Orleans Vacation Planner

Sea Howl Bookshop

Real live books sold here. We carry a thoughtfully curated selection of new & used books, along with greeting cards, notebooks, stickers, art prints, puzzles, and more unique, bookish finds.

Categories: Bookstores

46 Main St, Orleans ~ 508-255-3343 ~

Sportfishing on the Roxy

The "Roxy" is a fully equipped sport fishing charter boat available for daily 4 and 8 hour trips. Striped Bass and Blues are among the many species caught on a regular basis. Rods and gear are provided. Bring your own food and drink. Maximum capacity is six persons. The Roxy is located in Rock Harbor Orleans, MA.

Categories: Fishing Charters

Rock Harbor, Orleans ~ (508) 255-5605 ~

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 ~

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 ~

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 ~

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 ~

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 ~

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 ~