<p>I’ve been to all of 'em, and spent real time on the Vineyard and Cape Cod (it’s where I am now) .</p>
<p>There isn’t any one place that is Cape Cod. Cape Cod has a tremendous variety of locations, and a lot of variety within the same location. You would get completely different experiences in Hyannis, Provincetown, or Chatham.</p>
<p>The part I know best is the Lower Cape or Outer Cape (which, perversely, is the part that is placed higher on any map – the part farthest from the mainland, extending north from the “elbow” at Chatham to the tip at Provincetown. A huge portion of this part of the Cape is National Seashore, which means no or very limited development, and lots of beautiful vistas of dunes and sea, salt marshes, and a few freshwater ponds. And, for that reason, snootier and relatively expensive.</p>
<p>A few quick hits:</p>
<p>Chatham – old money, mansions, graciousness, stuffy
Orleans – strip malls, giant supermarket, the parts of civilization you can’t do without but wish you could
Eastham – National Seashore headquarters, beautiful beaches, no real town
Wellfleet – Perfect, varied. A small fishing village with stores and art galleries. Different landscapes – Wellfleet harbor (like bathwater, with oyster beds), Cape Cod Bay, the Atlantic, and 6-7 freshwater ponds, some large enough to be lakes and some only a few hundred feet across. Traditionally attracts lots of lawyers, psychiatrists, and academics. A surprising percentage of people’s beach reading is peer-reviewed.
Truro – Wellfleet without the harbor, ponds or the town. Sensational ocean beaches, beautiful, private houses.
Provincetown – A trip and a half. A traditional magnet for artists and gay vacationers (hardly mutually exclusive categories), it is one of the few places in the world where being heterosexual sometimes feels like being in a minority. Pick the right day – say, Drag Breakfast Day – and it can be quite a show. (Or, if you want an actual show, on most nights you can have your pick of ersatz Madonna, Cher, Marilyn, Grace Jones, Liza, etc., each with an adam’s apple, or a variety of lesbian stand-up.) There are actually several Provincetowns – the drag-queen mecca, the tourist trap (the West End is very touristy), the serious art locale (check out Rice-Polak Gallery), the functioning Portugese fishing town. Also, some of the best beaches, at Race Point, and sensational dunes.</p>
<p>I know Provincetown and Wellfleet are happening places well into the fall, with various festivals to entice visitors, and Orleans is substantially open year-round.</p>
<p>If you are doing a weekend visit, I would choose Provincetown (many beautiful small inns/B&Bs in town, don’t fail to stay there) or Chatham (some famous old resort), and visit the other. Riding bikes is pretty popular; there is a bike trail that essentially extends from Dennis to Wellfleet, and people ride around Provincetown and out to the beaches there all the time.</p>
<p>Martha’s Vineyard, is also a pretty varied place, although as it has gotten more popular it has also gotten more homogeneous. There are six towns (seven, if you count Chappaquiddick), all somewhat different: </p>
<p>Vineyard Haven – a substantial year-round town, dry, restrained. Where the ferry takes you.
Edgartown – where the money is, and a lot of the fun, upscale variety. Also great ocean beaches.
Oak Bluffs – the Inkwell, a traditional destination for African-American professionals and academics, also has the Black Dog, the Flying Horses carousel, a “campground” of Victorian gingerbread cottages, and a main drag that is what passes for honky-tonk on the Vineyard.
West Tisbury – hills, woods, agriculture, vineyards. The country. Old New England. A great little General Store.
Chilmark – a lot like West Tisbury, but also beaches and a substantial harbor and little town at Menemsha, with some lovely inns (including the Beach Plum Inn, which used to have one of the best restaurants on the Vineyard, and may still, given that that’s where Pres. and Mrs. O went out to dinner on their date night).
Gay Head – they supposedly call it something else now, but I bet no one actually does. Indians, zillionaires with isolated mansions, the best ocean beaches (some clothing-optional by custom), and multicolored clay cliffs,</p>
<p>Nantucket: Classy, whaling village with lots of old and new money. A lot longer ferry ride than the Vineyard, and not as varied geographically – it’s really just one big sand dune, but very beautiful, and the town itself is more substantial than anything on the Vineyard.</p>
<p>Biking or motorbiking around are great ways to see the Vineyard or Nantucket.</p>
<p>Hope this helps.</p>