Find 5 Star Hotels in Chesapeake Beach, MD from ￥19,804

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Check availability on Chesapeake Beach 5 Star Hotels

Tonight
Mar 4 - Mar 5
Tomorrow
Mar 5 - Mar 6
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Our top choices for Chesapeake Beach 5-star hotels

Premium bedding, down comforters, in-room safe, desk

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. "
United States
Joseph
The price is ￥58,153
￥63,968 total
includes taxes & fees
Apr 1 - Apr 2
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The price is ￥57,882
￥65,985 total
includes taxes & fees
Mar 9 - Mar 10
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
The price is ￥15,013 per night from Mar 22 to Mar 23
￥15,013
￥19,804 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (1,002 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 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
Boardwalk along the Chesapeake Bay.
Photo by Ronanne Vinson
Open Photo by Ronanne Vinson

Top Chesapeake Beach Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"We had a great stay, hotel was very clean and food was great"
Jonathan 1-night trip
Posted 2 months ago
Inn at Perry Cabin

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chesapeake Beach?
The amount you pay for a 5-star hotel in Chesapeake Beach can vary according to when you decide to travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best deal on a high-end stay.

  • Search for the lowest price per night from ￥19,804

What makes a hotel 5 stars in Chesapeake Beach?
From gourmet restaurants and all-day gyms to pools and superior bedding, the 5-star experience in Chesapeake Beach is all about relaxation and luxury. But it requires more than just top-notch perks to get a 5-star rating. Hotels must also deliver outstanding guest services like in-room massage treatments, dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Chesapeake Beach?
Find a luxury retreat that includes your lodging, meals, drinks and entertainment in Chesapeake Beach with our handy filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the price. This way, you're ready to take advantage of all the premium perks from the moment you get there.