A harbor with boats docked, a pier, and a row of houses along the water.

Find 5 Star Hotels in Chesapeake Beach, MD from $146

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Check availability on Chesapeake Beach 5 Star Hotels

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Oct 26 - Oct 27
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Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
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Nov 6 - Nov 8

Our top choices for Chesapeake Beach 5-star hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A sailboat docked at a marina with a grassy area and a large white building in the background.
A group of people seated around a table with a view of a body of water and greenery outside.
A large, well-lit banquet hall with round tables, chairs, and chandeliers.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
$485 nightly
$533 total
Nov 11 - Nov 12
Total with taxes and fees
Inn at Perry Cabin
A hot tub in a grassy area with a building in the background.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.
A pool with two Adirondack chairs and a basket of items on the grass.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
kristine
$389 nightly
$443 total
Nov 1 - Nov 2
Total with taxes and fees
The Inn at Tacaro Estate
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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 Chesapeake Beach.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
$132 nightly
$146 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Rod 'N' Reel Resort
Legacy Villa

Legacy Villa

12605 Brooke Lane Upper Marlboro MD
Get ratesLegacy Villa
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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 Chesapeake Beach

Stroll the half-mile boardwalk at sunset, where fishing boats return with the day's catch and locals gather for crab feasts. Families splash in the water park's eight slides by day, then hunt for fossilized shark teeth along the Bay's ancient shoreline.

See all hotels in Chesapeake Beach
A coastal town with a marina, residential buildings, and a clear sky.

Top Chesapeake Beach Hotel Reviews

Find out more about Chesapeake Beach

You enjoy the finer things in life, both at home and on vacation. Why not request total luxury on your holiday to Chesapeake Beach? There's no reason to delay a getaway to Chesapeake Beach any longer. You'll join the multitudes of vacationers who have made Chesapeake Beach so fashionable in the last year. Besides that, you'll find that these hotels are kept in excellent condition and provide a fine place to kick back after your daily adventures. What are you waiting for? Reserve one of our 5-star hotels in Chesapeake Beach and indulge in the finer things in life for a while.

Get a Great Deal on 5-Star Hotels in Chesapeake Beach

Don't be afraid to be pampered during your trip, along with the best conditions. Spa treatments, delicious meals, and one-on-one attention are all waiting for you. You're sure to find exactly the accommodation you need. Additionally, the hotels in this area receive noteworthy marks for guest services, so you know you'll be looked after during your getaway. What kind of amenities will make your stay a wonderful one? A body scrub that will leave you feeling great? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A full-body massage to help your cares fall away?

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. Whatever you plan to do, the 5-star hotels in Chesapeake Beach are the perfect place to relax after a busy day. Ready to learn more? Plenty of visitors recommend this location.

Make Your Escape

The results are in, and Chesapeake Beach 5-star hotels are the place to be when you book your next vacation. These beautiful hotels are highly rated by the guests who stay in them, and you're about to join their ranks. Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chesapeake Beach today and settle down in luxe surroundings tomorrow.

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 $146
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.

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