Old Saybrook, CT, serves as an excellent base for embarking on memorable road trips to nearby destinations. Within a short drive, you can uncover hidden gems, explore scenic landscapes, and immerse yourself in the history and charm of neighboring towns and attractions. In this blog post, we'll guide you through some incredible road trip options that will enhance your visit to Old Saybrook and create lasting memories.
Just a 30-minute drive from Old Saybrook lies the enchanting town of Mystic. Begin your road trip with a visit to Mystic Seaport Museum, the largest maritime museum in the United States. Step aboard historic ships, explore re-created 19th-century seafaring villages, and learn about America's maritime heritage.
Continue your journey to Mystic Aquarium, where you can marvel at a diverse array of marine life, including beluga whales, penguins, and sharks. If you're traveling with children, be sure to visit the Children's Museum of Southeastern Connecticut, located nearby, which offers interactive exhibits and engaging activities.
Afterward, stroll along Mystic's charming Main Street, lined with boutiques, art galleries, and excellent dining options. Don't forget to indulge in a slice of Mystic's famous pizza, renowned for its thin crust and mouthwatering flavors.
Embrace the natural beauty of the Connecticut River Valley on a road trip from Old Saybrook. Start your journey by heading north on Route 9, which offers scenic views of the river as it winds through charming towns and picturesque landscapes.
Make a stop in Essex, often referred to as the "Best Small Town in America." Explore the quaint streets lined with historic buildings, boutique shops, and art galleries. Be sure to visit the Connecticut River Museum, where you can learn about the river's history, hop aboard a river cruise, or even take a sailing lesson.
Continuing north, you'll reach Chester, a small town known for its artistic community and vibrant cultural scene. Browse the numerous art galleries, visit the Chester Museum at the Mill, housed in a restored 19th-century mill, and enjoy a delicious meal at one of the town's cozy restaurants.
Further up the river, you'll come across Haddam, home to Gillette Castle State Park. Explore the whimsical castle built by actor William Gillette and wander through the surrounding park, which offers scenic hiking trails and picnic areas.
If you're craving a coastal escape, hop in your car and head south to Rhode Island, just a short drive from Old Saybrook. Begin your journey in Watch Hill, a charming seaside village known for its beautiful beaches and the iconic Ocean House, a grand Victorian hotel offering stunning views of the Atlantic Ocean.
Continue your road trip to Newport, famous for its opulent mansions and rich maritime history. Take a tour of the stunning Newport Mansions, such as The Breakers or Marble House, and envision the extravagant lifestyles of the Gilded Age. Don't miss a stroll along the scenic Cliff Walk, a 3.5-mile trail that hugs the coastline and offers breathtaking views.
Before heading back to Old Saybrook, make a stop in the capital city of Providence. Explore the charming neighborhoods, visit the Rhode Island School of Design Museum, and indulge in a culinary adventure, as Providence is known for its diverse and vibrant food scene.
If you're seeking a road trip filled with natural beauty and cultural experiences, head west to the picturesque Berkshires in Massachusetts. Drive through the scenic countryside, where rolling hills, lush forests, and charming New England villages await.
Arrive in Stockbridge, a quintessential New England town known for its timeless beauty and association with Norman Rockwell. Visit the Norman Rockwell Museum, which houses the world's largest collection of the artist's original works, and immerse yourself in the heartwarming scenes that captured the American spirit.
Continue your journey to Lenox, home to Tanglewood, the renowned summer home of the Boston Symphony Orchestra. Attend a live concert or explore the stunning grounds of this music lover's paradise. While in Lenox, be sure to visit The Mount, the former home of author Edith Wharton, and revel in the grandeur of this historic estate.
Before heading back to Old Saybrook, take a scenic drive through the picturesque towns of Great Barrington and Lee, each offering their own unique charm and attractions.
Embark on these road trips from Old Saybrook, CT, and discover the wonders that lie just beyond its borders. Whether you're seeking maritime history, natural beauty, cultural experiences, or simply the joy of exploring new destinations, these road trips will add an extra layer of adventure to your visit.
Ensuring a seamless booking experience is our top priority. By checking hotel availability, you can effortlessly plan your stay with confidence. Our system provides real-time updates on room availability, allowing you to secure the best accommodations that suit your needs.
Don’t miss out on your preferred dates, check availability now to guarantee a comfortable and enjoyable stay.
Ages 0 to 17
About Author
Leo is a master at storytelling. He produces unique travel content in a way that gives readers a vibe of actually being there.