40 Best Things to do in Old Saybrook!

Old Saybrook in Connecticut, is a charming small town located where the Connecticut River meets Long Island Sound. With its rich history dating back to the 1600s and a coastal atmosphere, it’s an ideal spot for anyone looking for a quiet escape. Old Saybrook is known for its historical landmarks, waterfront views, and friendly community, making it a great destination for travelers who want to relax and explore New England’s beauty. In this guide, we’ll showcase the best things to do in Old Saybrook during your visit to Connecticut.

Things to do in Old Saybrook, Connecticut

1. Must-See Attractions

Saybrook Point Lighthouse

Saybrook Point Lighthouse in Old Saybrook, Connecticut
Juliejules, CC BY 3.0, via Wikimedia Commons

The Saybrook Point Lighthouse is a located by the water where the Connecticut River meets Long Island Sound. Built in 1886, this lighthouse guides boats safely to shore and stands as a symbol of the town’s maritime history. While you can’t enter, the surrounding park offers walking paths and picnic tables for a nice break. It’s a great place to see birds and boats while enjoying nature. Nearby restaurants provide tasty meals, and the sunsets are beautiful if you stay until evening. If you’re taking photos or relaxing, it’s a perfect spot for a simple day out.

Old Saybrook Historical Society

The Old Saybrook Historical Society is a charming museum showcases the town’s rich history through photographs, documents, and artifacts. Friendly staff share fascinating stories about life in the town long ago. One highlight is the collection of items from the early days, like tools and clothing. The society also offers events and lectures that delve deeper into local history. After exploring the museum, take a stroll around Old Saybrook to see its beautiful streets and historic homes. Visiting this small museum is a great way to connect with the town’s unique heritage.

Old Saybrook Town Green

Old Saybrook Town Green in Old Saybrook, Connecticut

The Old Saybrook Town Green is a lovely spot, surrounded by charming shops and cafes, it’s a great place to relax or have a picnic. The green often hosts community events like farmers’ markets and concerts, bringing locals together. You can explore historical markers that tell the town’s story. Nearby shops offer unique gifts and local art, perfect for souvenirs. The area is especially beautiful in spring and fall, with vibrant flowers and colorful leaves. No matter when you visit, Old Saybrook Town Green is a peaceful escape to enjoy nature and local culture.

Katherine Hepburn’s House

Katherine Hepburn's House in Old Saybrook, Connecticut
Elisa.rolle, CC BY-SA 4.0, via Wikimedia Commons

The Katherine Hepburn’s house is a charming spot reflecting her unique life. While you can’t enter the home, the area’s beauty is captivating. The house blends with nature, surrounded by lush trees and the sound of water. You can imagine Hepburn enjoying peaceful mornings by the beach, taking in stunning views, especially at sunset. Nearby, you’ll find local shops and restaurants celebrating the town’s rich culture. Exploring nearby parks lets you soak in more of the lovely scenery. Visiting her house is a delightful way to connect with the history that inspired one of Hollywood’s greatest stars.

Shoreline Greenway Trail

Shoreline Greenway Trail in Old Saybrook, Connecticut

The Shoreline Greenway Trail is a beautiful spot for walking, running, and biking. This 20 miles trail connects several towns along the Connecticut shoreline, offering peaceful views of nature. As you walk, you might hear birds singing and see rabbits or deer along the path. The trail is well kept and has benches for resting. You can also visit local parks and beaches, like Harvey’s Beach, for a picnic or some relaxation. The early morning or late afternoon is the best time to enjoy the stunning scenery. It’s a wonderful place to spend few hours and enjoy with families.

Indian River Marina

Indian River Marina in Old Saybrook, Connecticut

The Indian River Marina is perfect for boat lovers and nature enthusiasts. With friendly staff, launching your boat is easy, making your visit enjoyable. You can stroll along the riverbank, soaking in beautiful views and watching local wildlife. For those new to boating, rental options like kayaks and paddleboards are available. Nearby, charming shops and restaurants offer delicious bites and unique souvenirs. Whether you’re looking for adventure or a quiet day by the water, Indian River Marina offers a lovely way to experience Connecticut’s beautiful coastline!

Saybrook Point Resort & Marina

The Saybrook Point Resort & Marina is a beautiful spot where the river meets the sea. The cozy rooms offer lovely views of the Connecticut River and Long Island Sound, perfect for a relaxing getaway. You can explore the marina, rent a boat, or take a kayak out on the water. The resort features a nice pool and spa for unwinding after a day of fun. Dining here is a treat, with fresh, local seafood served on the patio overlooking the water. The surrounding area offers charming shops and parks for outdoor adventures. It’s a great place to escape and enjoy nature.

2. Outdoor Adventures

Harvey’s Beach

Harvey’s Beach in Old Saybrook, Connecticut

The Harvey’s Beach is a lovely spot to relax and enjoy a day by the water. The clean sandy shore and calm, shallow water make it perfect for families and kids. You can stroll along the beach and take in the beautiful views, especially at sunset. There are restrooms available, and many people bring picnics or set up grills for barbecues. The beach’s cozy size makes it easy to keep an eye on your little ones while they play. After your beach day, explore the local shops or grab a bite nearby. Overall, it’s a great place to get relax and enjoy a simple beach experience.

Fenwick Beach

Fenwick Beach in Old Saybrook, Connecticut
Magicpiano, CC BY-SA 3.0, via Wikimedia Commons

The Fenwick Beach in Old Saybrook is a peaceful escape along the Connecticut shoreline. With its clean, sandy shore, it’s perfect for families to relax and enjoy a picnic. The gentle waves are ideal for young children to play in, while adults can take leisurely strolls along the water’s edge. For the more adventurous, kayaking or paddleboarding in the calm waters is a great option. After a day at the beach, explore the charming streets of Old Saybrook for local shops and eateries. As the sun sets, the sky’s colors reflecting on the water create a stunning backdrop.

Hammonasset Beach State Park

Hammonasset Beach State Park in Old Saybrook, Connecticut
rickpilot_2000, CC BY 2.0, via Wikimedia Commons

The Hammonasset Beach State Park is a beautiful escape for nature lovers. With around 1,000 acres to explore, it offers peaceful trails perfect for hiking. You can enjoy fishing in the serene waters, so bring your gear if you’re interested. The park also has lovely picnic spots under shady trees, making it ideal for a family meal. In the fall, the vibrant leaves create stunning views, perfect for photos. Plus, the park has some history, with old structures adding charm to your visit. Whether you want to relax or be active, Hammock State Park is a wonderful place to spend your day.

Fort Saybrook Monument Park

The Fort Saybrook Monument Park is a great spot to enjoy the picnic areas and lovely views of the Connecticut River and Long Island Sound, it’s perfect for a family lunch or a snack with friends. The well kept trails are ideal for walking or jogging, surrounded by nature and wildlife. You can also watch boats at the marina or try your luck fishing. Don’t miss the nearby Saybrook Lighthouse for a touch of history. With plenty of open space to relax, it’s a peaceful place to relax. This park is a wonderful destination for anyone looking to enjoy a day in Connecticut.

Kayaking and Canoeing

Kayaking in Old Saybrook, Connecticut

Old Saybrook is perfect for boating lovers. The Connecticut River offers calm waters, making it great for both beginners and experienced paddlers. You can rent kayaks and canoes from local outfitters, who provide everything you need. As you paddle, enjoy stunning views and watch for wildlife like herons and playful seals. For more adventure, head out to the Long Island Sound, but be sure to check the weather first. Guided tours are also available to explore hidden coves. After your day on the water, relax at Saybrook Point Beach and enjoy a beautiful sunset.

Fishing Charters

Fishing Charters in Old Saybrook, Connecticut

Fishing in Old Saybrook, is a great experience, especially with a fishing charters like Sea Sprite Sport Fishing, Islander Sport or Reel Cast Charters. You’ll head out on the water with an expert captain who knows the best spots to catch fish. The Long Island Sound is home to striped bass, bluefish, and flounder, with the best times to fish varying by season. You can choose between group charters for a fun social experience or private trips for a more intimate day with family or friends. Most charters provide all the gear you need. After your fishing adventure, some charters will clean your catch, and local restaurants can cook it for you.

Hiking Trails

Hiking Trails in Old Saybrook, Connecticut

Old Saybrook has wonderful hiking trails for all skill levels to enjoy the outdoors. One popular spot is Hammonasset Beach State Park, where you can enjoy both the beach and scenic wooded paths. The Selden Island Trail offers a unique hike to an island, perfect for nature lovers. For a challenge, check out the Old Saybrook Land Trust Trails, known for their rugged beauty. You can also explore the short trail around the Katharine Hepburn Cultural Arts Center for a blend of art and nature. Don’t miss the Connecticut River Walk, which provides stunning views of the river.

3. Iconic Landmarks

Florence Griswold Museum

Florence Griswold Museum near Old Saybrook, Connecticut
Pi.1415926535, CC BY-SA 3.0, via Wikimedia Commons

The Florence Griswold Museum is a charming spot for art lovers, housed in the former home of Florence Griswold, the museum features a beautiful garden that reflects the inspiration of past artists. Inside, you’ll find a collection of American art, especially from the Impressionist period, showcasing scenes of the Connecticut River. The museum hosts changing exhibitions, so there’s always something new to discover. Families can enjoy hands-on art making sessions, making it a fun outing for kids. Don’t miss the cozy café where you can relax and take in the lovely views.

Connecticut River Museum

Connecticut River Museum near Old Saybrook, Connecticut
Joe Mabel, CC BY-SA 2.0, via Wikimedia Commons

Visiting the Connecticut River Museum is a delightful experience for anyone interested in local history. It’s located right by the river, providing beautiful views and a welcoming atmosphere. Inside, you’ll find exhibits on the river’s importance for transportation and trade, along with displays of various boats. Interactive exhibits make learning fun, especially for kids, while wildlife displays highlight the animals that call the river home. The museum also hosts community events that bring locals together. After your visit, take a stroll along the river to enjoy the scenery.

Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center honors the famous actress, who spent many summers here. Housed in a beautifully restored building, it features a cozy theater hosting plays, music shows, and dance performances. The center also offers workshops and classes for all ages, allowing you to explore your creative side. Don’t miss the small gallery showcasing art and memorabilia related to Hepburn’s life. After the show, take a stroll along the waterfront or enjoy a meal at a local restaurant. It’s a perfect spot to celebrate the arts and enjoy the charm of Old Saybrook!

Old Saybrook Marina

Old Saybrook Marina in Old Saybrook, Connecticut

The Old Saybrook Marina is a lovely spot for boat lovers wanting to relax by the water. You’ll see many boats, from small fishing vessels to larger yachts, creating a friendly atmosphere. Renting kayaks or paddleboards is easy if you want to get out on the river. The views are stunning, especially during sunset, making it a perfect spot to unwind. There are walking paths around the marina for a leisurely stroll, where you can enjoy nature and fresh air. Whether you’re an experienced boater or just looking to relax, Old Saybrook Marina has something for visitors.

General William Hart House

General William Hart House in Old Saybrook, Connecticut
ROY KLOTZ MD, CC BY-SA 3.0, via Wikimedia Commons

The General William Hart House is a charming historical site built in 1767 by General Hart for his wife. As you approach, its classic architecture stands out. Inside, you’ll find rooms filled with artifacts that tell the story of General William Hart and his family during the American Revolution. The guided tours offer interesting stories about the Hart family and their contributions to the town. The well kept gardens provide a peaceful place to relax and enjoy the outdoors. Be sure to check for special events that enhance your visit. It’s a worth visit for all history lovers.

4. Family-Friendly Activities

Old Saybrook Farmers’ Market

Old Saybrook Farmers’ Market in Connecticut

The Old Saybrook Farmers’ Market offers a friendly atmosphere and a wide variety of fresh produce from local farmers. You’ll find colorful fruits and vegetables, along with delicious baked goods, homemade jams, and unique sauces. Meeting the vendors adds a personal touch, as they share stories about their products. In summer, enjoy live music and activities for kids, making it fun for the whole family. Parking is easy, and the market is accessible for everyone. Don’t miss this delightful spot to experience local culture and grab some fresh ingredients!

Golfing Courses

Golfing Courses in Old Saybrook, Connecticut

The Fenwick Golf Course features an 18 hole course with friendly staff and beautiful greens, suitable for all skill levels. The Preserve is unique, focusing on preserving nature while providing a fun 18 hole experience in a scenic setting. For a more casual outing, Mini-Golf at Saybrook Point offers mini-golf, perfect for families. After your game, explore the charming downtown area with its local restaurants and shops. Old Lyme Country Club has a relaxed vibe and plenty to enjoy for golf lovers. Whether you’re hitting the greens or just wandering around, it’s a great place to spend your day!

Festivals and Parades

Festivals and Parades in Old Saybrook, Connecticut

Old Saybrook is a charming town known for its vibrant festivals and parades. The Old Saybrook Fireworks Festival in summer lights up the sky with stunning displays, drawing families to the waterfront for food and fun. In fall, the Pumpkin Festival brings excitement with carving contests and tasty treats. The Holiday Parade in December celebrates the season with colorful floats and Santa’s special appearance. Music lovers can enjoy the Summer Concert Series at the town green, featuring local bands. These events capture the heart of the community, making it easy to connect with others.

Summer Concert Series

Old Saybrook shines in the summer with its Summer Concert Series, where locals and visitors gather at the town green to enjoy live music. Each week, you can expect a mix of genres, from rock to jazz, performed by passionate local bands. The atmosphere is friendly, making it perfect for families and friends. People often bring picnics, finding cozy spots on the grass to relax and soak in the vibe. Concerts typically happen on Thursday evenings, so checking the schedule ahead of time is a good idea. As the sun sets, the twinkling lights create a magical backdrop, making the experience more special.

Biking Trails

Biking Trails in Old Saybrook, Connecticut

Old Saybrook is a great place for biking trails with its mix of trails suitable for all levels. The Old Saybrook Greenway is a popular flat trail along the Connecticut River, perfect for families. For a longer ride, the Shoreline Greenway Trail connects several towns and offers beautiful coastal views. If you prefer wooded paths, the Harvey’s Beach area has a mix of dirt and paved trails surrounded by trees. Nearby, Rocky Neck State Park features miles of scenic trails through forests and along the beach. Remember to wear a helmet and bring water to explore biking trails.

5. Natural Attractions

Ferry Landing State Park

Ferry Landing State Park near Old Saybrook, Connecticut
Pi.1415926535, CC BY-SA 4.0, via Wikimedia Commons

The Ferry Landing State Park is located along the Connecticut River, with lovely views of the water, it’s great for picnics, where you can enjoy a meal with friends and family. There are walking paths to explore, allowing you to connect with nature while listening to the birds. Fishing is also popular here, so bring your rod if you enjoy that activity. The park has picnic tables for gatherings, making it a safe place for kids to play. Its quiet atmosphere is ideal for reading or simply relaxing. Ferry Landing is a hidden gem worth visiting for a day of fun and relaxation.

John Lohmann CT River Preserve

John Lohmann CT River Preserve near Old Saybrook, Connecticut

The John Lohmann CT River Preserve is a peaceful spot for nature lovers. With well maintained trails, it’s easy to explore the wetlands and forests. You can enjoy lovely views of the Connecticut River along the way, perfect for photos or a moment of relaxation. Bird watchers will delight in spotting various species, especially during migration seasons. It’s also a great place for families to have a picnic while surrounded by nature. Just remember to wear comfortable shoes and check the weather before you go. Overall, it’s a wonderful escape from everyday life.

Selden Neck State Park

Selden Neck State Park near Old Saybrook, Connecticut

Near Old Saybrook, Selden Neck State Park is a peaceful escape, surrounded by the Connecticut River, it offers scenic trails perfect for leisurely walks or hikes. Wildlife abounds here, so keep an eye out for birds and deer. Fishing along the river is a relaxing way to spend your day, and picnicking under the trees makes for a lovely meal. For the adventurous, kayaking or canoeing lets you explore the area from the water. With its natural beauty, Selden Neck State Park is ideal for enjoying outdoor fun. Pack your gear and enjoy a day in this hidden gem!

Stewart B. McKinney National Wildlife Refuge

Covering over 3,000 acres, Stewart B. McKinney National Wildlife Refuge features salt marshes, forests, and beaches that are home to diverse wildlife. You can easily walk along the trails, enjoying the sights and sounds of birds and other animals. Fall is a stunning time to visit, with beautiful foliage and migrating birds. The refuge offers educational programs to help you learn about the local ecosystem. It’s a great spot for photography, especially during the early morning or late afternoon light. Visiting this refuge reminds us of the importance of protecting our natural spaces for future generations.

Ferry Point Marsh Wildlife Area

Ferry Point Marsh Wildlife Area in Old Saybrook, Connecticut

The Ferry Point Marsh Wildlife Area is a marshland area filled with tall grasses, small ponds, and woodlands, making it a perfect habitat for birds. Walking the well kept trails allows you to explore and enjoy the peaceful sounds of nature. Bring your binoculars for some rewarding birdwatching, as you might see great blue herons and colorful songbirds. Fishing is also popular here, offering a quiet escape for anglers. This area is a chance to connect with nature, whether for a short walk or a longer hike. Pack a picnic and enjoy the tranquility of this lovely wildlife area.

Great Island Wildlife Area

Great Island Wildlife Area near Old Saybrook, Connecticut

The Great Island Wildlife Area is a peaceful spot perfect for nature lovers. The well marked trails make it easy to walk, jog, or bike while enjoying the beautiful scenery of trees, marshes, and waterways. Bring binoculars to spot various birds and wildlife, like deer and foxes. Fishing is popular here, so pack your gear if you want to cast a line. Families will love exploring the trails and enjoying picnics together. In the fall, the vibrant colors make it even more stunning. Great Island is a welcoming place to connect with nature and get relaxed.

6. Day Trips & Excursions

Gillette Castle State Park

Day trip to Gillette Castle State Park from Old Saybrook, Connecticut

A day trip to Gillette Castle State Park from Old Saybrook is a lovely way to explore Connecticut. The drive is about 30 minutes, offering nice countryside views. Once you arrive, you can admire the unique castle, once home to actor William Gillette. The park features easy trails perfect for casual hikes and picnicking spots surrounded by nature. Guided tours of the castle share fascinating stories about its history and unique design. Don’t forget to take in the peaceful views of the Connecticut River before you leave. It’s a perfect spot for a memorable outdoor day!

Nehantic State Forest

Day trip to Nehantic State Forest from Old Saybrook, Connecticut
User:Magicpiano, CC BY-SA 4.0, via Wikimedia Commons

A day trip to Nehantic State Forest from Old Saybrook is a perfect way to enjoy nature. It’s only about a 30 minutes drive, making it easy to escape the busy town. The forest offers over 1,000 acres of trails, ideal for hiking or picnicking. You can choose easy paths for a leisurely walk or more challenging trails for a bit of adventure. Pack a lunch to enjoy at a scenic spot, and remember to clean up afterward. Keep an eye out for wildlife like squirrels and deer along the way. As you drive back, reflect on the peace and beauty you experienced in the forest.

Rocky Neck State Park

Day trip to Rocky Neck State Park from Old Saybrook, Connecticut
Bjturon, CC BY-SA 4.0, via Wikimedia Commons

Rocky Neck State Park is a fantastic day trip from Old Saybrook, just a short 20 minutes drive away. Once there, enjoy the beautiful sandy beach perfect for swimming and sunbathing. The park offers hiking trails for all skill levels, allowing you to explore nature at your own pace. Don’t forget to pack your picnic to enjoy at this park’s scenic spots. If you can, stay to watch the stunning sunset over the water. Remember to bring sunscreen and plenty of water to stay comfortable. A visit to Rocky Neck is an enjoyable way to experience the beauty of Connecticut!

New London

Day trip to New London from Old Saybrook, Connecticut

A day trip to New London from Old Saybrook is a lovely way to explore Connecticut’s coast. The drive takes about 30 minutes along Route 1 or I-95, both offering beautiful views. Once in New London, start at the waterfront for stunning views of Long Island Sound. Visit Fort Trumbull State Park to learn about its history and enjoy the trails. For lunch, check out local eateries downtown, especially seafood spots. If you’re with kids, Ocean Beach Park is perfect for fun and relaxation. Before heading back, explore unique shops for local crafts and souvenirs.

Mystic

Day trip to Mystic from Old Saybrook, Connecticut

A day trip to Mystic is just a 30 minutes drive along the scenic coastline from Old Saybrook. Start at the Mystic Seaport Museum, where you can explore historic ships and learn about maritime history. Next, visit the Mystic Aquarium to see seals, penguins, and interactive exhibits. For lunch, try Mystic Pizza for a delicious meal in a casual atmosphere. Stroll through downtown Mystic to shop for unique gifts and tasty treats, like fudge or saltwater taffy. If time allows, enjoy a relaxing boat ride on the Mystic River. End your day at the Mystic Lighthouse for stunning sunset views

How to Reach Old Saybrook

If you’re planning to visit Old Saybrook, there are several ways to get there. The closest major airport is Bradley International Airport (BDL) in Windsor Locks, Connecticut, which is about 60 miles away — about an hour’s drive. You can rent a car anytime at the airport or use shuttle offered by your hotel. Another option is T.F. Green Airport (PVD) in Providence in Rhode Island, located around 65 miles from Old Saybrook. Both airports offer car rental services and rideshare options like Uber and Lyft.

If you’re already in the Northeast, you can also reach Old Saybrook easily by train, as Amtrak has a station in the town, connecting you to cities like New York City, Boston, and New Haven. Taking the train is a comfortable and scenic way to travel, especially along the coast. Alternatively, driving is convenient since Old Saybrook is easily accessible from Interstate 95. If you’re coming from New York City, expect about a 2 hours drive, while a trip from Boston will take around 2.5 hours, depending on traffic.

Local Transportation

If you want to explore Old Saybrook and its surrounding areas, renting a car is a great choice as it gives you the freedom to visit nearby beaches and parks at your own pace. The town is also bike friendly, with several bike rental shops available, making biking a fun way to enjoy the beautiful coastal scenery since the area is mostly flat and perfect for casual rides.

If you prefer not to drive, local taxi services and rideshare apps like Uber and Lyft make it easy to get around. For those looking to visit nearby towns like New Haven or New London, the Shore Line East commuter train offers a convenient and affordable way to travel. The Old Saybrook station connects to other coastal towns, allowing for easy day trips without needing a car.


FAQ’s (Frequently Asked Questions)

1. What is Old Saybrook known for?

Old Saybrook is famous for its rich history, beautiful beaches, and charming downtown area. It’s a great spot for outdoor activities like boating, fishing, and hiking. The town is also known for landmarks like the Katharine Hepburn Cultural Arts Center and the historic Saybrook Point Lighthouse.

2. What outdoor activities can I enjoy in Old Saybrook?

Old Saybrook is a great spot for outdoor lovers. You can have fun at the beaches, where you can swim, sunbathe, and have picnics. If you enjoy hiking, check out the nearby parks and nature preserves, like Hammock State Park, which has lovely trails to explore. For those who like water activities, you can try kayaking, sailing, or fishing in the Connecticut River and Long Island Sound.

3. Are there any family friendly attractions in Old Saybrook?

Harvey’s Beach is a fantastic place for families, featuring sandy shores and shallow waters that are perfect for swimming. If you’re interested in learning more about the town’s history, the Old Saybrook Historical Society provides fun and educational exhibits. For those looking for some entertainment, you can enjoy a day of mini golf and visit arcade centers, which offer a great time for both kids and adults.

4. What are the dining options like in Old Saybrook?

Old Saybrook offers a variety of dining options for everyone. You can enjoy fresh seafood at local restaurants that serve tasty dishes. If you’re in the mood for something different, there are plenty of Italian restaurants and classic American diners to choose from. For a quick bite or a sweet treat, the cozy cafes and bakeries are perfect spots to relax with great coffee.

5. Are there any special events in Old Saybrook?

Old Saybrook is a lively place with many special events all year round. In the summer, you can enjoy live music at the Summer Concert Series on the town green during warm evenings. The Old Saybrook Farmers’ Market is a great spot to find fresh local produce, crafts, and even live entertainment. During the holiday season, the town becomes even more charming with festive celebrations, including tree lighting ceremonies and parades that everyone can enjoy.


Scroll to Top

Discover more from Wander Epic

Subscribe now to keep reading and get access to the full archive.

Continue reading