Orleans Vacation Planner

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 ~

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 ~

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 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 unique items. hide

Categories: Other Shopping

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

Nauset Surf Shop

Nauset Surf Shop is the oldest running surf shop on Cape Cod! Founded in 1965, the history of surfing for this shop began with wax, tees, bikinis and boards. Phil Clark, current owner, acquired Nauset Surf in 1970, straight out of college, and opened his first shop. Over the past 49 years Phil has grown the business.We thank this wonderful... show more Nauset Surf Shop is the oldest running surf shop on Cape Cod! Founded in 1965, the history of surfing for this shop began with wax, tees, bikinis and boards. Phil Clark, current owner, acquired Nauset Surf in 1970, straight out of college, and opened his first shop. Over the past 49 years Phil has grown the business.We thank this wonderful community and our awesome customers and employees for all the love, support and hard work! We look forward to supplying you with everything you need for a great day on the beach! hide

Categories: Other Shopping

2 Rt 6A Jeremiah Sq., Orleans ~ 508-255-4742 ~

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 ~

Come in for excellent pizza, salads, subs & more!

Categories: Pizza

180 Rt 6A, Orleans, MA, Orleans ~ (508) 255-7160 ~

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 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 kayaks, canoes and Stand Up paddle boards..always plenty to choose from! Our sales floor is stocked to the brim with the best brands Necky, Old Town,Bic, Ocean and more. Try before you buy- we are located right on beautiful Town Cove in Orleans
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Categories: Kayaking & Paddle Sports, Other Shopping

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

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 ~

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 ~

NY Hair Co. & Spa

We offer a full line of treatments and services for hair, nails & skin, at our Cape Cod spa - a Premier Dr. Hauschka Treatment Center. Our exceptional team of highly trained & experienced professionals combines their creative and technical skills to make you look and feel your best. We listen and then we respond with the cutting edge resources of... show more We offer a full line of treatments and services for hair, nails & skin, at our Cape Cod spa - a Premier Dr. Hauschka Treatment Center. Our exceptional team of highly trained & experienced professionals combines their creative and technical skills to make you look and feel your best. We listen and then we respond with the cutting edge resources of our profession. Treat yourself to a day of beauty with a Coppola Keratin Smoothing Treatment or a Dr. Hauschka Skin Treatment for a complete spa vacation experience. hide

Categories: Day Spas, Hair/Nail Salons

32 Main Street, Orleans ~ (508) 240-1016 ~