Cape Cod Food & Fun
There are tons of beaches in the area and all of our recommended
hotels are on the water. Ask the concierge at your hotel which ones are the
closest spots (you may be able to walk!).
This is the site where the first transatlantic wireless communication was
sent, between the U.S. and England, in 1903. There’s some educational
materials and beautiful vistas.
- Pilgrim Monument and Museum,
The Pilgrim Monument was built to commemorate the first landing of the Mayflower
Pilgrims in Provincetown on November 21, 1620, and their signing of the Mayflower
Compact there. President Theodore Roosevelt laid the cornerstone in 1907.
You can walk up the 252-foot monument for an amazing view of the tip of Cape
Chatham (Main Street area)
There are lots of cute shops in downtown Chatman, from cheesy souvenir places,
to upscale galleries, to the truly unique.
Street, Provincetown (“P’Town” - the map on this Web site
The town that sits at the very tip of Cape Cod is unlike anywhere else on
earth. Originally a whaling town, then an artists’ colony, then a gay
mecca, and now a true hodgepodge of all three, there’s nothing like
P’Town. It should be relatively tame this early in the summer, but if
you want to take the drive (a straight-shot down Route 6, about 35-40 minutes
from Wequassett), it’s fun. Commercial Street is the place to be, with
galleries, little unique shops, a pier for the whale watching trips, and maybe,
just maybe, a drag queen on roller skates!
The town of Brewster is known for its antiquing. While we can’t personally
vouch for any of the shops, here’s
a list of the many options. There’s also “Cape
Cod’s Biggest & Best Flea Market,” held at the Wellfleet
None of us are golfers, so we can’t personally recommend any courses,
but there is a bunch in the area to choose from. Wequassett owns a private
course, which is quite pricey, but was designed by a famous golf course architect.
Ask your hotel concierge for recommendations!
Who needs all the walking of real golf, anyway? We love Cape
Escape in Orleans for a more upscale course and Poit’s
Lighthouse is an old-school classic.
- Drive-In Movies
There are only about 400 drive-in movie theaters left in the USA and Cape
Cod’s got one of them. Check
out the Wellfleet Drive-In. (There’s also a real movie theater there
There are tons of bike trails on the Cape. One of the most famous is the Cape
Cod Rail Trail, 22 miles of smoothly paved trails. According
to Massbike.org, “branching off from the Cape Cod Rail Trail, the
Harwich-Chatham Bike Path is paved all the way to the center of Chatham. It
is fairly well signed, with interesting treatments of major road intersections
and includes direct connections to parks and the Harwich Town Hall, and thus
picturesque Harwich Center.”
There are a ton of places to eat on the Lower Cape, so you won’t be wanting for good options. You will especially find great seafood, as most places will serve fish and shellfish caught that day, locally. Below are a few options at various price-points to get you started. Everything on this list we can either vouch for personally, or was recommended to us by the people at Wequassett. We don’t know restaurants in the area right around Wequassett as well as we know the Wellfleet-area spots, so some of these options may be a bit of a drive. Any of the hotels will be able to make other recommendations to supplement this list, and if you’re looking for something in particular, give one of us a call! Happy eating!
Cheap (but still good) Eats:
- Land Ho!
A super-casual spot, in one of the oldest buildings on the Cape.
- Box Lunch
The perfect place to pick up wraps to take to the beach. Now there are several locations – closest ones are likely South Dennis and North Eastham (though the original spot in Wellfleet is where the Adlers have gone for many years).
- The Beachcomber
Essentially a bar, with standard bar-food, located right on the beach. They filmed “MTV Beach House” here back in the early ‘90s, before the summer show migrated to “cooler” locales like Cancun and Daytona Beach. It’s closed on Thursdays in June, but open the other nights.
- Joe’s Beach Road Bar & Grille at the Barley Neck Inn
Sandwiches, pizzas, burgers…you get the idea.
- New England Pizza
It’s not Chicago pizza or New York pizza, but it’ll do.
They may not have their own website, but this has been the Adler family’s spot for burgers, grilled cheese, and fried clams forever. Try the clam chowder and don’t miss the soft serve!
- The Lighthouse
Your classic greasy spoon in “downtown” Wellfleet. A good spot for cheap brunch. This place is one of the only restaurants open year round on the Lower Cape and it’s a favorite among the fishermen in the winter.
- Patio Restaurant and Cocktail Bar
A casual cafe for sandwiches and stuff on the “main drag,” Commercial Street, in Provincetown (“P-town”). A great people-watching spot if the weather’s nice.
- Lewis Brothers Ice Cream
No, it’s not owned by Jonathan and Stephen, but they do make all their own ice cream at Lewis Brothers. Perfect for grabbing a cone while you walk along Commercial Street in Provincetown.
They have some pricier items on the menu, but also some dinner salads and pizza in the mid-range. Also, a huge, cool bar.
- The Wicked Oyster
A really nice Wellfleet spot, serving burgers, fish, pasta, and…oysters!
- Winslow’s Tavern
This great restaurant in “downtown” Wellfleet is in an historic building that was constructed in 1805 as a sea captain's home and was once the home of former Massachusetts Governor Channing Cox, who hosted President Calvin Coolidge there for a night back in the 1920's. It has been a restaurant for 40 years.
- Flying Fish Café
Another great spot that apparently doesn’t have its own website. They do fantastic brunch at Flying Fish, and awesome dinners too.
- Wild Goose Tavern
A very New England-y tavern, in a great location on Main Street in Chatham.
On the Pricier End:
No, not the Swedish band of “Dancing Queen” fame, a wonderful, cozy restaurant with interesting food.
Their multi-course, prix-fixe menu is wonderful, if too much food. Ask to be seated in “the Garden Room” and definitely order a soufflé for dessert! For a less-overwhelming meal, the Bistro (which has a separate menu and takes separate reservations) is also excellent.
- Terra Luna
A very sweet, cozy spot in Truro. Everything is organic and the food is simply excellent.
- The Cape Sea Grille
Situated in a 19th century sea captain’s home just steps from the water’s edge, a great place for classic Cape food.
- The Mews
A beautiful restaurant, overlooking Provincetown harbor. Call ahead and ask to sit near the windows!