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Old Saybrook, CT: Where Fun and Adventure Meet! Best Places to Visit and Things to Do

You’re in for a treat if you’re planning a trip to Old Saybrook, Connecticut. This charming town has something for everyone, from outdoor adventures to cultural and artistic delights. Whether you’re traveling with family, friends, or solo, you’re sure to find plenty of fun things to do and places to visit in Old Saybrook.

A Glimpse into Old Saybrook’s History Old Saybrook has a rich history that dates back to the 1600s. You can explore this history by visiting the Saybrook Point Inn and Spa, which was once a military fort, or the General William Hart House, which was built in 1767 and is now a museum. You can also take a stroll through the historic district, which is home to many well-preserved colonial-era homes.

Cultural and Artistic Delights Old Saybrook is home to the Katharine Hepburn Cultural Arts Center, which hosts a variety of performances and events throughout the year. You can also visit the Connecticut River Museum to learn more about the history of the Connecticut River and its role in shaping the town. If you’re an art lover, you won’t want to miss the Artisans Harbor Gallery, which showcases the work of local artists.

Key Takeaways

• Old Saybrook is a town with a rich history dating back to the 1600s.
• The town is home to a variety of cultural and artistic attractions, including the Katharine Hepburn Cultural Arts Center and the Connecticut River Museum.
• Outdoor enthusiasts will love the many outdoor adventures available in Old Saybrook, from kayaking to hiking.

A Glimpse into Old Saybrook’s History

Ah, Old Saybrook! You might think that this quaint town is just a summer destination, but it has a rich history that dates back to colonial times. In fact, Old Saybrook was one of the original four towns in Connecticut, founded way back in 1635 by a group of English Puritans.

One of the most interesting historical sites in Old Saybrook is the General William Hart House. Built in 1767, this house served as the headquarters for General William Hart during the Revolutionary War. Legend has it that General Hart used to hide in a secret room in the house whenever the British were in town. You can take a tour of the house and see the secret room for yourself!

If you’re interested in learning more about the history of Old Saybrook, be sure to stop by the Old Saybrook Historical Society. This organization is dedicated to preserving the town’s history and has a museum filled with artifacts and exhibits. You can learn about everything from the town’s maritime history to its role in the Revolutionary War.

Another must-see historical site in Old Saybrook is the Fort Saybrook Monument Park. This park is located on the site of the original fort that was built in 1635 to protect the town from attacks by the Pequot Indians. The fort was destroyed in 1647, but the park has a monument that commemorates its importance in the town’s history.

So, there you have it! A glimpse into Old Saybrook’s fascinating history. Whether you’re a history buff or just looking for something different to do, be sure to check out these historical sites on your next visit to Old Saybrook.

Cultural and Artistic Delights

Looking for some culture and art in Old Saybrook? You’re in luck! This charming town has a few hidden gems that will satisfy your artistic cravings. Here are two must-visit destinations for cultural and artistic delights:

The Kate

If you’re a fan of performing arts, you won’t want to miss The Katharine Hepburn Cultural Arts Center, also known as The Kate. This historic theater hosts a variety of performances throughout the year, including concerts, plays, and comedy shows. The venue is named after the legendary actress Katharine Hepburn, who was born and raised in Connecticut. The Kate is a great place to catch up-and-coming artists as well as established performers.

Florence Griswold Museum

For a taste of American Impressionist art, head to the Florence Griswold Museum. This charming museum is located in a historic boarding house that was once home to the Lyme Art Colony. The colony was a gathering place for some of the most prominent American Impressionist artists of the early 20th century, including Childe Hassam and Willard Metcalf. The museum’s collection includes over 10,000 works of art, including paintings, sculptures, and decorative arts.

If you’re a fan of Impressionist art, you won’t want to miss the museum’s collection of works by members of the Lyme Art Colony. The museum also hosts rotating exhibitions that showcase a variety of art and artists.

So whether you’re in the mood for a night of theater or a day of art appreciation, Old Saybrook has something to offer.

Outdoor Adventures

Looking for some adventure in Old Saybrook? You’re in luck! This charming town has plenty of outdoor activities to keep you entertained. From fishing to hiking, there’s something for everyone.

Fishing in Old Saybrook

If fishing is your thing, you’re in the right place. Old Saybrook is located right on the Long Island Sound and the Connecticut River, which means you have plenty of opportunities to reel in some big catches. The town is particularly known for striped bass fishing, so make sure to bring your A-game.

One of the best ways to go fishing in Old Saybrook is by booking a charter with Reel Cast Charters. They offer half-day and full-day fishing trips that will take you to the best spots in the area. Don’t worry if you’re a beginner, the experienced crew will help you every step of the way.

If you prefer to fish on your own, head to Saybrook Point or the Town Beach. These spots are popular among locals and visitors alike, so you’re sure to have a good time.

Hiking Trails

If you’re more of a land lover, Old Saybrook has plenty of hiking trails for you to explore. Rocky Neck State Park is a must-visit destination for hikers. The park has several trails that will take you through the woods and along the shoreline. Keep an eye out for local wildlife, including deer and birds.

Another great hiking spot is the Connecticut River Museum. The museum has a nature trail that will take you through the marshes and wetlands along the river. It’s a great way to learn about the local ecosystem while getting some exercise.

No matter what kind of outdoor adventure you’re looking for, Old Saybrook has something for you. So grab your fishing rod or hiking boots and get ready for some fun!

Shopping Extravaganza

Looking for a shopping extravaganza in Old Saybrook? You’re in luck! This charming town is home to a variety of shops, boutiques, and antique stores that are sure to satisfy your shopping cravings. Here are some of the best places to check out:

Antique Hunting in Old Saybrook

If you’re a fan of all things vintage, then you’ll love antique hunting in Old Saybrook. Maximus Antiques is a must-visit, with a wide selection of unique and interesting antiques. From furniture to jewelry, you’re sure to find something that catches your eye.

Cottage Flair is another great option for antique shopping. This cozy shop is filled with a variety of vintage items, including home decor, jewelry, and clothing. You never know what treasures you’ll find here!

Main Street Boutiques

For a more modern shopping experience, head to Main Street in Old Saybrook. Here you’ll find a variety of boutiques and shops, each with their own unique style.

Saybrook Home is a great place to start. This home decor store has everything you need to spruce up your living space, from furniture to accessories. And if you’re looking for something to wear, check out the clothing boutiques on Main Street. You’ll find everything from casual wear to formal attire.

So whether you’re in the mood for some antique hunting or a modern shopping spree, Old Saybrook has you covered. Happy shopping!

Culinary Journey

When it comes to food, Old Saybrook has something for everyone. From fresh seafood to craft beer, the town has a wide range of culinary delights that will satisfy your taste buds. Here are some of the top places you should check out during your visit.

Seafood Delights

Old Saybrook is known for its fresh seafood, and there’s no shortage of restaurants serving up some delicious dishes. If you’re in the mood for seafood, head to Fresh Salt. This restaurant is located inside the Saybrook Point Inn and offers stunning views of the Connecticut River. Their seafood is sourced locally and is always fresh. Make sure to try their lobster roll, it’s one of the best in town!

Another great seafood spot is Liv’s Oyster Bar and Restaurant. This restaurant has a cozy atmosphere and serves up some of the best oysters in town. If you’re not a fan of oysters, don’t worry, they have plenty of other seafood dishes to choose from.

Craft Beer and Wine

If you’re a beer or wine lover, Old Saybrook has some great options for you. Head to Penny Lane Pub for a pint of craft beer. They have a rotating selection of beers on tap, so there’s always something new to try. If you’re not sure what to order, the bartenders are always happy to make a recommendation.

For wine lovers, Sip Wine Bar is a must-visit. They have an extensive wine list featuring wines from around the world. The atmosphere is cozy and intimate, making it the perfect spot for a romantic night out.

If you’re looking for a more casual spot, check out Monkey Farm Café. They have a great selection of craft beer and wine, as well as delicious food. The atmosphere is laid-back and quirky, making it a fun spot to hang out with friends.

No matter what your taste buds are craving, Old Saybrook has something to offer. From fresh seafood to craft beer and wine, the town is full of culinary delights that will leave you wanting more.

Events and Festivals

Old Saybrook is a town that loves to party, and there’s no shortage of events and festivals throughout the year to keep you entertained. From outdoor concerts to sidewalk sales, there’s always something going on. Here are some of the best events and festivals in Old Saybrook:

• Summer Concert Series: If you love live music, you won’t want to miss the Summer Concert Series. Held at the Old Saybrook Town Green, this series features a variety of musical acts, from rock and roll to jazz. Bring a blanket or lawn chair and enjoy the tunes under the stars.
• Sidewalk Sales: Who doesn’t love a good bargain? Old Saybrook’s sidewalk sales are the perfect opportunity to score some great deals. Local merchants set up tables and racks outside their shops, offering discounts on everything from clothing to home decor.
• Saybrook Point Boat Show: If you’re a boating enthusiast, you won’t want to miss the Saybrook Point Boat Show. Held at the Saybrook Point Marina, this event showcases the latest in boating technology and accessories. You can also check out some of the most beautiful boats in the area.
• Harbor Days Festival: This annual event celebrates Old Saybrook’s maritime history. Held in August, Harbor Days features a variety of activities, including a classic car show, a craft fair, and a parade. The highlight of the festival is the Blessing of the Fleet, where local boats are blessed for safe travels.

Whether you’re a music lover, a bargain hunter, or a boating enthusiast, Old Saybrook has an event or festival for you. So mark your calendar and get ready to have some fun!

Accommodation Options

When you’re planning a trip to Old Saybrook, you’ll want to make sure that you have a comfortable and relaxing place to stay. Luckily, there are a few great accommodation options to choose from that will suit your needs and budget.

Saybrook Point Inn and Spa

If you’re looking for a luxurious and relaxing place to stay, the Saybrook Point Inn and Spa is an excellent choice. This eco-friendly hotel is located in historic Old Saybrook along the Connecticut River. It features indoor and outdoor saltwater pools, a full-service spa, and an on-site marina.

The guest rooms at Saybrook Point Inn and Spa are spacious and equipped with wet bars and refrigerators. You’ll also find bathrobes and a dressing area to make you feel like royalty. The hotel is pet-friendly, so you can bring your furry friend along for the adventure.

The full-service spa is a highlight of the hotel, offering a range of treatments to help you unwind and relax. You can choose from massages, facials, body treatments, and more. The spa also has a sauna, steam room, and whirlpool for ultimate relaxation.

Overall, Saybrook Point Inn and Spa is the perfect place to stay for a luxurious and pampered getaway.

Golfing in Old Saybrook

You’re in Old Saybrook, and you want to hit the links. Well, you’re in luck because there are some great golf courses in the area. Whether you’re a seasoned pro or a beginner, there’s a course that’s perfect for you.

One of the most popular courses in Old Saybrook is the Fenwick Golf Club. This beautiful course is located on the Connecticut shoreline and offers stunning views of Long Island Sound. The course is challenging but fair, with plenty of hazards to keep you on your toes. And if you’re lucky, you might even spot a celebrity or two. The club has a strict dress code, so make sure you dress appropriately before you hit the links.

Another great option for golfers in Old Saybrook is the Old Lyme Country Club. This course is located just a few miles from Old Saybrook and offers a challenging 18-hole course. The club also has a driving range and a putting green, so you can work on your swing before you hit the course. And when you’re done playing, you can relax in the club’s clubhouse and enjoy a cold drink or a bite to eat.

If you’re looking for a more low-key golfing experience, you might want to check out the Cedar Ridge Golf Course. This nine-hole course is perfect for beginners or anyone who just wants to have a fun, relaxing round of golf. The course is well-maintained and offers beautiful views of the surrounding countryside.

No matter which course you choose, you’re sure to have a great time golfing in Old Saybrook. So grab your clubs, put on your golf shoes, and get ready to tee off.

Getting Around

You’re in Old Saybrook, and you’re ready to explore. But how do you get around? Don’t worry! This small town has plenty of options to help you get from point A to point B.

First off, if you’re coming by boat, you’re in luck. Old Saybrook has a marina, Saybrook Point Resort & Marina, that offers docking for transient boaters. Plus, it’s conveniently located at the mouth of the Connecticut River, making it a great starting point for exploring the area by water.

If you’re driving, there are plenty of parking options in Old Saybrook. You can park on the street, or there are several municipal parking lots throughout the town. Just be sure to check the signs for any restrictions.

If you’re looking to explore beyond Old Saybrook, there are several nearby towns worth checking out. Boston and New York are both within driving distance, and the charming towns of Old Lyme, Essex, and Niantic are just a short drive away.

And if you’re looking for something to do within walking distance, there are plenty of options. Take a stroll down Maple Ave or Lyme St to admire the beautiful Georgian homes, or head to the sandcastle-filled beaches for some fun in the sun.

If you’re looking for a unique way to see the sights, consider taking a ride on the Essex Steam Train or a riverboat tour with the Connecticut River Museum. Both offer a fun and educational way to explore the area.

In the summer, the town comes alive with community events, like the Old Saybrook Summer Concert Series, which takes place on the town green. So, whether you’re driving, walking, or taking a ride on a steam train, there’s plenty to see and do in Old Saybrook.

Frequently Asked Questions

What’s the best way to get around Old Saybrook without a car?

Well, you could always try hitchhiking, but we don’t recommend it. Instead, why not rent a bike or take a leisurely stroll? Old Saybrook is a small town, so you won’t have to worry about getting lost. Plus, you’ll get some exercise and fresh air. It’s a win-win.

Are there any hidden gems for foodies in Old Saybrook?

Absolutely! If you’re looking for some delicious seafood, check out Liv’s Oyster Bar. They serve up some of the freshest oysters around, and their lobster roll is to die for. For something a little more exotic, head over to Saybrook Soup & Sandwich Co. They’ve got a rotating selection of soups and sandwiches that are sure to satisfy your taste buds.

Can you walk the entire length of Old Saybrook’s boardwalk without stopping?

Well, you could try, but we wouldn’t recommend it. The boardwalk is over a mile long, and there are plenty of benches and scenic spots to stop and rest. Plus, you’ll want to take in the stunning views of the Connecticut River and Long Island Sound. So, take your time and enjoy the journey.

If I only have time to visit one attraction in Old Saybrook, what should it be?

That’s a tough one, but we’d have to go with the Katharine Hepburn Cultural Arts Center. This historic theater and museum is dedicated to the life and legacy of the legendary actress and Old Saybrook native, Katharine Hepburn. Plus, they host a variety of concerts, plays, and other events throughout the year. It’s a must-see for any Hepburn fan or theater lover.

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