Your Guide to our Osterville Oasis
Food scene
Crisp
791 Main StreetGreat pizza and Italian food, hip social scene with outdoor firepits
Amie Bakery
1254 Main StLocal bakery a two minute drive away. Try the croissants!
Views of the marina, bustling bar and delicious seafood with a casual ambiance.
13 locals recommend
Chart Room at Crosby's
330 West Bay RoadViews of the marina, bustling bar and delicious seafood with a casual ambiance.
Delicious breakfast and lunch spot for dining in and takeout. We like to order sandwiches before heading to the beach!
12 locals recommend
Pineapple Caper Cafe
29 Wianno AveDelicious breakfast and lunch spot for dining in and takeout. We like to order sandwiches before heading to the beach!
Lobster rolls, fish and chips, seafood dinners. Casual atmosphere, cozy ambiance and friendly staff.
35 locals recommend
Wimpy's Seafood Cafe & Market
752 Main StLobster rolls, fish and chips, seafood dinners. Casual atmosphere, cozy ambiance and friendly staff.
Cooking in tonight? Feeling like takeout? We love the oysters, seafood platter dinners for takeout and shrimp cocktail. Cod, tuna and swordfish all on our favorites list when we cook in!
7 locals recommend
Osterville Fish Market
2952 Falmouth RdCooking in tonight? Feeling like takeout? We love the oysters, seafood platter dinners for takeout and shrimp cocktail. Cod, tuna and swordfish all on our favorites list when we cook in!
Take a step back in time when you enter this old fashioned ice cream shoppe! Huge assortment of flavors and ice cream treats.
86 locals recommend
Four Seas Ice Cream
360 S Main StTake a step back in time when you enter this old fashioned ice cream shoppe! Huge assortment of flavors and ice cream treats.
Anejo Mexican Bistro
188 Main StUpscale Mexico with authentic food and the best margaritas!
Fresh, upscale seafood in a welcoming atmosphere.
37 locals recommend
The Naked Oyster Bistro & Raw Bar
410 Main StFresh, upscale seafood in a welcoming atmosphere.
Formal dining, upscale bar scene, exquisite food dishes located in the center of downtown.
32 locals recommend
Five Bays Bistro
825 Main StFormal dining, upscale bar scene, exquisite food dishes located in the center of downtown.
Outdoor porch dining right on Barnstable Harbor .. Seafood, cocktails and sunsets!
40 locals recommend
Mattakeese Wharf Restaurant
273 MillwayOutdoor porch dining right on Barnstable Harbor .. Seafood, cocktails and sunsets!
Things to do
Places to see / experience while on Cape Cod
Town beach with majestic views of the Nantucket Sound and local moorings.
38 locals recommend
Dowses Beach
Town beach with majestic views of the Nantucket Sound and local moorings.
JFK and family spent much time in Hyannisport on Cape. This museum gives the visitor the ability to learn more about this iconic President.
107 locals recommend
John F Kennedy Hyannis Museum
397 Main StJFK and family spent much time in Hyannisport on Cape. This museum gives the visitor the ability to learn more about this iconic President.
Need an indoor spot to entertain the kiddos for a few hours? Look no further than this local children’s museum with a nautical theme throughout and plenty to explore.
50 locals recommend
Cape Cod Children's Museum
577 Great Neck Rd SNeed an indoor spot to entertain the kiddos for a few hours? Look no further than this local children’s museum with a nautical theme throughout and plenty to explore.
Shining Sea Bikeway
569A Woods Hole RoadScenic bike path nearby.
Indoor water park great for the kiddos. Day passes available.
13 locals recommend
Cape Codder Water Park
1225 Iyannough RdIndoor water park great for the kiddos. Day passes available.
Large, open, sandy beach open to non-residents - $20 per day parking Memorial Day - Labor Day. Walk down Long Beach for views of Dowses Beach in Osterville.
110 locals recommend
Craigville Beach
Craigville Beach RdLarge, open, sandy beach open to non-residents - $20 per day parking Memorial Day - Labor Day. Walk down Long Beach for views of Dowses Beach in Osterville.
Shopping, restaurants, movie theater, bowling - you’ll find it all here at Mashpee Commons.
253 locals recommend
Mashpee Commons
22 Steeple StShopping, restaurants, movie theater, bowling - you’ll find it all here at Mashpee Commons.
Steamship Authority operates daily ferries to Martha's Vineyard and Nantucket. Schedules can be found online.
11 locals recommend
Steamship Authority
141 School StSteamship Authority operates daily ferries to Martha's Vineyard and Nantucket. Schedules can be found online.
Experience Cape Cod's interactive science museum featuring real pirates and real treasures! You will see, touch, and interact with the world's only authenticated pirate treasure, discovered off the coast of Wellfleet.
111 locals recommend
Whydah Pirate Museum
674 MA-28Experience Cape Cod's interactive science museum featuring real pirates and real treasures! You will see, touch, and interact with the world's only authenticated pirate treasure, discovered off the coast of Wellfleet.
World-class whale watching adventures off the coast of Cape Cod on very comfortable ships
118 locals recommend
Hyannis Whale Watcher Cruises
269 MillwayWorld-class whale watching adventures off the coast of Cape Cod on very comfortable ships
Cap'n Kids Fishing
715 MA-28Must-do fishing trip with the kids!
Ice Cream
Gone Chocolate
858 Main StOnly a mile away for yummy ice cream, chocolates and Acai bowls!
Shopping
1856 Country Store
555 Main StPenny candy, small toys, local crafts and coastal-themed gifts