destinations / united states / connecticut

15 Top-Rated Things to Do in Old Saybrook

Steve Jennifer
Updated: May 17, 2024

Old Saybrook, Connecticut, is a charming coastal town that offers a delightful blend of historical sites, natural beauty, and cultural experiences. From the storied halls of The Katharine Hepburn Cultural Arts Center to the serene trails of The Preserve, this picturesque town has something for everyone. Whether you're interested in exploring colonial architecture, enjoying sunset views at the lighthouse, or indulging in fresh seafood, Old Saybrook provides a perfect backdrop for both adventure and relaxation.

01. Go Fishing with Reel Cast Charters

Embark on a fishing adventure with Reel Cast Charters, specializing in sport fishing on the Connecticut side of Long Island Sound. Expert guides teach fishing techniques for catching large bass using live baits, with a focus on sustainable practices like catch-and-release, although guests are allowed to keep their catch if they prefer.

02. Explore the Connecticut River Museum

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Explore the Connecticut River Museum, situated in an old steamboat warehouse. The museum features exhibits on the history of the Connecticut River and its communities, offering educational and interactive experiences that highlight the region’s cultural and natural history.

03. Relax at Harvey's Beach

Spend a day at Harvey's Beach, known for its calm, shallow waters ideal for swimming and sunbathing. The beach features amenities like a pavilion and food trucks, making it a popular spot for families and visitors looking to enjoy a day by the sea, especially during the warm summer months.

04. Explore Nature at The Preserve

For those who love the outdoors, The Preserve is a must-visit. This 963-acre coastal forest, protected since 2015, is a sanctuary for diverse wildlife and plant species. With 10 miles of hiking trails, ponds, and swamps, it's an ideal place for hiking, bird watching, or simply enjoying a day in nature.

05. Stroll Down Main Street

Main Street is the heart of Old Saybrook, featuring American-style shops, quaint cafes, and historic Georgian-era homes. Whether you're shopping, dining, or just taking in the sights, Main Street provides a charming backdrop for a leisurely day out.

06. Experience The Katharine Hepburn Cultural Arts Center

@thekatect

Affectionately called "The Kate" by locals, this center is a tribute to the iconic Katharine Hepburn. It features a 250-seat theater within Old Saybrook’s historic town hall, complete with a Doric portico and a museum that showcases Hepburn's personal memorabilia, awards, and rare photographs. Catch a live performance or explore the exhibits to get a closer look at the life of this Hollywood legend.

07. Dine at Liv's Oyster Bar & Restaurant

@livsoysterbar

After a day of exploration, treat yourself to a meal at Liv's Oyster Bar & Restaurant. This upscale eatery offers fresh seafood and a seasonal menu that highlights local ingredients. Choose to dine in the stylish main room, at the lively bar, or on the patio to enjoy the New England ambiance.

08. Spend a Day at Rocky Neck State Park

Discover the history and natural beauty of Fort Saybrook Monument Park, an 18-acre site that includes historical remnants of a fort and a monument commemorating its founder, Lion Gardiner. The park offers a peaceful setting for picnics, walks, and learning about the early history of Old Saybrook.

09. Play a Round at Fenwick Golf Club

Enjoy a round of golf at the Fenwick Golf Club, the oldest public golf course in Connecticut, established in 1896. This nine-hole course features a unique layout that incorporates the natural landscape and coastal winds, presenting challenges to golfers of all skill levels. It’s a perfect destination for those looking to enjoy a quick but memorable golfing experience.

10. Visit Fort Saybrook Monument Park

Combine outdoor fun with a dose of history at Fort Saybrook Monument Park. This 18-acre site includes remains of the original fort and a monument dedicated to its founder, Lion Gardiner. The park is a great spot for a family picnic or an educational outing.

11. Watch the Sunset at Lynde Point Lighthouse

Lynde Point Lighthouse, standing proudly at the mouth of the Connecticut River, offers panoramic views of Long Island Sound. Originally built in 1803 and reaching its current height of 65 feet in 1838, the lighthouse has been a beacon for mariners for over two centuries. It’s a perfect spot for photographers and sunset watchers alike.

12. Discover Art at the Florence Griswold Museum

@florencegriswoldmuseum

Visit the Florence Griswold Museum, a haven for American Impressionist art, housed in a historic boarding house. Over 100 artists have stayed here, leaving their mark on the walls and doors, creating a unique artistic environment that offers visitors a chance to connect with the region’s artistic heritage.

13. Ride the Essex Steam Train

@essexsteamtrain

Take a scenic train ride on the Essex Steam Train, which travels from Essex Station to Old Saybrook. This historic train offers breathtaking views of Selden Neck State Park and the tidal wetlands, with dinner rides available during special times of the year.

14. Tour the General William Hart House

Step back to 1767 at the General William Hart House, a stunning example of Georgian architecture. The house, located in the South Green Historic District, features a wooden frame and a gabled roof accented by a classic Doric portico. Inside, you'll find meticulously preserved interiors offering a glimpse into the colonial era. Don't miss the Heritage Gardens, perfect for a stroll on a sunny day.

15. Unwind at Saybrook Point Spa

Indulge in luxury at the Saybrook Point Inn & Spa. Known for its scenic waterfront location, the inn offers more than 80 rooms and historic guesthouses, including the romantic Lighthouse Suite. The on-site marina and upscale restaurant, Fresh Salt, add to the exclusivity of your stay.

TAGS: connecticut

15 Top-Rated Things to Do in Old Saybrook

01. Go Fishing with Reel Cast Charters

02. Explore the Connecticut River Museum

03. Relax at Harvey's Beach

04. Explore Nature at The Preserve

05. Stroll Down Main Street

06. Experience The Katharine Hepburn Cultural Arts Center

07. Dine at Liv's Oyster Bar & Restaurant

08. Spend a Day at Rocky Neck State Park

09. Play a Round at Fenwick Golf Club

10. Visit Fort Saybrook Monument Park

11. Watch the Sunset at Lynde Point Lighthouse

12. Discover Art at the Florence Griswold Museum

13. Ride the Essex Steam Train

14. Tour the General William Hart House

15. Unwind at Saybrook Point Spa

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15 Top-Rated Things to Do in Old Saybrook

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01. Go Fishing with Reel Cast Charters

02. Explore the Connecticut River Museum

03. Relax at Harvey's Beach

04. Explore Nature at The Preserve

05. Stroll Down Main Street

06. Experience The Katharine Hepburn Cultural Arts Center

07. Dine at Liv's Oyster Bar & Restaurant

08. Spend a Day at Rocky Neck State Park

09. Play a Round at Fenwick Golf Club

10. Visit Fort Saybrook Monument Park

11. Watch the Sunset at Lynde Point Lighthouse

12. Discover Art at the Florence Griswold Museum

13. Ride the Essex Steam Train

14. Tour the General William Hart House

15. Unwind at Saybrook Point Spa

Recommended

14 Free Things You Can Get at Airports

11 Celebrity Homes You Can Stay at Through AirBnB

Go to Bar Harbor For Outdoorsy Fun

Get inspiration sent straight to your inbox

About

EXPLORE

Get inspiration sent straight to your inbox