Orleans Vacation Planner

Rockin Robin Charters

Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned... show more Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned pro or have never fished before, you won't want to miss this! hide

Categories: Fishing Charters

Rock Harbor, Orleans ~ (774) 722-0974 ~

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 ~

Rock Harbor Grill

Offering outstanding food, exceptional service, and affordable prices. Our varied menu offers all types of seafood, including chowders, fried clams, lobster mac ‘n cheese, lobster rolls, grilled swordfish, and many others. For the landlubbers, there are burgers, wood-fired pizzas, pulled short ribs, and duck sliders, among others. We offer a... show more Offering outstanding food, exceptional service, and affordable prices. Our varied menu offers all types of seafood, including chowders, fried clams, lobster mac ‘n cheese, lobster rolls, grilled swordfish, and many others. For the landlubbers, there are burgers, wood-fired pizzas, pulled short ribs, and duck sliders, among others. We offer a full gluten-free menu as well as a kids menu. Open year round 7 days a week with a few holiday exceptions. hide

Categories: Casual Dining

18 Old Colony Way, Orleans ~ (508) 255-3350 ~

Oceana

Oceana offers the finest in gifts, home accents and tabletop with an emphasis on the shore, and jewelry by designers such as Sealife by Kabana and Tom Kruskal. Oceana Kids has Cape Cod toys and books for children. Treat yourself at Oceana!

Categories: Jewelry

1 Main Street Square, Orleans ~ (877) 240-1414 ~

Cape Escape

18 Holes of Mini Golf in a nautical setting with authentic Cape Cod fishing boats, a live Koi Fish Pond and beautiful waterfalls. Open 7 days a week (weather permitting) in June from 10 am until late, July - Oct 12 from 9 am until late.

Categories: Mini Golf

14 Canal Road, Orleans ~ (508) 240-1791 ~

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 ~

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 ~

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 ~