Compare and book 5 Star hotels in Orleans, Massachusetts

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Check availability on Orleans 5 Star Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Orleans 5-star hotels

Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (799)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is 6.841.900 ₫
8.222.081 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Chatham Bars Inn
Beach bar
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (243)
"Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. "
United States
Charles
Wequassett Resort and Golf Club
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Orleans.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
The price is 3.684.100 ₫ per night from 21 Dec to 22 Dec
3.684.100 ₫
5.722.460 ₫ total
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (413 reviews)
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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.

Learn more about Orleans

Stroll along Skaket Beach for breathtaking sunsets, then catch a show at the charming Academy Playhouse. Dive into local history at the French Cable Station Museum before savouring fresh seafood at one of the town's acclaimed restaurants.

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Orleans showing a sandy beach

Top Orleans Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Orleans?
How much you pay for a 5-star hotel in Orleans can vary based on what time of year you travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to land the best deal on a high-end stay.

  • Search for the lowest price per night from 3.457.492 ₫

What makes a hotel 5 stars in Orleans?
From gourmet restaurants and 24/7 fitness centres to swimming pools and premium bedding, the 5-star experience in Orleans is all about comfort and luxury. But it calls for more than just upscale conveniences to get a 5-star rating. Stays also have to deliver superb guest services like massage treatments, on-site laundry and dry cleaning and concierge services.
Are there any 5-star all-inclusive resorts in Orleans?
Find a luxury getaway that includes your room, meals, activities and entertainment in Orleans with our filter tool. Search for hotels with a 5-star rating and select the "All inclusive" filter. Make sure you check what's included in the upfront price. This way, you're ready to take advantage of all the premium perks when you arrive.