Your Guide to our Osterville Oasis

Michelle
Your Guide to our Osterville Oasis

Food scene

Great pizza and Italian food, hip social scene with outdoor firepits
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Crisp
791 Main Street
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Great pizza and Italian food, hip social scene with outdoor firepits
Local bakery a two minute drive away. Try the croissants!
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Amie Bakery
1254 Main St
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Local bakery a two minute drive away. Try the croissants!
Views of the marina, bustling bar and delicious seafood with a casual ambiance.
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Chart Room at Crosby's
330 West Bay Road
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Views 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!
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Pineapple Caper Cafe
29 Wianno Ave
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Delicious 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.
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Wimpy's Seafood Cafe & Market
752 Main St
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Lobster 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!
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Osterville Fish Market
2952 Falmouth Rd
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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!
Take a step back in time when you enter this old fashioned ice cream shoppe! Huge assortment of flavors and ice cream treats.
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Four Seas Ice Cream
360 S Main St
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Take a step back in time when you enter this old fashioned ice cream shoppe! Huge assortment of flavors and ice cream treats.
Upscale Mexico with authentic food and the best margaritas!
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Anejo Mexican Bistro
188 Main St
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Upscale Mexico with authentic food and the best margaritas!
Fresh, upscale seafood in a welcoming atmosphere.
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The Naked Oyster Bistro & Raw Bar
410 Main St
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Fresh, upscale seafood in a welcoming atmosphere.
Formal dining, upscale bar scene, exquisite food dishes located in the center of downtown.
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Five Bays Bistro
825 Main St
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Formal dining, upscale bar scene, exquisite food dishes located in the center of downtown.

Sightseeing

Town beach with majestic views of the Nantucket Sound and local moorings.
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Dowses Beach
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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.
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John F Kennedy Hyannis Museum
397 Main St
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JFK 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.
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Cape Cod Children's Museum
577 Great Neck Rd S
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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.
Scenic bike path nearby.
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Shining Sea Bikeway
569A Woods Hole Road
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Scenic bike path nearby.
Indoor water park great for the kiddos. Day passes available.
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Cape Codder Water Park
1225 Iyannough Rd
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Indoor 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.
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Craigville Beach
Craigville Beach Rd
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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.
Shopping, restaurants, movie theater, bowling - you’ll find it all here at Mashpee Commons.
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Mashpee Commons
22 Steeple St
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Shopping, restaurants, movie theater, bowling - you’ll find it all here at Mashpee Commons.