Osterville Travel Guide

  • Local Customs
    by Pawtuxet
  • Local Customs
    by Pawtuxet
  • Local Customs
    by Pawtuxet

Osterville Things to Do

  • The CROSBY cat boats

    The Crosby brothers came to Osterville in 1798, leased some land and set up a boat building shop and dock. Records show them building a two masted topsail schooner in 1804. Hinckley joined as an apprentice and later took over the shipyard around 1816. His boat building continued until 1857, his last vessel being the Leanara, a packet that ran...

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  • A lively Historical Society

    I was so impressed with the Historic Society in Osterville. Usually people get bored easily in these places, but here you have things to interest almost everyone. They have a wonderful early house museum furnished in the period; a museum building with displays of glass; seaside treasures; local history, and more; plus the Jelly House and the...

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  • Osterville Day - Antique Car Parade

    What a great collection of antique cars in this parade. I especially liked that they line up on the grounds of the Historical Society before the parade, so you can walk around them, talk to the owners, and take all the photos you want. Some of them are absolutely extraordinary. One was a reproduction, but awesome. Guess my favorites will always be...

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  • Assorted highlights

    The Melons own a home on the shore here...and there are interesting things like tug boats and a bridge to motor under..I enjoyed all of it. quiet spots, grasses, dunes, and sails ... old yachts. It's all good.

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  • A long history of boat building

    This is where the Crosby boat builders made their home. The large building is the more modern rendition of their headquarters. nice to see an old business like that continue into modern day. They have been in existance since the 1800's, I believe.

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  • Boaters delight

    Some were taking sailing lessons, while others want the yacht club activities. There is a great assortment of motor and sail boats in this area. Obviously there is considerable wealth in the town...evidenced by their collection of yachts, for one thing. I enjoyed a number of them...altho my favorite is usually a sail boat.

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  • Points of interest along the water

    We were told of a closing for one of the beaches. Seems that the plovers are nesting and we cannot disturb this endangered species. The beach lovers weren't too happy about that, but I don't think the beach stays closed for very long. And it is for good reason. Of course the gulls kept us company all along our way. There was quite a variety of...

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  • Out for a cruise...

    Even tho the weather was overcast, I thoroughly enjoyed motoring around the coves in Osterville. My friends have about a 20 foot outboard motor boat which was just right for our little outing. Several interesting points of interest along the way. Very shallow waters with a narrow channel so you have to beware when the traffic gets heavy on a busy...

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  • Typical Osterville home and gardens

    I visited a dear old friend in Osterville. She's an avid gardener even tho she's a very active member of the community and an executive in her work life. Life is lived out of doors as much as possible...and of course every garden has blue hydraengers (sp?), which are a trademark for the Cape Cod gardens.

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Osterville Restaurants

  • Some Chocolate You Wouldn't Want to Miss

    Some of the best homemade ice cream Osterville has to offer! Not only does this little shop make ice cream or frozen yogurt cakes, but they also have the most delicious fudge I've ever tasted. It's a "can't miss!" The servers are super friendly and most likely students, so tip well! Mint chocolate chip ice cream is always in my cup...Peanut butter...

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  • They don't just serve Spinich!

    This is a terrific family restaurant with a separate attached Seafood market. Serving tasty fresh food is the specialty. Also, don't forget about the special take-out dinners for an amazing $5.99!!! The ambiance is family friendly and especially cozy in the middle of winter. The steak tips are to die for as well as the fresh seafood. Come hungry...

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  • Osterville Hotels

    0 Hotels in Osterville

Osterville Nightlife

  • Pawtuxet's Profile Photo
    Wimpy's

    by Pawtuxet Updated Aug 18, 2007

    3.5 out of 5 starsHelpfulness

    I got the word that this is the favorite pub to hang out in the evening. Food is good...probably the beer is too.
    We went to dinner on my most recent trip. Terrific fish, large portions, good service...I don't drink beer, but my companions liked the locally brewed selection.

    Related to:
    • Food and Dining
    • Beer Tasting
    • Road Trip

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Osterville Local Customs

  • Never enough on Halloween night...

    Marlene gathered us up for another party with the adults when we were finished with the tailgating party. The adults had some interesting costumes as well.One was a prisoner... while another was Cramer. Another couple dressed as Mr & Mrs Green. Seems everyone is engaged in recycling nowadays.There is no end to the silliness of Halloween.

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  • Halloween tailgating or... TrUck or...

    I was in Osterville over the Halloween weekend and my friend, Marlene had agreed to participate in her church's Halloween "bash". Families decorated the trunk of their car or the back of their vans & trucks... dressed in costume... and gathered in the church parking lot. Everyone parked with their trunks open to the center of the aisle and passed...

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Osterville Off The Beaten Path

  • Osterville's little corners

    I love the feel of Osterville. At the historic society, the old barns and sheds are natural wood bleached from the sun, people enjoy stopping to say hello to your dog, hydraengers burst with color in all directions...and then there are the Hollyhocks......sigh

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  • Wetland walkway - Buy a Board!

    ............welcoming you to the Cape's oldest and largest privately owned park. Take a walk! Osterville has a great little park done by the horticultural society. Signage marks cultivars of interest. There are trails which go back from the main street into a charming nature walk. The walkway is made of wood and quite easy to traverse. They have...

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  • Local waterfront

    Most of the waterfront is reserved for the locals in Osterville. There are great little beaches and ponds...with boat access and parking provided with a town sticker. Even if you can't stop at one of them, it's a wonderful waterfront area to drive through.

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Osterville Favorites

  • Pawtuxet's Profile Photo
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    by Pawtuxet Written Nov 10, 2009

    2.5 out of 5 starsHelpfulness

    Favorite thing: I couldn't resist giving you a few photos of the drive going into Osterville. It's such a pretty area. Something about the "cape" is just so unique. There is an atmosphere that is hard to describe and perhaps you'd better drive it one day to find out what I mean. Rte. 6 is the north road which is a protected Historic drive...very beautiful.
    Osterville is a bit off the busy by-ways, and again you get the feel of the "old cape".
    My parents took us as kids and I've returned so many times over the years. Always feel as if I want to stay a while longer. There is a different pace.. and lifestyle... predominantly vacationers living there only in the warmer months. A lazy holiday kind of place.

    Related to:
    • Eco-Tourism
    • Road Trip

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Explore Deeper into Osterville
Where to dip your toes...
Things to Do
Well, Fancy that!!
Off The Beaten Path
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