfield

Outdoor4.8/5

South Benson Marina

Welcome to South Benson Marina in Fairfield, CT! This charming marina offers boat rentals, fishing charters, and beautiful views of Long Island Sound. Enjoy a day out on the water with family and friends or simply relax on one of the docks. Don't forget to grab some fresh seafood at the nearby restaurants!

Landmark4.6/5

Penfield Beach

Nestled in the quaint town of Fairfield, Penfield Beach is a hidden gem waiting to be explored. Sink your toes into the soft sand, catch some waves, or relax under a colorful umbrella. With picnic areas, volleyball courts, and scenic views, this beach is the perfect spot for a day of fun in the sun.

Culture4.7/5

Fairfield Museum & History Center

Explore the fascinating history of Fairfield at the Fairfield Museum & History Center! Located at 370 Beach Rd in Fairfield, CT, this charming museum showcases local artifacts, interactive exhibits, and engaging programs for all ages. Dive into the past and discover the rich heritage of this vibrant community. Don't miss this must-visit destination on your next trip!

Landmark4.5/5

Fairfield University

Fairfield University in Fairfield, Connecticut, is a charming campus tucked away in a picturesque New England town. With its stunning architecture, vibrant student life, and top-notch academic programs, it's a must-visit for any traveler seeking a taste of collegiate charm. Don't forget to stop by the beach just a stone's throw away!

Outdoor4.5/5

Jennings Beach

Welcome to Jennings Beach! This sandy paradise in Fairfield, CT is perfect for sunbathing, swimming, and building sandcastles. With picnic areas, playgrounds, and a pavilion, it's a great spot for families. Don't forget to check out the volleyball courts and concession stand for a day full of fun in the sun!

Eat$$$4.6/5

The Whelk

The Whelk is a must-visit seafood spot in Westport, CT. Nestled on Riverside Ave, this funky eatery offers a lively atmosphere and a mouthwatering menu of fresh oysters, lobster rolls, and more. Don't miss the outdoor patio for some al fresco dining with a gorgeous view. Don't forget to snap some Insta-worthy pics!

Eat$$$4.4/5

Artisan Restaurant

Nestled in the charming town of Southport, Artisan Restaurant is a hidden gem serving up delicious farm-to-table cuisine. With a cozy atmosphere and a menu featuring locally sourced ingredients, this spot is perfect for a relaxing meal after exploring the nearby beaches and shops. Don't miss their signature cocktails and delectable desserts!

Eat$$4.2/5

Centro Ristorante

Ready for a taste of Italy in Fairfield, CT? Centro Ristorante is the place to be! Located on Post Rd, this cozy spot serves up delicious pasta, pizza, and more. With friendly staff and a welcoming atmosphere, you'll feel like you've been transported to a quaint Italian trattoria. Buon appetito! 🍝🇮🇹

Eat4.6/5

Lantern Point Taverna

At Lantern Point Taverna in Fairfield, CT, feast on delicious Mediterranean dishes while soaking up the cozy tavern atmosphere. With a menu bursting with flavorful classics like gyros and baklava, this spot is a must-visit for anyone craving a taste of Greece. Swing by 1612 Post Rd for a culinary adventure you won't soon forget!

Cafe$4.5/5

Las Vetas Lounge

Step into Las Vetas Lounge and experience the ultimate chill spot in Fairfield, CT. This cozy café on Unquowa Road offers a laid-back vibe, delicious coffee, and live music events. Whether you're looking to work or relax, this hidden gem is the perfect place to unwind and enjoy some tasty drinks.

Eat4.6/5

Two Roads Brewing Company

At Two Roads Brewing Company, the journey begins with their innovative, award-winning craft beers. Located in Stratford, CT, this vibrant brewery offers tours, tastings, and a lively taproom atmosphere. Cheers to delicious brews and good times at Two Roads!

Stay4.55/5

Delamar Southport

Escape to the seaside oasis of Delamar Southport in scenic Southport, CT. This luxury boutique hotel offers a blend of historic charm and modern amenities that is sure to delight any traveler. With spacious rooms, a spa, and a gourmet restaurant, this hidden gem is the perfect destination for a relaxing getaway.

Stay4.05/5

Circle Hotel Fairfield

Stay at Circle Hotel Fairfield for a quirky getaway in the heart of Fairfield, CT. Just steps from local shops and restaurants, this charming hotel offers cozy rooms and a complimentary breakfast. Don't miss out on their fun retro decor and friendly staff. Perfect for a weekend escape or a stop along your road trip!

Stay3.65/5

Hotel Hi-Ho

Welcome to Hotel Hi-Ho in Fairfield, CT! This retro-chic gem on Black Rock Tpke is the ultimate spot for weary travelers in search of a cozy stay. With stylish rooms, a lively bar, and easy access to local attractions, this quirky hotel is the perfect base for your Connecticut adventures. Come experience the Hi-Ho hospitality!