5-Day Culinary Journey in Old Saybrook, CT Itinerary

Enjoy a delightful breakfast at Paperback Cafe, a cozy spot with a wide selection of books. Afterward, visit the charming Old Saybrook Farmers' Market (open on select days) to experience the local produce and artisanal goods.

Have a leisurely lunch at Monkey Farm, known for its laid-back atmosphere and delicious comfort food. Spend your afternoon at the Katharine Hepburn Cultural Arts Center (The Kate), where you can catch a matinee performance or explore the exhibits.

Dine at Little Pub Old Saybrook, a gastropub with a relaxed vibe and a menu featuring a variety of pub classics. After dinner, take a stroll through the quaint downtown area and explore the shops and galleries.

Start your day with breakfast at The Essex, located in the nearby town of Essex. Afterward, take a guided tour of the Connecticut River Museum to learn about the region's maritime history.

Enjoy a leisurely lunch at Alforno Trattoria • Bar • Pizza, known for its authentic Italian cuisine. Spend your afternoon exploring the boutiques and antique shops in Essex, or take a scenic drive along the Essex Steam Train & Riverboat for a unique perspective of the area.

Head back to Old Saybrook for dinner at Rosemary & Sage, a hidden gem known for its seasonal menu and intimate setting. Afterward, enjoy a nightcap at The Griswold Inn, one of the oldest continuously operated inns in the country, with live music and a cozy tavern atmosphere.

Start your day with breakfast at Parthenon Diner-Old Saybrook, a classic diner with a wide range of breakfast options. Afterward, visit the Plains Road Historic District to admire the well-preserved 18th-century homes and the scenic countryside.

For lunch, head to AJ Noodle Bar for a taste of Asian-inspired dishes in a modern setting. Spend your afternoon at the Old Lyme Historic District, exploring the art galleries and boutiques in this vibrant arts community.

Dine at Penny Lane Pub, a British-style pub with a warm and inviting atmosphere, and enjoy their selection of traditional pub fare. After dinner, take a short drive to Hammonasset Beach State Park to witness the star-filled sky and the sound of the waves crashing on the shore.

Enjoy a final breakfast at Mirsina's Restaurant, known for its welcoming ambiance and diverse menu. Afterward, take a morning walk at Westbrook Outlets for some last-minute shopping or simply to enjoy the open-air shopping experience.

For lunch, visit Jack Rabbit's Burgers, Wings and Things for a casual meal with a variety of options. Spend your afternoon at the Tanger Outlets in nearby Westbrook, where you can find great deals on designer brands and enjoy the vibrant shopping atmosphere.

Conclude your culinary journey with a memorable dinner at Otter Cove Restaurant & Bar, where you can enjoy a meal with a view of the marina. Raise a glass to the wonderful flavors and experiences of Old Saybrook before bidding the town farewell.