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Every place in Massachusetts
- Saugus Iron Works National Historic Site, Saugus (Sightseeing)
- Savoy Mountain State Forest, Florida (Sports & Outdoors)
- Schooner Liberté, Falmouth (Tours)
- Shalin Liu Performance Center, Rockport (Theater & Events)
- Shark Shark Tuna Fishing Charters, South Yarmouth (Tours)
- Shawme-Crowell State Forest, Sandwich (Sports & Outdoors)
- Shelburne Falls Trolley Museum, Shelburne Falls (Museums)
- Sheraton Springfield Monarch Place Hotel, Springfield (Stay)
- Shrewsbury Historical Society, Shrewsbury (Museums)
- Six Flags New England, Agawam (Attractions)
- Ski Butternut, Great Barrington (Sports & Outdoors)
- Smith College Museum of Art, Northampton (Museums)
- Solomon Pond Mall, Marlborough (Shopping)
- Southwest Corridor Park, Boston (Sports & Outdoors)
- Spencer State Forest, Spencer (Sports & Outdoors)
- Springfield Armory National Historic Site, Springfield (Sightseeing)
- St. Anthony Shrine, Boston (Sightseeing)
- Stanley Park of Westfield, Westfield (Sports & Outdoors)
- Steamship Authority, Woods Hole (Tours)
- Stevens-Coolidge House & Gardens, North Andover (Sports & Outdoors)
- Stone Zoo, Stoneham (Attractions)
- Sullivan's Castle Island, Boston (Eat & Drink)
- Symphony Hall, Boston (Theater & Events)
- Tanglewood, Lenox (Theater & Events)
- TD Garden, Boston (Attractions)
- Tenshin-en, Boston (Sports & Outdoors)
- The Barking Crab, Boston (Eat & Drink)
- The Botanic Garden of Smith College, Northampton (Sports & Outdoors)
- The Cape Playhouse, Dennis (Theater & Events)
- The Clark Art Institute, Williamstown (Museums)
- The Daily Catch, Boston (Eat & Drink)
- The Dan'l Webster Inn & Spa, Sandwich (Stay)
- The Eric Carle Museum of Picture Book Art, Amherst (Museums)
- The Freedom Trail, Boston (Sightseeing)
- The Garden at Elm Bank, Wellesley (Sports & Outdoors)
- The Lobster Pot, Provincetown (Eat & Drink)
- The Mother Church, Boston (Sightseeing)
- The Museum of Printing, Haverhill (Museums)
- The Parish Cafe, Boston (Eat & Drink)
- The Patriots Hall of Fame, Foxborough (Museums)
- The Public Health Museum in Massachusetts, Tewksbury (Museums)
- The Satanic Temple Gallery, Salem (Museums)
- The Shoppes at Blackstone Valley, Millbury (Shopping)
- The Sports Museum, Boston (Museums)
- The Susan B. Anthony Birthplace Museum, Adams (Museums)
- The Telephone Museum, Waltham (Museums)
- The Wellfleet Beachcomber, Wellfleet (Nightlife)
- Tolland State Forest, East Otis (Sports & Outdoors)