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5 on this page| № | Name | Category | Address | Record |
|---|---|---|---|---|
| 01 | Main St Gallery Independent art gallery on Main Street showing local and regional artists' work. | Gallery | 59 Main StOld Saybrook, CTOld Saybrook South Green Historic District | Listed · independent · address on record |
| 02 | Rabbit Hole Tavern Locally owned sports-bar-style tavern with 100+ bottled beers, rotating craft taps, and pub food. | Bar | 256 Main StOld Saybrook, CTOld Saybrook South Green Historic District | Listed · independent · address on record |
| 03 | Harbor Books Independent new-and-used bookstore on Main Street, a hub of the local literary/book-club scene. | Bookstore | 146 Main StOld Saybrook, CTOld Saybrook South Green Historic District | Listed · independent · address on record |
| 04 | Paperback Cafe Main Street coffee shop and comfort-food cafe serving breakfast, lunch, and espresso drinks. | Coffee Shop | 210 Main StOld Saybrook, CTOld Saybrook South Green Historic District | Listed · independent · address on record |
| 05 | Aspen Restaurant and Bar Contemporary American restaurant and bar on Main Street, voted Best New Restaurant 2009 by Connecticut Magazine. | Restaurant | 2 Main StOld Saybrook, CTOld Saybrook South Green Historic District | Listed · independent · address on record |