Old Saybrook, CT Road Trips

Fort Saybrook Monument Park, Saybrook Point. 18 acres of beautiful woods owned by the Town of Old Saybrook. Storyboards "walk you around" and tell the story. Free. General William Hart House, 350 Main Street, ☏ +1 860-388-2622. Mid-Jun to mid-Sep: Sa Su 1-4PM. Representing some of Connecticut's oldest architecture, this house was built in 1767 by a prominent citizen in Old Saybrooks history. Volunteer tour guides will take you around this elegant piece of American history. Listed on the National Register of Historic Places and home to the local historical society, this mansion features eight corner fireplaces. Award-winning historical gardens. $5.

Whether one desires to take a relaxing stroll on the beach, tour the ocean with a serene boat ride, take a look at fascinating antiques and even go shopping, Old Saybrook is perfect for an entertaining and memorable experience. 1 Harveys Beach, 29 Plum Bank Rd. This small, shallow-water beach has a bathhouse with showers on-site. Visitors should contact the Old Saybrook Parks & Recreation Department at +1 860 395-3152 for up-to-date fee schedules. (updated May 2025)

Old Saybrook offers many different selections of restaurants and types of food. One can enjoy eating on the water or in town. Old Saybrook provides outstanding fresh seafood, Italian, and more. Alforno Trattoria, 1654 Boston Post Road, ☏ +1 860-399-2346. Su-Th noon-9PM, F Sa noon-10PM. Pizza is the specialty here at Alforno where it is very inexpensive. Lunch and dinner are only served along with only beer and wine. Cuckoo's Nest Mexican Food, 1712 Boston Post Rd, ☏ +1 860-399-9060. M-Sa 11:30AM to 3PM, daily 3-10PM or 11PM, Sunday brunch, 11AM-2PM. An outdoor patio restaurant, mainly Tex-Mex food and a full bar, located by a small shopping center along Route 1. Mains $14.95 to $22.95. Dock & Dine, 145 College St, ☏ +1 860-388-4665. Located right by the marina overlooking the water. Boats can dock right up to the restaurant. Frankie's Restaurant, 359 Boston Post Road, ☏ +1 860-399-5524. Located on the water, an open air deck gives views of Long Island Sounds and the surrounding coastline. Jack's American Bistro & Wine, 286 Main St, ☏ +1 860-395-1230. Tu-F 11:30AM-4PM, Tu-Su 5-10 or 11PM, Sunday brunch, 11:30AM-2PM. The bestsellers are Sesame-Crusted Tuna, Peking-Style Cornish Game Hen, Garlic and Ginger-Marinated Shrimp, Summer Tomato and Watermelon Salad. The cuisine style American/New, Bistro along with lunch and dinner served only. Starters: $7-12, mains: $19-32, desserts: $7-10. Liv's Oyster Bar, 166 Main St, ☏ +1 860-395-5577. M W Th 5-10PM, F Sa 5-11PM, Su 5-9PM. The bestsellers are Oysters, Scallops & Pecan Carmel Tart.

Bars are very popular in this area. If you want to enjoy a cocktail with a friend or just sit and relax with a tasty drink, here are some places recommended in Old Saybrook. Main Street Tavern, 256 Main St, ☏ +1 860-395-1094. A dining/bar in Old Saybrook that offers delicious drinks and meals. Penny Lane Pub & Restaurant, 150 Main St, ☏ +1 860-388-9646. A great Irish pub to enjoy a drink! Starbucks, 15 Main St, ☏ +1 860-388-3133. Paperback Café Coffeehouse and Eatery, 210 Main Street, ☏ +1 860-388-9718. This coffeehouse features gourmet coffees, teas, sandwiches, soups, salads, daily breakfast specials, desserts and baked goods.

Comfort Inn Old Saybrook, 100 Essex Road, ☏ +1 860-346-8357. This hotel is 15 miles from the Groton-New London Airport and is minutes from the USS Nautilus, the Connecticut River Museum, Camelot Cruises, Gillette Castle State Park, the Mohegan Sun casino and the Mystic Aquarium & Institute For Exploration. Days Inn Old Saybrook, 1430 Boston Post Road, ☏ +1 860-338-3453. Provides great amenities for guests. Near the Essex Steam Train and Riverboat Ride, Florence Griswold Museum, Gillette Castle, and Hammonassett State Beach. Sandpiper Inn Old Saybrook, 1750 Boston Post Road, ☏ +1 860-399-7973. Close to all local all day attractions, restaurants, shopping malls, and plazas. Enjoy a relaxing 1/2 acre pond with a large fountain and gazebo area which is perfect for wedding, family, or any other gathering event. Super 8 Old Saybrook, 37 Spencer Plain Road, ☏ +1 860-399-6273. Check-in: 3PM, check-out: 11AM. This hotel has many attractions to offer nearby: Mystic Seaport & Aquarium, Casinos, Beaches & Golf, Outlet Malls, Antiques, Children's Museum, Marina's Ferry, Historic Essex, Steam Train & River Boat Rides, Gillette Castle, USS Crocker Memorial. Saybrook Point Inn & Spa, 2 Bridge St, ☏ +1 860-395-2000. Offers room service, restaurant on site, fitness center, spa, sauna, bar/lounge, fully air-conditioned, non-smoking rooms available, smoking rooms available, pool. Rate Range: from $145 to $470 per night. Executive Inn & Suites, 7 N Main St, ☏ +1 860-388-3463.

Old Saybrook is on the west side of the mouth of the Connecticut River, 45 miles from Hartford, 101 miles from New York, and 105 miles from Boston. Groton-New London Airport, 155 Tower Ave., Groton, ☏ +1 860-445-8549. It takes about 30 minutes by car to get from the airport to Old Saybrook. Amtrak, 455 Boston Post Road, ☏ +1-800-USA-RAIL (872-7245). The station is open 5:15AM-10PM , Ticket sales end at 9:30PM. Shore Line East, 455 Boston Post Road (Same Building), ☏ +1-800-ALL-RIDE (255-7433). Estuary Transit District, 455 Boston Post Rd., ☏ +1 860-395-0891. The buses are called 9 Town Transit Service. Buses that run along the shoreline provide regular service along route 1 from Madison to Old Saybrook and all points in between. Its stops include Madison center, Hammonassett State Park, Clinton Crossings, Tangers Outlets, YMCA, Walmart, and the Old Saybrook Train Station. The Riverside Shuttle provides regular service along route 154 from Old Saybrook to Essex, Deep River, and Chester. Regular stops will include the Old Saybrook Train station, Essex Square, Adam's Market, and the Center of Chester. Old Saybrook is located off Interstate 95 at Exit 68. Old Saybrook is about 1 hour and 15 minutes to 1 hour and 45 minutes from Providence and 2 hours and 15 minutes from New York.

Old Saybrook is part of the 9 Transit Service which serves the Estuary Transit District. It has regular service M-Sa and can be called for personalized service. ☏ +1 860-510-0429.