Dennis, MA

restaurants

Sesuit Harbor Cafe

Not only the best lobster roll I've ever had, but also the coolest place to enjoy one. Sitting at a picnic table on a quiet harbor with sweeping views of Cape Cod bay. I'd you're mid Cape, plan your day around grabbing a lobster roll here around sunset!

Brewster, MA

restaurants

Kate's Seafood

A popular casual spot on mid-Cape Cod, this place has awesome fried seafood and even better ice cream with very very generous portions. In the summer they even offer group rides on a hay bale tractor to the nearby beach where you can take in those special Cape Cod sunsets.

Eastham, MA

restaurants

Mac's Market & Kitchen

Dennis, MA

restaurants

Red Cottage Restaurant

Old timey diner full of lovely salt of the earth Cape Cod locals and friendly staff. Highly recommend. Be prepared for a wait on weekends.

Chatham, MA

lodging

Chatham Bars Inn

A crown jewel of Cape Cod. Huge beautiful hotel overlooking the ocean in the iconic town of Chatham. A great place to grab some red wine by the fire during colder months or hang outside on the large patio during the summer. You need not be a guest of the hotel to enjoy the common spaces and restaurants!

Brewster, MA

cafe

Eat Cake 4 Breakfast

Incredible pastries! Located right on the bike path too so a good spot to take a break from your ride and fuel up with an espresso and a "Brewster Bun"

Wellfleet, MA

cafe • restaurants

PB Boulangerie Bistro

No joke a Michelin - starred French chef started this joint in Wellfleet. Part bistro part pastry shop this place is absolutely unbelievable. They use a pint of strawberries PER CROISSANT in their specialty strawberry croissant. Need I say more?

Falmouth, MA

bar • restaurants

Quicks Hole Tavern

Immediately adjacent to the Woods Hope ferry terminal (ferries to MV), this place is akin to an airport lounge in the sense that you pop in there quickly for a bite before your boat (or a lil' longer if you just missed you boat!). Good news is the food is quick, really delicious, the place is clean with great views of the harbor and they have Shed Mountain Ale from Middlebury VT on draft! Get the burger. Yum.