Rob's Guidebook
Food scene
Mahoney's Atlantic Bar & Grill
28 Main StGreat food and bar.
Cobie's
3260 Main StGreat breakfast spot very close by owned by wonderful couple Jayme and Danielle. Soon to be open for dinner!
8 locals recommend
The Kitchen Cafe Brewster
2671 Main StreetGreat breakfast spot very close by owned by wonderful couple Jayme and Danielle. Soon to be open for dinner!
Great pizza and casual italian. See Yvette at the bar for her special drink suggestions!
26 locals recommend
Stone L'oven Pizza
280 Underpass RdGreat pizza and casual italian. See Yvette at the bar for her special drink suggestions!
Eat Cake 4 Breakfast
26 Wampum DrWonderful bakery
Snowy Owl Coffee Roasters
2624 Main StAmazing coffee
Hole In One Breakfast & Lunch
98 MA-6AGreat donut and breakfast spot on Orleans
Linx Tavern
832 Villages DrRight at the OE golf club house so close by and outdoor patio
Fun local brewery with live music most weekends and outdoor scene
42 locals recommend
Hog Island Beer Co.
28 West RdFun local brewery with live music most weekends and outdoor scene
Guapo's Tortilla Shack - Brewster
239 Underpass RdLocal Mexican and margaritas
CBI has a wonderful outdoor bar on the water and wonderful food at the Inn.
97 locals recommend
Chatham Bars Inn
297 Shore RdCBI has a wonderful outdoor bar on the water and wonderful food at the Inn.
Chatham Squire
487 Main StLocal dive bar with live music most weekends and younger crowd
The Brewster Book Store
2648 Main StLocal sports bar with dart boards
The Woodshed
1993 Main StLocal dive bar with live music
Mac's Chatham Fish & Lobster
Massachusetts 28Casual seafood joint with nice beer and wine choices
Bluefins Sushi & Sake Bar
513 Main StGreat sushi but need a reservation
Mac's Chatham Fish & Lobster
Massachusetts 28Great casual raw bar and seafood with wine/beer
Rock Harbor Grill
18 Old Colony WayCool vibe and good pizza
Doesn't look like much but great Chinese food and outdoor eating overlooking Town Cove...See Patrick at the Tiki Bar!
8 locals recommend
Double Dragon Inn
59 MA-6ADoesn't look like much but great Chinese food and outdoor eating overlooking Town Cove...See Patrick at the Tiki Bar!
Solid Italian food and outdoor seating. See Ali D for great service!
12 locals recommend
La Bella Vita Kitchen and Bar
2 Academy PlSolid Italian food and outdoor seating. See Ali D for great service!
Cool bar and outdoor live music on way back from Nauset Beach.
26 locals recommend
The Barley Neck Inn
5 Beach RdCool bar and outdoor live music on way back from Nauset Beach.
Sightseeing
Ocean Edge Beach Bar
Great bar and sunsets
Check out our hosted Experience for a Over Sand Jeep ride with appetizers and firepit for a beautiful and relaxing sunset on Nauset outer beach accessible by ORV permit only. A unique 2 hour on the remote section of the beach with food and drinks.
154 locals recommend
Nauset Beach
250 Beach RdCheck out our hosted Experience for a Over Sand Jeep ride with appetizers and firepit for a beautiful and relaxing sunset on Nauset outer beach accessible by ORV permit only. A unique 2 hour on the remote section of the beach with food and drinks.
Crosby Landing Beach
Crosby LnGreat local beach
Rock Harbor Charter Boat Services
18 Bay View DrFishing and site seeing charters
Rock Harbor
Great sunset and fishing charters
Whale watches, great restaurants, site seeing and galleries can be found in Ptown at the tip of Cape Cod about 40 mins away.
Provincetown Parasail
8 MacMillan PierWhale watches, great restaurants, site seeing and galleries can be found in Ptown at the tip of Cape Cod about 40 mins away.
Activities
The Captains Golf Course
1000 Freemans WayTwo great 18 hole public courses
Can access bike trail near the Ocean Edge Villages Gate house closest to Rt 6A- look for sign on left as you exit gate.
44 locals recommend
Cape Cod Rail Trail
3488 Main StreetCan access bike trail near the Ocean Edge Villages Gate house closest to Rt 6A- look for sign on left as you exit gate.
Brewster Whitecaps
384 Underpass RdCape Summer baseball league June to August
Chatham Orpheum Theater
637 Main StLocal movie theatre that serves food and drinks in lobby
Dennis Pines Golf Course
50 Golf Course RdTwo 18 hole courses nearby
Gallery Antonia
1291 Main StWonderful gallery in Chatham…ask for Domonic the owner
Great Island Trail
1440 Chequessett Neck RdNice hiking trails
Dunes
Long hike thru sand dunes to wonderful ocean views and a dip
Baseball Field
150 George Ryder RdCatch a Orleans Firebirds Cape Cod Summer baseball game...great field for viewing.