Fairfield, CT —
Fairfield’s Super Seven for Supper

Hands down, one of the most fabulous features of Fairfield is all the chic eateries downtown. So, I thought I would share with you seven of my favorite picks for dining and ambiance.

A Friday night ritual for me and my husband, Mark is to pop over to Cafe Madeline on the Post Road, a tiny, personal place, where Madeline is not just the proprietor but also the regular hostess. (You can see her in a white blouse in the photo talking with patrons.) The atmosphere is nothing short of charming and, shall we say, adorable. Madeline’s taste is somewhat eclectic as evidenced by the pink floral sconces, mini white party lights surrounding the glass case with handmade beaded jewelry for sale, and the flat screen that displays musical performances or nature scenes to fit the mood. There are probably no more than 10 tables inside, and if the weather is mild, maybe another 5 out on the front patio. The food is always absolutely delicious. We cannot resist ordering the butternut squash soup, which is rich and flavorful and always comes as a very generous serving. I typically follow that with the “small plate”, Portobello Mushroom with arugula and goat cheese, served hot unbelievably delish! Mark always gets the Chicken Piccata, also a small plate. He’s not a fan of the spinach that normally comes on top, so he substitutes it for chopped broccoli, which the staff always remembers and does automatically. Intimate, romantic and wonderful!

Another favorite where you’re made to feel like family when you are a regular is Toto. The Mediterranean-style eatery comes with the gregarious people and food with a flare. The owner, manager, and team always greet you with a warm welcome and seem genuinely thrilled that you have arrived. The decor has a stylish and sophisticated, yet casual European elegance, and the covered, heated patio is in service for most of the year. An absolute MUST starter (if you like cheese), is the Spicy Feta, served in a mini deep dish. You simply spoon it out and enjoy with some rustic bread. It’s truly a burst of flavor! The Crispy Calamari Salad is the best I’ve had anywhere. Mark cannot resist the Lemon Risotto, the ultimate in decadence with just the right touch of citrus.

"The flavors are spectacular!"

The Chelsea is a funky and somewhat rustic place to have a drink and enjoy a meal. Rough wood accent walls and ornate wrought iron design elements are contrasted with neon green metal chairs. The stunning and fragrant, oversized bouquet of fresh flowers that is always a centerpiece on the bar pulls it all together! Here, our favorite starter is the Beet Salad with pistachio nuts, a little arugula, and mini-mozzarella balls. The dish has a perfect blend of delicate flavors. Mark says that no one else in town can beat the Chelsea Burger. I personally cannot live without their Octopus Salad, which is really more of an entree than a salad. It doesn’t look huge when it arrives, but there is so much protein in it, you are sure to be full when you finish. The flavors are spectacular! Large tentacles come with potatoes, greens, onions, and a pickled vegetable that adds a perfect punch! It’s a must-have in my book, with all the goodness and none of the guilt!

For your classic tavern feel, visit the Old Post Tavern right on the corner of the Post Road and Unquowa. They have been known to have a lively band during their happy hours, and the patio is lovely. If you are a fan of French Onion Soup, go no further. Something about their blend of cheeses as well as some magic ingredients in the broth makes theirs completely unbeatable!

"One of Bodega’s delectables is the ceviche, a deceivingly filling dish posing as an appetizer."

Last, but not least, we love the Grey Goose, also in Southport, where we once stood elbow to elbow with John Mayer before being seated. The atmosphere can be described as rustic elegance with an eclectic crowd. Some folks go to hang out, others go for dinner. There’s always a flat screen at the bar featuring a sporting event as well as a crackling fireplace on the opposite wall. “Penne ala Vodka, Grey Goose Style” is Mark’s staple, while I go back and forth between the Lobster Macaroni and the Steak Tips small plate. The Lobster Macaroni is the absolute best here, with the secret ingredient of truffle oil to compliment the generous chunks of lobster and the crispy cheese topping. The Steak Tips are equally fantastic. Cooked to perfection, they come with a corn salsa and chipotle mayo dip that together, absolutely melt in your mouth!
All this talk is making me hungry! Be sure to come and try out Fairfield’s fabulous eateries, and should you want to ensure you live right nearby, take a look at the homes for sale below and send a note through the form with any questions!

Featured Listings

1018 Reef Road, Fairfield (Beach), CT

It's time to plan your summer fun! Pack your suitcase and step into your home away from home in the heart of Fairfield's vibrant beach neighborhood. Walk to the beach or tennis. Bike, scooter or drive downtown, and enjoy the chic eateries and shops or hop on the train to NYC or New Haven. You'll be cool and comfortable with central air, the newly-renovated kitchen, sunny views of the tidal marsh, spacious bedrooms for all, and two full baths with a tub and shower. Penfield Beach offers a snack bar, bathrooms with hot showers, lifeguards, and a playground, so you can go and spend the entire day! Confirm the summer getaway you deserve before it's too late! Available May 28 through August 25.

1084 Fairfield Beach Road, Fairfield (Beach), CT

Need to getaway? Bridging the gap between buying and selling? Corporate travel? Summer by the shore? Do it all here and enjoy fun in the sun in this adorable cottage nestled on the Pine Creek waterway with views of the Long Island Sound from every room! Featuring great natural light, vaulted ceilings in all bedrooms, and a private balcony in the primary bedroom, this home and its chic beach decor will make your heart soar. Jump right into the lifestyle- stroll down to the beach, gaze out at the creek and surrounding nature, fire up the gas grill on your private garden patio, play in the private yard, or relax and enjoy the water views and sea breezes from indoors. Invite your guests to dinner with ample space for them to park. When you're ready to venture out, the options are endless downtown just five minutes away with numerous cafes and boutiques, an entire Sportsplex, the Fairfield Theater Company, Community Theater, and the train to NYC! A ten minute ride also adds all the Westport restaurants and shops. You deserve the best lifestyle this year, so get started and do it here! AVAILABLE JUNE 1, 2023 THROUGH AUGUST 1, 2024. Front garage is used by the Landlord and not accessible to tenant. Back garage can be used by tenant to park one car and/or for storage. Homeowner reserves the right to meet prospective tenants.
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