Find 5 Star Hotels in Orleans, MA from $161

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Compare Orleans 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (687)
"Long term homeowner in proximity to CBI and first time guest. Beautiful location and grounds, but stay fell short given established reputation and the cost of accommodations, Room smelled quit musty. Decor suggested a collection of castoff furnishings from perhaps past renovations. Bathroom needed updating! Nespresso machine was very dirty and dispensed old coffee grounds. Night guard container, obviously from a previous guest, found on floor near bed. Honestly, I have never posted such a...
The price is $387
$465 total
includes taxes & fees
May 19 - May 20
Chatham Bars Inn
Exterior
Wequassett Resort and Golf Club
5.0 star property
9.4 out of 10, Exceptional, (190)
"Wequasett is the absolute best, as always. "
The price is $455
$547 total
includes taxes & fees
May 27 - May 28
Wequassett Resort and Golf Club

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Orleans.
The Mansion at Ocean Edge

The Mansion at Ocean Edge

2907 Main Street, Brewster, MA
The price is $255 per night from May 19 to May 20
$255
$327 total
includes taxes & fees
May 19 - May 20
8/10 Very Good! (1,000 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.

There's nothing wrong with enjoying the finer things in life. Why not ask for total luxury during your jaunt to Orleans? There's no reason to delay a getaway to Orleans any longer. You'll join the multitudes of vacationers who have made Orleans so fashionable recently. The hotels in Orleans also offer great customer service, averaging 3.8 in our ranking system, so you know you'll be taken care of. Don't wait any longer. Book one of Expedia's luxurious 5-star hotels in Orleans and get ready to be pampered like never before.

Book the Best Orleans 5-Star Hotels

You can expect superior customer service from your hotel. Spa treatments, delicious meals, and personalized service are all at your fingertips. You're sure to find exactly the accommodation you need. You'll be pleased to note that the hotels in Orleans offer great customer service, averaging 3.8 in our ranking system, so you know you're in good hands. What kind of amenities will make your stay a wonderful one? A full-body massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Fluffy down pillows, lip-smacking main courses, and even spectacular views...these hotels will astonish you.

But you aren't going to spend your entire vacation in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Orleans are the perfect place to rest up after an exciting day. Ready to learn more? Plenty of visitors recommend this location.

Make Your Escape

The results are in, and Orleans 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. It's time to plan your next great escape -- Expedia can help you land a great deal on accommodation. Decide on one of Expedia's Orleans 5-star hotels today and dive into in complete comfort at your convenience.

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 according to the time of year you travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to find the best rate on a plush stay.

  • Search for the lowest price per night from $161

What makes a hotel 5 stars in Orleans?
In Orleans, a hotel must provide a certain level of high-end amenities to earn 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You can look forward to things like concierge services, in-room massages and nightly turn-down services. Some may also offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Orleans?
Our filter tool is the quickest way to find exactly what you’re looking for. Check the “All inclusive” and “5-star” boxes to show the most luxurious hotels in Orleans where your meals, room, entertainment and activities are included in the upfront price. At these stays, your vacation is pure relaxation and indulgence from the moment you pull up to the entrance.
Are there any 5-star vacation rentals in Orleans?
Although there aren’t any 5-star vacation rentals in Orleans on our site, we have a range of properties that promise a fabulous getaway. Discover one that suits your needs by checking out our vacation rentals in Orleans.

Recent reviews of Orleans hotels
Expedia verified reviews

Chatham Bars Inn

Chatham Bars Inn

5/5 Excellent
"The staff was excellent and friendly. Awesome facilities."
A verified traveler stayed at Chatham Bars Inn
Posted 3 months ago
Chatham Bars Inn