Martha's Vineyard Dining

Cottage Street Bakery

The lure of nature and the sharing of good food have met on Cape Cod in our tiny cottage bakery. All our products are made from traditional recipes, free of preservatives, using only fresh ingredients.

Categories: Bakeries/Coffee Shops

5 Cottage Street, Orleans ~ (508) 255-2821 ~

Blue Claw Boat Tours

Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and... show more Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and maybe a Great White shark are viewed along the way. Capt Rob (USCG licensed master of 30 years) and our vessel is USCG inspected. See why we are the fastest growing tour on Cape. Private custom cruises a specialty. hide

Categories: Sightseeing & Tours, Boat Cruises

235 Main Street, Orleans ~ (508) 240-5783 ~

Orleans Cycle

Offering bike rentals for hourly, daily or weekly rates, Orleans Cycle is located on the Cape Cod Rail Trail in the center of Orleans. We rent new, high quality, road bikes, comfort bikes, hybrids, kids bikes, trailers, and tag-a-longs. Orleans Cycle sells new Trek and Specialized bicycles. All rentals include helmets and a map of the bike trail.... show more Offering bike rentals for hourly, daily or weekly rates, Orleans Cycle is located on the Cape Cod Rail Trail in the center of Orleans. We rent new, high quality, road bikes, comfort bikes, hybrids, kids bikes, trailers, and tag-a-longs. Orleans Cycle sells new Trek and Specialized bicycles. All rentals include helmets and a map of the bike trail. Cycling on Cape Cod is an excellent way to spend your vacation. You can bike to the freshwater ponds in Brewster to the south or to the National Seashore farther north. hide

Categories: Bike Rentals

26 Main Street, Orleans ~ (508) 255-9115 ~

Emack & Bolio's

This ice cream parlor is the perfect way to cool off on a hot day. Try eclectic flavors such as 'Bye Bye Miss American Mud Pie. Candy, snacks and drinks are also available.

Categories: Ice Cream & Candy

82 Cranberry Highway, Orleans ~ (508) 255-5844 ~

The Rail

Grand opening in April 2021. Stop in for breakfast or lunch, sit out on the patio overlooking Main St., or grab n' go on your way to Nauset Beach. Open 7 days a week, 5am - 3pm.

Categories: Casual Dining

222 Main Street, Orleans ~ (774) 561-2161 ~

Whisk

Brand new Orleans restaurant in 2019, Whisk opened on Main St. in the Windmill Plaza. Whisk serves breakfast and lunch, includes a coffee lounge with free wifi. Open year-round, 7 days a week from 6:30am until 2:30pm (kitchen) and 3:30pm (bakery/lounge).

Categories: Casual Dining

210 Main St., Orleans ~ 508-255-2233 ~

Old Jailhouse Tavern

At the historic Old Jailhouse Tavern in Orleans, once used as the town lockup, we offer creative menu selections for lunch, dinner, late night fare and Sunday Brunch — all in a casual, comfortable atmosphere, beautifully landscaped and designed by an award-winning architect. Hosting a special function? Our Courthouse facility can accommodate 30... show more At the historic Old Jailhouse Tavern in Orleans, once used as the town lockup, we offer creative menu selections for lunch, dinner, late night fare and Sunday Brunch — all in a casual, comfortable atmosphere, beautifully landscaped and designed by an award-winning architect. Hosting a special function? Our Courthouse facility can accommodate 30 to 150 guests. hide

Categories: Casual Dining

28 West Road, Orleans ~ (508) 255-5245 ~

Sunbird serves local and organic eats for breakfast, lunch and dinner. Originally started as a fast "slow food" truck on Rt 6 in Wellfleet and in Orleans before opening it's cafe/restaurant in Orleans, MA.

Categories: Casual Dining

85 Cranberry Hwy, Orleans ~ (508) 237-0354 ~

Orleans Seafood

In 1995 Cape Tip Seafoods started as a Wholesale division in Provincetown. Servicing 80% of the restaurants between Provincetown and Orleans. In 1999 we started our first retail market in Truro. In 2014 we opened a new retail market in Orleans and wholesale facility expanding into the Lower Cape. When eating seafood on the Outer Cape it's a good... show more In 1995 Cape Tip Seafoods started as a Wholesale division in Provincetown. Servicing 80% of the restaurants between Provincetown and Orleans. In 1999 we started our first retail market in Truro. In 2014 we opened a new retail market in Orleans and wholesale facility expanding into the Lower Cape. When eating seafood on the Outer Cape it's a good chance it's supplied by us. Both Orleans and Truro are full service seafood markets. Offering customers the highest quality of the freshest seafood. Lobster being the biggest draw. We carry a wide variety of fresh, frozen seafood and gourmet specialty items. hide

Categories: Seafood Market

18 Old Colony Way, Orleans ~ (508) 255-7221 ~

Corner Store

The Corner Store is in downtown Orleans and is all about Fresh. Fast. Fun.

Makers of some of the best burritos, paninis and sandwiches on the Cape to eat-in or take-out on the go to the beach. Open for breakfast, lunch, and dinner.

Categories: Casual Dining

54 Main St., Orleans ~ (508) 255-5454 ~