Things to Do in Old Saybrook Connecticut
Updated June 27, 2024 at 1:46 pm
Discover the charm and attractions of Old Saybrook, Connecticut, as we delve into its historic landmarks, scenic beauty, and must-visit spots that promise a delightful experience for every traveler.

Explore the Connecticut River Museum
When visiting Old Saybrook, one essential stop is the Connecticut River Museum.
This museum offers a deep dive into the rich history of the Connecticut River and its impact on the region.
From maritime artifacts to interactive exhibits, there is something for everyone.
It’s said that people particularly love the river cruises that provide scenic views and historical insights.
If you enjoy learning about history and seeing artifacts up close, this museum is a must-visit.
Discover the Katharine Hepburn Cultural Arts Center
Another gem in Old Saybrook is the Katharine Hepburn Cultural Arts Center, affectionately known as The Kate.
Named after the iconic actress who called the town her home, this venue boasts a variety of cultural performances.
The Kate hosts concerts, theater productions, and film screenings, making it a cultural hub for locals and visitors alike.
If you appreciate the arts and enjoy live performances, you might want to check the event schedule during your visit.
Some have called it a delightful blend of historic charm and modern entertainment.
Relax at Harvey’s Beach
If you’re looking for a place to unwind, Harvey’s Beach is a local favorite.
This small, sandy beach offers stunning views of Long Island Sound and is perfect for a day of relaxation.
Visitors often highlight the calm and shallow waters, making it ideal for families with young children.
It’s best to visit early in the morning to avoid crowds, especially during the summer months.
Pack a picnic and make a day of it; you’ll find that the peace and natural beauty are well worth the visit.
Harvey’s Beach is a hidden gem that offers a serene escape from the hustle and bustle of daily life.
Roam Around Saybrook Point
Saybrook Point is where you’ll find a charming mix of history and scenic views.
Walk along the marina and you’ll see beautiful boats moored, a testament to the town’s maritime heritage.
The area also features the Saybrook Point Inn, a luxurious place to stay with a stunning waterfront view.
If you’re a fan of picturesque walks and lovely views, this is the place for you.
It is said that some guests particularly enjoy the Lighthouse Suite, which offers a unique staying experience.
Dine at Local Eateries
Old Saybrook has a vibrant food scene that offers everything from casual to fine dining.
A local favorite is Liv’s Oyster Bar, known for its fresh seafood and cozy atmosphere.
For something more upscale, you might try Aspen Restaurant and Bar, which offers creative American cuisine.
Both restaurants have received glowing reviews for their delicious food and high-quality service.
If you’re a fan of classic American fare, you might find yourself enjoying Penny Lane Pub.
Its relaxing atmosphere and a wide range of menu options have made it a go-to spot for both locals and visitors.
Make sure to reserve a table in advance, especially during weekends and holidays, as these places tend to get busy.
Visit Fort Saybrook Monument Park
For history enthusiasts, Fort Saybrook Monument Park offers a fascinating glimpse into the area’s past.
This historic site dates back to the 1600s and provides educational displays about the early settlers and fortifications.
Walking trails and interpretive signs make it a great place for a leisurely stroll while soaking in some history.
If you’re visiting in the spring or fall, the park is particularly beautiful and less crowded.
Explore the Town Green
The Town Green is the heart of Old Saybrook and a great spot to get a feel for the local community.
Throughout the year, you might find farmers’ markets, art shows, and musical performances happening here.
It’s a wonderful place to relax, people-watch, and maybe even pick up some local artisanal goods.
The nearby shops and cafes add to the charm, making it a lovely place to spend an afternoon.
Shop at Saybrook Country Barn
If you enjoy shopping, you’ll love Saybrook Country Barn.
This large store offers a range of home furnishings, decor, and unique gifts.
It’s said that many people appreciate the barn-style building and the variety of high-quality items available.
Don’t hesitate to explore the different sections of the store; you never know what treasure you might find.
Visitors often mention the friendly and helpful staff, who are always ready to assist you in finding that perfect piece for your home.
Make sure you check out the seasonal section, especially during the holidays, for some festive inspiration.
Enjoy Outdoor Activities
Old Saybrook offers plenty of opportunities for outdoor enthusiasts.
From kayaking on the Connecticut River to hiking at the various local trails, there’s no shortage of activities to keep you busy.
If you’re a biking fan, you might enjoy exploring the best trails in Rhode Island, many of which are a short drive away.
These trails offer scenic views and a variety of difficulty levels, perfect for both beginners and experienced bikers.
Take a Scenic Drive along the Coast
A coastal drive is one of the most enjoyable things to do in Old Saybrook.
The beautiful coastline, dotted with charming homes and stunning views, is a treat to explore by car.
If you’re looking for a picturesque route to follow, start at Saybrook Point and make your way north along the coast.
It’s a great way to spend a leisurely afternoon, taking in the beauty of the shoreline and perhaps stopping at some scenic spots along the way.
Don’t forget to bring your camera; you’ll want to capture the incredible views and memories to look back on.
Get Artsy at Local Galleries
For those who appreciate art, Old Saybrook has several galleries worth visiting.
The Susan Powell Fine Art Gallery is particularly well-regarded for its impressive collection of contemporary and traditional art.
Art aficionados might find themselves getting lost in the beautiful paintings and sculptures on display.
Additionally, the gallery often hosts special exhibitions and events, so it’s worth checking their schedule.
The gallery has garnered positive reviews for its curated collections and knowledgeable staff.
Join Local Events and Festivals
Throughout the year, Old Saybrook hosts a variety of events and festivals that bring the community together.
Events like the Annual Arts and Crafts Festival or the Taste of the Shoreline are perfect opportunities to experience local culture.
It’s recommended to plan your visit around these events to get a true sense of the town’s vibrant community spirit.
If you’re interested in more family-friendly activities, Rhode Island offers numerous options for every age group.
These events not only offer entertainment but also provide a great way to support local businesses and artists.
Take a Historical Tour
If you’re a history buff, you won’t want to miss the opportunity to take a historical tour of Old Saybrook.
The town offers various guided tours that offer deep insights into its rich colonial past.
People often mention that these tours are both educational and entertaining, providing a glimpse into life centuries ago.
Look out for the town’s historic houses, churches, and the Old Saybrook Historical Society.
The docents are knowledgeable and passionate about the town’s history, enhancing your experience.
Pause at General William Hart House
The General William Hart House is another must-see for history enthusiasts.
This historic house, dating back to 1767, offers a well-preserved look at colonial architecture.
It’s filled with period furniture and artifacts that tell the story of early American life.
You might find the guided tours incredibly informative, offering fascinating tidbits about the Hart family’s life.
Enjoy a Drink at Local Breweries
For those who enjoy a good brew, Old Saybrook has several local breweries that are worth a visit.
One popular spot is 30 Mile Brewing Co., known for its creative craft beers.
The brewery has a relaxed and friendly atmosphere, perfect for enjoying a pint with friends.
Another favorite is the Penny Lane Pub, which not only has great food but also an excellent selection of beers.
People often praise the quality and variety of brews available, making it a must-visit for beer lovers.
Not far off, Rhode Island also offers some top-notch breweries and signature craft beers.
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Attend a Yoga Session
If wellness is what you’re after, attending a yoga class can be an excellent option.
Old Saybrook has several yoga studios that cater to all levels of experience.
Bikram Yoga Saybrook is particularly known for its warm and welcoming environment.
If you’re into holistic health, you might also enjoy some leading yoga retreats in Rhode Island for a more immersive experience.
Regulars often speak highly of the knowledgeable instructors who guide you through every pose.
Explore James Pharmacy
Originally established in the early 20th century, it has been a local staple for years.
Although it functions as a bed and breakfast now, it maintains its historical significance.
Visitors often appreciate the authenticity and the preserved architecture that tells old stories.
Spend a Day Shopping
If shopping is on your agenda, downtown Old Saybrook offers an array of boutique shops.
You might find unique clothing, accessories, and locally-made crafts.
Ashley’s Distinctive Jewelry and Gifts is a favorite for distinctive pieces and gifts.
People love the friendly service and the quality of items in these local shops.
Walk Along the Marina
The Saybrook Marina is another excellent place to spend a few hours.
This area is perfect for a leisurely walk, offering beautiful views of the Connecticut River and Long Island Sound.
It’s said that people enjoy watching the boats and sometimes spot local wildlife.
If you’re into photography, you’ll find plenty of picturesque scenes to capture.
Indulge in Local Sweets
If you have a sweet tooth, don’t miss Heather’s Fine Sweets & Savories.
This local bakery offers a variety of delicious treats, from cookies to cakes.
People often rave about the quality and taste of Heather’s baked goods.
You’ll find it hard to resist picking up a few goodies to enjoy later on.
For more dessert options, Rhode Island has some exceptional local bakeries for dessert lovers.
Stay at a Cozy Bed and Breakfast
For a more intimate stay, consider booking a room at one of the local bed and breakfast establishments.
The Deacon Timothy Pratt Bed & Breakfast provides a charming and comfortable stay.
Guests frequently mention the warm hospitality and the beautiful, well-maintained property.
The breakfasts are often highlighted as a delicious start to your day.
Rhode Island also has its share of highly-rated bed and breakfast establishments.
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Visit the Acton Public Library
The Acton Public Library is a wonderful place to visit, especially if you’re a book lover.
With a vast collection of books, magazines, and DVDs, there’s something for everyone.
The library also hosts events and activities, which can be a great way to spend a rainy day.
Visitors frequently praise the friendly and helpful staff who make the library a welcoming place.
Hiking and Exploration at The Preserve
If you’re an outdoor enthusiast, The Preserve in Old Saybrook will not disappoint.
This expansive area offers miles of trails for hiking, biking, and bird-watching.
People often highlight the scenic beauty and the well-maintained trails.
Plan a visit early in the morning for the best wildlife sightings.
See a Movie at the Old Saybrook Cinemas
Old Saybrook Cinemas is a cozy place to catch the latest movies.
The cinema offers comfortable seating and a good selection of snacks.
People often mention the clean facilities and the convenient location in the heart of town.
It’s a perfect activity for a rainy day or a relaxing evening out.
Take a Cruise on the Connecticut River
One of the best ways to experience Old Saybrook is from the water.
A river cruise offers stunning views and a unique perspective of the area.
These cruises often come highly recommended for their informative commentary and relaxing atmosphere.
Look out for sunset cruises, which provide an exceptionally beautiful way to end your day.
Experience Watersports at North Cove
North Cove is the go-to spot for watersports enthusiasts.
You can rent kayaks, paddleboards, and even boats.
It’s said that people enjoy the calm waters and the scenic environment.
If you’re new to watersports, many rental shops offer beginner lessons.
It’s a fun way to stay active while enjoying the natural beauty of Old Saybrook.
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Relax at Town Parks
Old Saybrook boasts several beautiful town parks that are perfect for relaxation.
Parks like Clark Community Park offer walking trails, picnic areas, and playgrounds for children.
These parks are well-maintained and provide a serene environment to unwind.
Locals often mention how lovely it is to take an afternoon stroll through the parks.
Many parks also have sports facilities, making them a great spot for family outings or a casual game of basketball.
Dive into Marina Dining
If you enjoy waterfront dining, Saybrook Point Marina offers several delightful options.
Fresh Salt is one such restaurant, known for its delectable seafood and stunning views of the marina.
Diners often compliment the restaurant’s courteous staff and cozy atmosphere.
Make sure to try their clam chowder or lobster roll, which receive high praises from regular visitors.
Dining by the water provides a calming experience, making it a perfect end to a day of exploration.
If you’re visiting during warmer months, try to reserve a spot on the patio for the best views.
Explore the Lynde Point Lighthouse
For lighthouse enthusiasts, a visit to the Lynde Point Lighthouse should be on your to-do list.
This historic lighthouse dates back to 1803 and is a beautiful sight against the coastal landscape.
Although not open to the public for tours, the lighthouse is best viewed from a boat or from nearby beaches.
Many visitors enjoy taking photographs of this picturesque structure, especially during sunset.
The surrounding area is peaceful, offering a quiet retreat from busier tourist spots.
Discover Local Artisans
Old Saybrook is home to many talented artisans, and their work can be found in local shops and galleries.
The Florence Griswold Museum, though technically in nearby Old Lyme, is close enough to make a quick day trip.
This museum offers a collection of American Impressionist paintings and hosts various art workshops.
People frequently highlight the beautiful gardens and scenic river views that make the museum a relaxing outing.
Make sure to check their event calendar for special exhibitions and programs during your visit.
You might also enjoy exploring Saybrook Home, which features local crafts and home decor items.
It’s said that visitors appreciate the quality and uniqueness of the products, making them great souvenirs or gifts.
Get Active with Shoreline Biking
If you’re a biking enthusiast, Old Saybrook offers some excellent routes.
You can follow the paths along the coastline, which provide stunning views and a refreshing sea breeze.
Many people enjoy the combination of exercise and scenery, making it a highlight of their visit.
For those who prefer a more structured trail, The Preserve offers various biking paths through its wooded areas.
Make sure to bring your camera as you might come across some local wildlife on your ride.
Experience the Essence of Old Saybrook at Local Wineries
If you’re a wine lover, you’ll be pleased to know that Old Saybrook has some fantastic local wineries.
Chamard Vineyards in nearby Clinton is a popular choice known for its picturesque vineyard and delicious wines.
Visitors often enjoy the wine tastings and guided tours that offer insight into the wine-making process.
The vineyard also has a bistro that serves farm-to-table dishes, making it a perfect spot for a leisurely lunch.
Plan your visit during the fall for the best vineyard views and seasonal activities.
Participate in Community Events
Old Saybrook has a strong sense of community, and participating in local events is a great way to experience it.
Seasonal festivals like the Saybrook Summer Fair and the Independence Day Parade are local favorites.
These events offer a variety of activities from live music to artisanal market stalls, catering to all ages.
People often mention how these events are a great way to meet locals and learn more about the town.
If you’re visiting during the holiday season, the tree lighting ceremony is a must-see.
Take a Historical Walk at Cypress Cemetery
Cypress Cemetery is a peaceful place to take a walk and reflect on the town’s history.
This cemetery is one of the oldest in Connecticut, with headstones dating back to the 1600s.
People often find it fascinating to read the old inscriptions and imagine life in those times.
The cemetery also offers beautiful views of the Connecticut River, making it a serene and contemplative spot.
Stroll Down Main Street
Old Saybrook’s Main Street is charming and filled with unique shops, eateries, and historic buildings.
Take a leisurely walk to explore boutiques, antique shops, and local cafes.
You’ll often hear that Main Street provides the quintessential small-town American experience.
It’s also a great place to find local goods and homemade crafts that make for wonderful souvenirs.
Stop by one of the coffee shops for a quick break; consider visiting Liv’s Dockside Coffee Bar for a relaxing experience.
Participate in Arts and Crafts
For those who enjoy hands-on activities, Old Saybrook offers several arts and crafts workshops.
The Firehouse Pottery & Gallery provides pottery classes suitable for all skill levels.
Participants often rave about the engaging and therapeutic experience of creating their own ceramic pieces.
This activity is perfect for families and friends looking for a fun and creative way to spend time together.
Check their schedule for ongoing workshops and special events.
Try Fishing at Great Hammock Beach
If you enjoy fishing, Great Hammock Beach offers excellent opportunities.
Locals often commend the beach for its rich fishing spots and peaceful environment.
It’s an ideal location for both seasoned anglers and beginners looking to try their hand at fishing.
Visitors appreciate the quietness of the beach, making it a relaxing spot to spend your day.
Visit the Historical Society Museums
The Old Saybrook Historical Society operates multiple museum sites that are worth exploring.
The Hart House Museum offers a glimpse into the life and history of early settlers.
This site includes a variety of displays and exhibits, showcasing artifacts from different eras.
People often highlight the knowledgeable docents who bring the history alive with their stories.
Interact with Nature at Turtle Creek Preserve
Turtle Creek Preserve is a hidden gem for nature lovers.
This preserve offers short hiking trails that meander through a variety of ecosystems.
Many visitors enjoy bird-watching and capturing the natural beauty through photography.
It’s also a great spot for a peaceful picnic while being surrounded by nature.
Remember to bring your binoculars for a closer look at the local wildlife.

Avery Ingram
Contributor