1. BREWSTER COFFEE SHOP 2149 Main Street, Brewster (Casual breakfast/lunch)
  2. SNOWY OWL 2624 Main Street, Brewster (Coffee, tea, baked treats)
  3. CAFÉ ALFRESCO 1097 Main Street, Brewster (Breakfast and sandwiches)
  4. EAT CAKE FOR BREAKFAST 26 Wampum Drive, Brewster (Bakery)
  5. LAURINO’S TAVERN 3668 Main Street, Brewster (Casual Italian and surf-n-turf classics)
  6. COBIE’S 3260 Main Street, Brewster (Clam shack and ice cream)
  7. JT’S SEAFOOD 2689 Main Street, Brewster (Casual seafood and ice cream)
  8. OCEAN TERRACE 2907 Main Street, Brewster (Upscale restaurant at Ocean Edge Resort)
  9. CHILLINGSWORTH 2449 Main Street, Brewster (High-end spot with classic French cuisine)
  10. BREWSTER FISH HOUSE 2208 Main Street (Contemporary bistro-style menu)
  11. KATE’S SEAFOOD 284 Paine’s Creek Road (Casual seafood and Ice cream)
  12. SESUIT HARBOR CAFÉ 357 Sesuit Neck Road, Dennis (Seafood shack & raw bar on the water)
  13. GUAPO’S TORTILLA SHACK 239 Underpass Road, Brewster (Baja-Mexican beach shack)
  14. STONE L’OVEN PIZZA 280 Underpass Road, Brewster (Casual brick-oven pizza)
  15. OCEAN EDGE BEACH BAR 2907 Main Street, Brewster (Cocktails overlooking the bay)
  16. THE WOODSHED 1993 Main Street, Brewster (Local watering hole with live music)
  17. LOST DOG PUB 63 Route 6A, Orleans (Happy hour food and great cocktails)
  18. LAND HO! 38 Main Street, Orleans (American classics & beers on tap)
  19. SHAW’S 9 West Road, Orleans (Supermarket with deli & bakery)
  20. FERRETTI’S MARKET 501 Underpass Road, Brewster (Grocery & deli)
  21. WINSLOW SPIRITS & THINGS 3643 Main Street, Brewster (Liquor Store)
  22. THE BREWSTER STORE 1935 Main Street, Brewster (Old fashioned general store)
  23. THE BREWSTER BOOK STORE 2648 Main Street Brewster (Books & gifts)
  24. WOODWORKS GALLERY 1081 Main Street, Brewster (Handcrafted furniture & gifts)
  25. HANDCRAFT HOUSE 3966 Main Street, Brewster (Art & fine gift gallery)
  26. CROSBY LANDING BEACH 276 Crosby Lane, Brewster (Closest bay beach)
  27. NICKERSON STATE PARK 3488 Main Street, Brewster (Park with 8 freshwater ponds)
  28. CAPE COD RAIL TRAIL 3488 Main Street, Brewster (25-mile bike path)
  29. CAPE REP THEATER 3299 Main Street, Brewster (Check for tickets)
  30. CAPE COD MUSEUM OF NATURAL HISTORY 869 Main Street, Brewster (Museum)
  31. RAIL TRAIL BIKE & KAYAK SHOP 302 Underpass Road, Brewster (Bike & kayak rentals)
  32. NAUSET BEACH 250 Beach Road, Orleans (Ocean beach with parking lot and snack shack)
  33. SUPFARI ADVENTURES Brewster and Orleans (SUP rentals and activities)
  34. CHATHAM SHARK CENTER 235 Orleans Road, Chatham (Shark museum)
  35. DOLPHIN WHALE WATCH 307 Commercial Street #1, Provincetown (Whale watching tour)
  36. ORLEANS BOWLING CENTER 191 MA-6A, Orleans (Bowling alley & bar/BBQ restaurant)
  37. SPARKY’S HAYRIDES Kate’s Seafood, Brewster (Sunset hayride to Paine’s Creek beach)
  38. LOBSTER ROLL CRUISES Sesuit Harbor, Dennis (Brunch, lunch, dinner, or cocktail cruises)