Orleans Vacation Planner

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 ~

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 ~

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 ~

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 ~

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 ~

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 ~

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 ~

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

Categories: Pizza

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

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 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 rent. Are you unsure of what to rent for an upcoming party? Are you unsure of what equipment you need to rent for your new project? We can help. hide

Categories: Rental Services

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

Academy of Performing Arts

Offering classes in dance, music, theatre, outreach residencies, workshops, assemblies, and main stage Playhouse & School productions. Kids can perform weekly in July and August.

Categories: Performing Arts

120 Main Street, Orleans ~ (508) 255-3075 ~