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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

Categories: Casual Dining

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

Hindsight Sportfishing

HINDSIGHT, is one of the largest and is the newest boat in our fleet. Full accommodations and very comfortable. Striped bass, bluefish and giant Bluefin tuna are our specialties. We also do whale watch trips as well as sight seeing tours of Cape Cod all the way to Provincetown. Sunset trips when available. We are located at Rock Harbor in Orleans.... show more

Categories: Fishing Charters

Rock Harbor, Orleans ~ (305) 481-1291 ~

Focalpoint Studio

Cape Cod Photographer Bob Tucker has been specializing in Family Portraits at the Beach since 1973. Now's the time to book your family's portrait. Whether you choose the Atlantic surf, one of the Cape Cod Bay beaches or a serene natural setting as your backdrop, your family's photograph will be a cherished momento. Or, use it on your Christmas... show more

Categories: Photography & Video

56 Main Street, Orleans ~ (508) 255-6617 ~

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 ~

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

Categories: Fishing Charters

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

Pleasant Bay Trading Company

Featuring a wide variety of unique nautical and trade signs, Pleasant Bay Trading Company also carries a unique blend of primitive, reproduction home décor inspired by antiques. Come in and browse among our reproduction yellow ware pottery, canvas floor cloths, mirrors, pewter, table mats, custom tables, Period Windsor chairs, and many other... show more

Categories: Other Shopping

80-82 Route 6A , Oracle Square, Orleans ~ (508) 255-5310 ~

Cape Rental World Equipment Center

Cape Rental World is the place to find all your Tool and Party Rental needs. If you are on vacation or a local homeowner, we can help with all of your equipment rental needs. Come in and see how Cape Rental World's knowledgeable, helpful staff can help you with your party or next home improvement job. We offer a large assortment of equipment for... show more

Categories: Rental Services

85 Rt. 6A, Orleans ~ (508) 255-7035 ~

Goose Hummock Kayak Adventures

Operating for over 65 years, Goose Hummock Shop is Cape Cod's Largest Paddle Sports and Outdoors Super Store. Sales, Rentals and Instruction for Kayaks,Canoes and Stand Up Paddle Boarding. Our expert staff will take you on group marsh tours or give you private instruction to get you quickly and our rental fleet consists of over 125 brand name... show more

Categories: Kayaking & Paddle Sports, Other Shopping

15 Rt 6A, Orleans ~ (508) 241-1137 ~

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