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
70 locals recommend
Crisp
791 Main Street
70 locals recommend
Great pizza and Italian food, hip social scene with outdoor firepits
Local bakery a two minute drive away. Try the croissants!
21 locals recommend
Amie Bakery
1254 Main St
21 locals recommend
Local 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 Road
13 locals recommend
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!
12 locals recommend
Pineapple Caper Cafe
29 Wianno Ave
12 locals recommend
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.
35 locals recommend
Wimpy's Seafood Cafe & Market
752 Main St
35 locals recommend
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!
7 locals recommend
Osterville Fish Market
2952 Falmouth Rd
7 locals recommend
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.
86 locals recommend
Four Seas Ice Cream
360 S Main St
86 locals recommend
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!
157 locals recommend
Anejo Mexican Bistro
188 Main St
157 locals recommend
Upscale 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 St
37 locals recommend
Fresh, 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 St
32 locals recommend
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.
38 locals recommend
Dowses Beach
38 locals recommend
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 St
107 locals recommend
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.
50 locals recommend
Cape Cod Children's Museum
577 Great Neck Rd S
50 locals recommend
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.
22 locals recommend
Shining Sea Bikeway
569A Woods Hole Road
22 locals recommend
Scenic bike path nearby.
Indoor water park great for the kiddos. Day passes available.
14 locals recommend
Cape Codder Water Park
1225 Iyannough Rd
14 locals recommend
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.
110 locals recommend
Craigville Beach
Craigville Beach Rd
110 locals recommend
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.
253 locals recommend
Mashpee Commons
22 Steeple St
253 locals recommend
Shopping, restaurants, movie theater, bowling - you’ll find it all here at Mashpee Commons.