Orleans Vacation Planner

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 ~

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 ~

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 ~

Explore Cape Cod Kayak Tours

For 12-yrs, we've offered kayak trips led by owner/guides-ACA instructors, paddlesport specialists, and permitted outfitters within Cape Cod National Seashore marshes & bays.

Categories: Kayaking & Paddle Sports

PO Box 651, South Orleans ~ (508) 240-1211 ~

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 ~

Corner Store

The Corner Store is in downtown Orleans and is all about Fresh. Fast. Fun.

Makers of some of the best burritos, paninis and sandwiches on the Cape to eat-in or take-out on the go to the beach. Open for breakfast, lunch, and dinner.

Categories: Casual Dining

54 Main St., Orleans ~ (508) 255-5454 ~

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 ~

Award winning dining overlooking Town Cove - enjoy a lobster salad sandwich in the elegant O’Hagan’s Irish Pub or cocktails on the outdoor decks overlooking the Cove.

Categories: Waterfront Dining

3 Old County Road, Orleans ~ (800) 863-3039 ~

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 ~