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The ins and outs of Cape Cod, Martha’s Vineyard and Nantucket

  • A born-and-raised Cape Cod local shares exactly what she'd do in September — from fall festivals and cranberry bogs to Plymouth day trips and the magic of Second Summer. Updated every year.

    By Jennie Sparrow | 8/31/2026

    Cape Cod September Guide

    A born-and-raised Cape Cod local shares exactly what she'd do in September — from fall festivals and cranberry bogs to Plymouth day trips and the magic of Second Summer. Updated every year.

    Read On...

  • Book Wellfleet, Eastham, and Truro vacation rentals for OysterFest weekend. Find cottages and homes close to the festival, beaches, and Cape Cod fun.

    By Jennie Sparrow | Updated 8/31/2026

    OysterFest Vacation Rentals

    If you are looking for a weekend full of hometown flavor and big time fun, you will absolutely love the Wellfleet OysterFest. Here is a look at some homes that are perfect for a weekend in Wellfleet!

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  • Plan your trip to Wellfleet OysterFest! Find dates, tips, and the best Wellfleet vacation rentals near downtown for a perfect Cape Cod getaway.

    By Jennie Sparrow | Updated 8/31/2026

    Oyster Festival

    Don't miss the annual Wellfleet OysterFest! The main event will be taking place in downtown Wellfleet October 18th - 19th.

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  • A local's guide to Nantucket in September — known as

    By Jennie Sparrow | Updated 8/28/2026

    Second Summer on Nantucket

    A local's guide to Nantucket in September — known as "Second Summer." Warm beaches, uncrowded cobblestone streets, Restaurant Week, the Island Fair, and the perfect off-season getaway.

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  • Plimoth Patuxent in Plymouth is one of the most extraordinary living history experiences in New England — and it's just a short drive from Cape Cod. A local's guide to visiting, plus the “before the bridge” travel tip.

    By Becky Fischer | Updated 8/28/2026

    Exploring Plymouth

    Plymouth is a picturesque town on Plymouth Bay, with a pretty harbor, beautiful beaches, cranberry bogs, and an abundance of activities during the fall. All of this is within a very easy drive of Boston and other northeast metropolitan areas.

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  • A born-and-raised Cape Cod local shares why September — known as

    By Jennie Sparrow | Updated 8/28/2026

    Second Summer on Martha’s Vineyard

    A born-and-raised Cape Cod local shares why September — known as "Second Summer" — is her favorite time of year on the Cape. Warm weather, fewer crowds, fall festivals, and the perfect off-season getaway.

    Read On...

  • Discover Martha’s Vineyard’s top annual events and festivals — from the Agricultural Fair and the Film Festival to the Vineyard Cup and holiday strolls. Explore what’s happening now on our Martha’s Vineyard Events Calendar.

    By Jennie Sparrow | Updated 8/28/2026

    Martha’s Vineyard Events

    Discover Martha’s Vineyard’s top annual events and festivals — from the Agricultural Fair and the Film Festival to the Vineyard Cup and holiday strolls. Explore what’s happening now on our Martha’s Vineyard Events Calendar.

    Read On...

  • Discover Cape Cod’s top annual events and festivals — from Figawi and OysterFest to the Cape Cod Baseball League. Explore what makes every season special, then see what’s happening now on our Cape Cod Events Calendar.

    By Jennie Sparrow | Updated 8/28/2026

    Cape Cod Events

    Discover Cape Cod’s top annual events and festivals — from Figawi and OysterFest to the Cape Cod Baseball League. Explore what makes every season special, then see what’s happening now on our Cape Cod Events Calendar.

    Read On...

  • A born-and-raised Cape Cod local shares why September — known as “Second Summer” — is her favorite time of year on the Cape. Warm weather, fewer crowds, fall festivals, and the perfect off-season getaway.

    By Jennie Sparrow | Updated 8/28/2026

    Second Summer on Cape Cod

    A born-and-raised Cape Cod local shares why September — known as “Second Summer” — is her favorite time of year on the Cape. Warm weather, fewer crowds, fall festivals, and the perfect off-season getaway.

    Read On...

  • Plan the perfect family reunion on Cape Cod, Martha’s Vineyard, or Nantucket. Discover large vacation rentals and group accommodations ideal for multi-generational gatherings.

    By Jennie Sparrow | Updated 8/26/2026

    Family Reunions

    The Cape and Islands are the ideal vacation spots for your next family reunion. With so many beaches, restaurants, activities, and sightseeing opportunities, everyone is guaranteed to have a good time.

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