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 ~

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 ~

Adorn Cape Cod

At Adorn, we curate a collection of items we adore, including local fine art—featuring painters based right here in Orleans—along with home decor, textiles, accessories, greeting cards, ceramics, gifts, house plants, handcrafted jewelry, and much more. We are proud to support independent artists, designers, and makers, many of whom are local to... show more At Adorn, we curate a collection of items we adore, including local fine art—featuring painters based right here in Orleans—along with home decor, textiles, accessories, greeting cards, ceramics, gifts, house plants, handcrafted jewelry, and much more. We are proud to support independent artists, designers, and makers, many of whom are local to Cape Cod. Additionally, we offer a selection of fair trade goods, including our customer-favorite block print textiles and woven baskets. hide

Categories: Gift Shops

211 Main St, Orleans ~ 774.316.4245 ~

Hog Island Beer Co

To us, there is no better place to enjoy a cold one than on the shores of the most picturesque place on the planet. After forming the concept, we had one challenge – coming up with a name. It needed to be something that had a direct connection to our town, the lower Cape and the sea. Hog Island, located on Little Pleasant Bay in Orleans overlooks... show more To us, there is no better place to enjoy a cold one than on the shores of the most picturesque place on the planet. After forming the concept, we had one challenge – coming up with a name. It needed to be something that had a direct connection to our town, the lower Cape and the sea. Hog Island, located on Little Pleasant Bay in Orleans overlooks our famed Nauset Beach and the dune shacks that dot her coastline. It's rumored that Captain Kidd buried treasure on the island, many have attempted to locate it – we feel we found it. hide

Categories: Casual Dining

(508) 255-2337 ~

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 ~

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 ~

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 ~

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 ~

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 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. Please visit our website at hindsightsportfishing.com. Or call us at 305.481.1291 hide

Categories: Fishing Charters

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

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

Categories: Pizza

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