Old Greenwich, Connecticut

Exploring Old Greenwich, Connecticut: A Charming Weekend Getaway

Welcome to Old Greenwich, Connecticut, a picturesque coastal town located just a short drive away from the bustling city of New York. With its rich history, scenic landscapes, and a vibrant local food scene, Old Greenwich offers the perfect escape for a memorable three-day weekend trip with friends. Get ready to immerse yourself in the town’s unique charm as we unveil an exciting itinerary packed with must-see attractions, delectable dining experiences, and breathtaking sights.

Day 1: Discovering Old Greenwich’s Historic Gems

Morning: Stroll Through Greenwich Point Park

To kick off your weekend adventure, start your day with a leisurely stroll through Greenwich Point Park. This idyllic waterfront park boasts stunning views of the Long Island Sound and offers a range of activities, from hiking trails to picnicking spots. Take a scenic walk along the sandy shoreline, breathe in the fresh sea air, and appreciate the tranquility of this natural oasis.

Lunch: Savor Fresh Seafood at L’Escale

Indulge in a delightful lunch at L’Escale, a renowned waterfront restaurant that specializes in French and Mediterranean cuisine. Located in a beautifully renovated boathouse, this culinary gem exudes elegance and offers a menu featuring delectable seafood dishes. Don’t miss their famous Bouillabaisse, packed with an array of fresh fish and shellfish, or their signature Lobster Risotto.

Afternoon: Explore the Bruce Museum

Next on the agenda is a visit to the Bruce Museum, a premier art and science institution. This museum houses an impressive collection of art, natural history, and scientific exhibits. Discover captivating works by renowned artists, explore fascinating displays of minerals and fossils, and immerse yourself in the museum’s interactive educational programs. The Bruce Museum truly offers a diverse range of exhibits that cater to all interests.

Dinner: A Taste of Italy at Terra Ristorante

For an authentic Italian dining experience, head to Terra Ristorante, a charming restaurant nestled in the heart of Old Greenwich. With its warm ambiance and a menu inspired by traditional Italian recipes, Terra is a favorite among locals and visitors alike. Indulge in their homemade pasta dishes, such as the classic Pappardelle Bolognese or the flavorful Linguine alle Vongole. Pair your meal with a selection from their extensive wine list for a truly memorable evening.

Day 2: Coastal Adventures and Culinary Delights

Morning: Kayaking along the Mianus River

Embrace the town’s coastal charm by embarking on a kayaking adventure along the beautiful Mianus River. Rent kayaks from local outfitters like Long Island Canoe Kayak Rentals and navigate through serene waters, surrounded by lush greenery and stunning wildlife. It’s the perfect way to connect with nature and enjoy a refreshing outdoor experience with your friends.

Brunch: Savory Bites at The Cos Cobber

Satisfy your mid-morning cravings at The Cos Cobber, a cozy café known for its delicious brunch fare. Their menu features an array of mouthwatering options, from hearty omelets to fluffy pancakes. Don’t miss their signature dish, the Cos Cobber Breakfast Burrito, packed with scrambled eggs, bacon, avocado, and melted cheese. Pair your meal with a steaming cup of their artisanal coffee for the perfect start to your day.

Afternoon: Visit the Bush-Holley House

Immerse yourself in Old Greenwich’s history with a visit to the Bush-Holley House. This historic landmark showcases the town’s rich artistic and cultural heritage, once serving as a boarding house for influential artists and writers during the Cos Cob art colony era. Take a guided tour to explore the impeccably restored rooms, browse through the art galleries, and learn about the fascinating stories behind this iconic house.

Dinner: Gourmet Dining at The National

Indulge in a gourmet dinner experience at The National, a stylish restaurant that combines modern American cuisine with global flavors. Known for its farm-to-table philosophy and emphasis on locally sourced ingredients, The National offers a menu that showcases both creative and classic dishes. Try their popular Berkshire Pork Chop or their mouthwatering Spicy Miso Ramen Bowl. The relaxed yet sophisticated atmosphere makes this a perfect spot to unwind and savor a memorable dining experience.

Day 3: Scenic Beauty and Shopping Excursions

Morning: Enjoy the Views at Tod’s Point

Start your final day in Old Greenwich with a visit to Tod’s Point, a stunning peninsula that offers panoramic views of the Long Island Sound. Take a leisurely walk along the scenic trails, relax on the beach, or have a picnic while soaking in the natural beauty of this coastal gem. Don’t forget your camera to capture the awe-inspiring vistas that Tod’s Point has to offer.

Lunch: Delights at Méli-Mélo

Satisfy your appetite with a visit to Méli-Mélo, a cozy café offering a fusion of French and Mediterranean cuisine. From delectable crepes to hearty sandwiches, their menu caters to all tastes. Indulge in their savory Galettes, which are gluten-free buckwheat crepes filled with an array of delicious ingredients, or try their famous Mediterranean Salad bursting with vibrant flavors.

Afternoon: Shopping at Greenwich Avenue

No trip would be complete without a bit of retail therapy. Explore the charming shops and boutiques along Greenwich Avenue, the town’s main shopping district. From high-end fashion brands to unique local boutiques, you’ll find an array of options to satisfy your shopping cravings. Explore the well-curated stores, discover unique finds, and treat yourself to a little something special to remember your weekend getaway.

Dinner: Farm-to-Table Fare at Back 40 Farm

For your final dinner in Old Greenwich, head to Back 40 Farm, a farm-to-table restaurant that prides itself on sustainable, locally sourced ingredients. This rustic yet refined establishment offers an ever-changing menu based on the freshest seasonal produce and meats. Savor their mouthwatering pasture-raised burgers or opt for their vegetarian-friendly options, such as the flavorful Roasted Cauliflower Steak. With its commitment to sustainable dining, Back 40 Farm provides a memorable culinary experience while supporting local farmers.

As your three-day weekend trip to Old Greenwich comes to an end, you’ll leave with lasting memories of scenic landscapes, mouthwatering cuisine, and a genuine appreciation for this charming coastal town. Whether you’re seeking outdoor adventures, cultural immersion, or simply a relaxing getaway, Old Greenwich has it all. So gather your friends, embark on this exciting journey, and discover the hidden gems that make this town an unforgettable destination.

Leave a Reply