Old Saybrook is one of the oldest towns in Connecticut, conveniently located halfway between Boston and New York to provide easy weekend access to its charming Main Street full of unique shops, restaurants, and galleries. There is always something going on in the summer: An arts and craft show, boat shows, the Taste-of-Saybrook Fest, sidewalk sales, the Summer Pops Concert, and weekly outdoor concerts on the town green. Don’t miss a production at Kathryn Hepburn Theater or an art exhibition at the Artisan Harbor. Take a stroll to the historic Lynde Point Lighthouse on Long Island Sound and visit the beautiful Georgian Gen. William Hart House, built in 1767.

We recommend that you call the attractions and restaurants ahead of your visit to confirm current opening times.

1.The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center
© The Katharine Hepburn Cultural Arts Center

Located in the historic 1911 former town hall on Main Street in Old Saybrook, Connecticut, the Katharine Hepburn Cultural Arts Center, or the Kate as it is known locally, is a non-for-profit performing arts organization that offers a lasting legacy to the iconic actress Katherine Hepburn. The center also provides opportunities in arts education and offers a range of performing arts productions in their charming 250-seat theater, in music, opera, comedy, dance, film, and children’s programming. There is a small museum in the theater lobby honoring the legendary actress Katherine Hepburn, the city’s most celebrated resident. Every year, the center puts on about 216 performances, serving almost 40,000 theater lovers.

300 Main St, Old Saybrook, CT 06475

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2.General William Hart House

General William Hart House
© General William Hart House

The Gen. William Hart House is a historic house built in 1767 in Old Saybrook, Connecticut. The house was built for General William Hart at the time of his marriage. He was a noted politician of the time and colonial militia leader. The house is on the National Register of Historic Places and is part of the Old Saybrook South Green historic district. A great example of Georgian residential architecture, the Hart House is a two and a half story wood frame structure with a gabled roof and five bays, clapboard exterior, and two chimneys. Its central entry is sheltered by a gable-roofed portico with two Doric columns. Many of the interior features have been preserved, including the ornate fireplace surrounds. The house and the surrounding gardens are owned by the Old Saybrook Historical Society

350 Main St, Old Saybrook, CT 06475

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3.30 Mile Brewing Co.

30 Mile Brewing Co.
© 30 Mile Brewing Co.

30 Mile Brewing Co. is a family-friendly micro-brewery established in 2015 in Old Saybrook, Connecticut. They hand-craft all their beers in a five-barrel system using the highest quality ingredients to create original but highly drinkable craft beer. They offer a variety, from stouts to double IPAs, from saisons to sours, offering something for every taste. Their small modern tap room attached to the brewery has revolving beers on tap, free tastings, flights, pints, and growlers available in two different sizes. There are a few tables outside for those sunny days. They serve snacks from The Drunk Alpaca and delicious treats from The Drunken Baker.

39 Ragged Rock Rd, Old Saybrook, CT 06475, Phone: 860-339-5238

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4.Lynde Point Lighthouse

Lynde Point Lighthouse
© FLX2/stock.adobe.com

The Lynde Point Lighthouse is located on the Long Island Sound in Old Saybrook, Connecticut, on the mouth of the Connecticut River. The original light was a 35-foot-tall wooden tower completed in 1803. When a new lighthouse was needed, it was designed as 65-foot octagonal brownstone tower. It was built in 1838 and lit for the first time in 1839. The new lighthouse was renovated in 1867 and the keeper's house was replaced in 1858 with a gambrel-roofed wooden house in Gothic revival style. The house was torn down in 1966 and replaced by a duplex. In 1852 the original lamps were replaced first with a fourth-order Fresnel lens and in 1890 with a fifth-order Fresnel lens. Lynde Point Lighthouse was fully automated in 1978. It is listed on the National Register of Historic Places.

102B Sequassen Ave, Old Saybrook, CT 06475-3116

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5.Fenwick Golf Club

Fenwick Golf Club
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Your next great golfing adventure awaits at Old Saybrook’s Fenwick Golf Club. Fenwick is beloved for being Connecticut’s oldest public golf course. When it comes to golf courses in general, Fenwick is the second oldest course in the state (following the Greenwich Golf Club), with its first three holes being established in 1894. Fenwick’s 9-hole course was completely finished in 1896 and has since then been challenging golfers with its unique link design, natural greens, difficult topography, and the challenging breeze that requires precise golfing. The course is perched at the mouth of the Connecticut River and provides golfers with alluring views of the Long Island Sound, the South Cove, and the river as they progress through the 9 holes.

580 Maple Ave, Old Saybrook, Connecticut 06475, Phone: 860-388-2516

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6.Reel Cast Charters

Reel Cast Charters
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If you are interested in the best inshore angling experience in the Northeast, you need Reel Cast Charters from Old Saybrook, Connecticut. It is an experienced fishing guide service that has carved a niche in sportfishing in the Northeast by providing an unique experience to passionate anglers – going for trophy-sized striped bass with light tackle. There is no oversized conventional reel and no trolling. Their clients fish with live baits and artificial lures for big fish. They specialize in the Connecticut side of Long Island Sound. While they encourage catch and release fishing, which benefits the future of the sport of fishing, they are happy to fillet your catch if you wish to keep it for dinner. Their boat is on a trailer, so they can quickly get to a hot bite location.

Old Saybrook, CT 06475, Phone: 203-710-5116

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7.Florence Griswold Museum

Florence Griswold Museum
© Florence Griswold Museum

The Florence Griswold House in Old Lyme, Connecticut, used to be a boarding house owned by Florence Griswold. After the artist Henry Ward Ranger stayed at the house, he invited his other artists friends and soon a large number of American Impressionist artists moved to Miss Florence’s boarding house, forming the Old Lyme Art Colony, the heart of development of American Impressionism. The building now houses the Florence Griswold Museum and is registered as a National Historic Landmark. The museum’s collections include some of the most prominent American artists of the late 19th and early 20th centuries, many of whom painted on the walls and doors of Miss Florence Griswold’s boarding house. The museum is furnished with a number of fine and decorative artifacts from the collections. In 2001, the museum acquired the collection of the Hartford Steam Boiler Inspection and Insurance Company, adding 157 oil paintings, 31 works on paper, and 2 works of sculpture, all Connecticut-themed, to the permanent holdings. The museum's 9,500-square-foot Robert and Nancy Krieble Gallery was opened in 2002.

96 Lyme St, Old Lyme, CT 06371

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8.Fresh Salt

Fresh Salt
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Voted Best Sunday Brunch in 2016 by the Connecticut Magazine, Fresh Salt is an elegant upscale restaurant with subtle New England coastal decor, a cozy club vibe, spectacular views of the Connecticut River from every seat in the house, and superb fresh American seafood. They serve lunch, dinner, and cocktails and you can choose between the elegant dining room, the relaxed Fresh Salt Lounge, and the lively outdoor Marina Bar. Fresh Salt works with local farmers, fishermen, and artisans to provide fresh ingredients for their locally inspired seasonal menus. Chef de Cuisine, Lou-Anne Langlois, a Connecticut native, offers a range of New England coastal dishes prepared with her own flair. Try her coconut-scallion crusted Atlantic cod with lemongrass jasmine rice, toasted cashews, carrots and curry cream.

2 Bridge St, Old Saybrook, CT 06475, Phone: 860-388-1111

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9.Penny Lane Pub & Restaurant

Penny Lane Pub & Restaurant
© Penny Lane Pub & Restaurant

Penny Lane Pub is a charming English-style pub and restaurant located in a two-story building in historic Old Saybrook, Connecticut. Spacious and bright, both the indoor and outdoor spaces have a friendly neighborhood atmosphere, perfect for hanging out with friends or bringing the family for some comfort food. Besides a variety of quality, upgraded pub fare, they also have creative daily specials, affordable prix fixe dinners, and a great selection of craft beers and specialty wines. Try their half-pound Angus burgers, shepherd’s pie, steaks, and fish and chips. If you are coming for dinner, check their delicious Cabernet-braised short ribs with a vegetable ragout, green beans, and mashed potatoes. The best time to go is on Saturday and Sunday, when there is live entertainment in downstairs pub.

150 Main St, Old Saybrook, CT 06475, Phone: 860-388-9646

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10.Aspen Restaurant

Aspen Restaurant
© Aspen Restaurant

Aspen Restaurant in Old Saybrook, Connecticut, is a sophisticated space with classic elegance, a cozy fireplace, a gleaming mahogany bar with a large granite top, and a pleasant and comfortable club atmosphere. Beautiful alabaster sconces with wrought iron detail and arched floor-to-ceiling windows provide plenty of light. Aspen offers contemporary American cuisine prepared from seasonal, highest quality, sustainable ingredients. Executive Chef Tom Prue offers a New American seasonal menu with a wonderful selection of small plates perfect for sharing. For main course, try his delicious rabbit cassoulet with confit rabbit leg, chicken sausage, pork belly, and cassoulet beans. The wine list is not large but is well-selected and it offers wines from all over the world and for every budget.

2 Main St, Old Saybrook, CT 06475, Phone: 860-395-5888

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11.Monkey Farm

Monkey Farm
© Monkey Farm

Located in the historic 1800 Old Stage Inn in Old Saybrook, Connecticut, Monkey Inn is a popular local hangout and watering hole that also offers great food. Exposed beams of the old inn and plenty of dartboards on the walls create a relaxed barroom atmosphere where you can bring the family for a Sunday meal or hang out with friends watching the game on the TV or playing pool. When the weather permits, the wonderful wraparound porch is the place to be. The menu ranges from classic pub grub such as burgers, sandwiches, and pizza to delights such as scallops casino roasted with garlic, bacon, and peppers. The owners says that the only monkeys you will find in the inn are sitting next to you at the bar.

571 Boston Post Rd, Old Saybrook, CT 06475, Phone: 860-388-4866

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12.Liv's Oyster Bar & Restaurant

Liv's Oyster Bar & Restaurant
© Liv's Oyster Bar & Restaurant

Opened in 2006, Liv’s Oyster Bar and Restaurant is an upscale, very elegant place where John Brescio, the owner and Liv’s Executive Chef, creates simple, seafood-focused dishes using fresh local ingredients and the bounty of seafood from the local area. The menu changes with seasons, bringing guests a true taste of the Connecticut coast of Long Island Sound. Whether you dine in the main room, at the bar, or on the patio, it is an experience to be shared with friends and family. The guests are greeted at the entrance with a magnificent mural of a coastal scene, and the brick-walled dining room is sparkling with bright white tablecloths, mirrors, and chandeliers. The fully stocked bar is on the one side and the loaded raw bar is on the other, competing for the attention.

166 Main St, Old Saybrook, CT 06475, Phone: 860-395-5577

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12 Best Things to Do in Old Saybrook, Connecticut

More Ideas: Saybrook Point Inn and Spa

Saybrook Point is in Old Saybrook, Connecticut. It offers a boutique hotel and inn experience on the waterfront, with a variety of differently available accommodations including longer-term vacation rentals. Saybrook Point provides three, award-winning restaurants, a full-service spa, and an on-site marina that allows guests to not only view the water but also get out and experience it firsthand. The staff is committed to going green. The hotel recycles the energy from the heated pools. Their dedication to the environment has granted them with the honor of having the first “clean” marina in the state.


The accommodations at Saybrook Point are in the Main Inn, the Guesthouses, and the Lighthouse Suite.

There are 102 guest rooms located in the Main Inn, which is the original inn at Saybrook Point. All the rooms were designed to be as spacious as possible, from the standard rooms to the larger, luxury suites. There are also both Junior and Full suite rooms available. The Main Inn guest rooms are the closest to the available Saybrook Point amenities as well. Standard sized 490 square foot rooms have either one king-sized bed or two queen-sized bed.

Guests will also enjoy the Junior Luxury Suite, with views of the Long Island Sound. There is also a Full One Bedroom Suite at Saybrook Point, with the largest amount of space on the premises (at 790 square feet). The bedroom is separate from the dining and living areas and offers guests a king-sized bed. The suite also has a gas fireplace and a balcony that overlooks the Long Island Sound.

The Guesthouses are just across the street from the Main Inn. There are two buildings - Three Stories and Tall Tales. The buildings were named with literary flair (as well as guest rooms named after historic, local figures), and provide guests with slightly more privacy. Guests will share the communal areas, which include a game room (offering billiards and chess), a common room, and multiple fire pits on the rooftop.

The Three Stories guesthouse can fit up to 16 people (although this guesthouse does not allow either pets or children). There are private gardens on site as well as a relaxing wrap around porch. There are eight bedrooms, which provide either luxury, elegant and deluxe accommodations. Some of those rooms have their bathrooms with bubble tops and spray showers.

The Tall Tales guesthouse can fit up to 12 people and is six bedrooms. The first floor has an open area with a living space, small kitchen, and a dining area. The second floor has the game room and the bedrooms (named after Adrien Block, Lion Gardiner, Maria Sanford, Barbara Maynard, General William Hurt, and Lady Fenwick) which feature balconies off many of the rooms. Some of the bedrooms have bathrooms as well. There is a bocce court located in the backyard as well.

The Lighthouse Suite is located outside the Main Inn. It was designed to be the most private accommodation on the property, and it displays unobstructed views of the Long Island Sound. The suite is over 900 square feet and has a living room, a dining area, and a kitchenette. It is available only on a seasonal basis from May through October. The Lighthouse Suite was voted the top romantic destination on the shoreline.

A final option at Saybrook Point is the more long-term vacation rentals. These rental villas have full kitchens that come fully equipped and provide flatware, dishes, and pot and pans. Trash pickup and recycling, as well as landscaping and plowing, are provided. Each vacation rental has two bedrooms, two bathrooms, a private balcony, and a fireplace. There is an additional vacation rental; the South Cove Cottage has an extra bedroom (for a total of three).

All lodging at Saybrook Point features beautiful and luxurious linens and room furnishings, complimentary wireless internet access, in-room dining/room service, use of the onsite fitness center as well as the indoor and outdoor pools, and plush bathrooms for guests to use during their stay.

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Fitness Center

The Fitness Center at Saybrook Point is fully equipped with a steam room, indoor and outdoor pools (always heated and available all year round), a sauna, a therapeutic whirlpool, optional fitness classes, expanded sun decks, and a large variety of state-of-the-art fitness equipment including treadmills, recumbent bikes, and free weights. A ton of different fitness classes are available for guests, from calm, morning yoga to indoor spin classes and water aerobics.


There are three different waterfront dining options for guests at Saybrook Point. Reservations for all three are strongly recommended.

Fresh Salt and Fresh Salt Lounge were voted the Top Brunch spot in 2016 and continues to prepare simple, local, seasonal menus for breakfast, brunch (Sunday only), lunch, and dinner. They also serve a special lounge menu. Due to its location, the menus are often seafood heavy and feature many fresh catches from just steps outside the restaurant. For instance, there is a raw bar, and seafood and day boats. They also have a shoreline favorites menu, compiled from the dishes that have gotten the best reviews from Saybrook Point guests. Fresh Salt also features a revolving dessert menu, a full children’s menu, and a wine and spirits menu.

The other option while dining at Saybrook Point is the Marina Bar. There are fire pits for cooler nights and a lookout deck just above the bar with breathtaking views of the Sound. The Marina Bar serves casual food and drinks.

The chefs at all three restaurants are committed to using as much local produce and items as possible, as part of the Local Food Commitment project.

Room service from the Fresh Salt locations is available.


Saybrook Point features its own, onsite spa experience, Sanno Spa. The spa offers services like massage, body scrubs and wraps, facials, and manicures and pedicures. Guests can also take-home products used in their treatments, mostly from local and organic spa lines. Appointments are recommended (to expedite spa treatments.

Guests can choose a spa body ritual treatment, with options like the Kate Rose wrap, Atlantic Ocean Memory, a Contouring Cellulite Gel Wrap, a Green Tea, and Lemongrass or a Lavender Mint body polish, or a Bora Bora Sand Gommage treatment.

For massage therapy services, guests can choose from the Aromatherapy Swedish, Shea Butter, and Hot Stone, Breathe Easy Treatment, Swedish, Target, Deep Tissue, Muscle Release, Sacred Mother, or Detox massage. All massages are also available as couples massage experiences.

Specialty therapy is available at Sanno Spa as well, and offer guests Foot Reflexology, Revive Foot Therapy, Hair and Scalp Therapy, or the Carpe Diem Duet Therapy option.

The therapists at Sanno Spa also offer esthetician services, featuring Circadia and Eminence products that can also be purchased and taken home after treatment. Guests can try a Vitamin Infusion Facial, Alpha Beta Complex Peel, an Organic Arctic Berry Peel, and Peptide Facial, a Peptide Firming Facial, Gent’s and Teen Facials, mini peels, oxygen therapies, or back facials. Makeup and hair services are also available, as well as waxing.


Saybrook Point guests can also explore the Saybrook Point Marina, which sits at the mouth of the Connecticut River. The marina offers world-class amenities while providing high-quality yacht services. Boats from 13 to 140 feet can be accommodated on site. It has been designated the first “Clean Marina” in the state of Connecticut. There is a full-service marina supply shop available as well.

2 Bridge Street, Old Saybrook, CT, 06475, Phone: 860-395-2000

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