Photo by Ronanne Vinson

Find 5 Star Hotels in Chesapeake Beach, MD from SAR 1,016

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

Inn at Perry Cabin
Outdoor dining

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (325)
"Anniversary weekend. We relaxed and enjoyed to town of St Michaels and the beautiful property."
The price is SAR 1,450
SAR 1,754 total
includes taxes & fees
9 Jan - 10 January 2025
Inn at Perry Cabin
The Inn at Tacaro Estate
Room

The Inn at Tacaro Estate

5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is SAR 1,016
SAR 1,158 total
includes taxes & fees
29 Dec - 30 Dec
The Inn at Tacaro Estate
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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chesapeake Beach?
There are a variety of pricing options for a 5-star hotel in Chesapeake Beach on Expedia. How much you’ll pay will depend on when you plan to travel, trip length and other factors. Compare all of the available accommodations for your chosen dates and use our pricing and other filters to lock in the perfect high-end stay.

  • Search for the lowest price per night from SAR 1,016

What makes a hotel 5 stars in Chesapeake Beach?
In Chesapeake Beach, a hotel needs to provide a certain amount of top-notch amenities to earn 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, 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 in-room massages, concierge services and nightly turn-down services. Some may even offer thoughtful touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Chesapeake Beach?
Our filters are the quickest way to search for exactly what you want. Check the “All inclusive” and “5-star” boxes to show the most luxurious hotels in Chesapeake Beach where your lodging, meals, entertainment and activities are included in the price. At these stays, your trip is pure leisure from the moment you enter the lobby.
Are there any 5-star vacation rentals in Chesapeake Beach?
Our site doesn’t offer any 5-star vacation rentals in Chesapeake Beach. However, you will still find some top-rated escapes where the only item on your agenda will be to kick back and have fun. See what’s available by browsing our vacation rentals in Chesapeake Beach.