Orleans Holidays

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The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
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Where to stay in Orleans

Find the best Orleans areas and neighborhoods for the activities you enjoy most. Learn more about Orleans
If you don't act like a seal, you can still swim at this iconic big-wave beach and avoid the great whites. #beaches

East Orleans

1 out of top 10 points of interest in this area

East Orleans is noteworthy for its beaches, and you can make a stop at top attractions like Nauset Beach and Cape Cod National Seashore.

Find hotels in East Orleans

Orleans Beach Holiday

Get prepared to live out those summer daydreams on your Orleans holiday. Set off on a leisurely stroll, appreciate the sparkling coastal views and pick up pretty seashells on your trip to Orleans. Situated just 2 kilometres from the town centre, Rock Harbour Beach is the place to be for many visitors. Browse our Orleans holiday deals and watch your travel budget stretch further!

Top hotels in Orleans

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is S$264 per night from 2 Mar to 3 Mar
S$264
2 Mar - 3 Mar
includes taxes & fees
8.6/10 Excellent! (465 reviews)
The updates they made are beautiful. You really feel like you’re in the Caribbean if you don’t step outside. All the staff I encountered were super helpful and courteous. The water park was closed for unforeseen maintenance for a day and a half which happened to be out last days so that was disappointing ...

Reviewed on 25 Feb, 2026

Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is S$528 per night from 4 Mar to 5 Mar
S$528
4 Mar - 5 Mar
includes taxes & fees
Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is S$226 per night from 1 Mar to 2 Mar
S$226
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (635 reviews)
Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants.

Reviewed on 16 Feb, 2026

Chatham Wayside Inn
See all 4,965 properties in Orleans
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Skaket Beach featuring a sandy beach as well as a family

Skaket Beach

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

Skaket Beach

What to do in Orleans

Private Vacation Photoshoot with Photographer in Cape Cod

Private Vacation Photoshoot with Photographer in Cape Cod

S$1,497
per adult
Private Vacation Photoshoot with Photographer in Cape Cod
Salem Puzzling Adventure

Plymouth Puzzling Adventure

S$44
per traveller
Plymouth Puzzling Adventure
See all activities in Orleans

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.