Find 5 Star Hotels in Chesapeake Beach, MD from SAR 629

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach 5 Star Hotels

Our top choices for Chesapeake Beach 5-star hotels

Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (379 reviews)
"everything was perfect!"
United States
John
The price is SAR 2,145
SAR 2,359 total
includes taxes & fees
23 Apr - 24 Apr
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, (13 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 SAR 967
SAR 1,102 total
includes taxes & fees
20 Apr - 21 Apr
The Inn at Tacaro Estate
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 SAR 499 per night from Apr 20 to Apr 21
SAR 499
SAR 629 total
20 Apr - 21 Apr
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Still don't see what you're looking for?
See all properties in Chesapeake Beach.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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
Aerial view of Chesapeake Beach marina with luxury sail boats, beach house apartments, fishing boats near the water park popular vacation spot for Washington residents in Calvery county Maryland

Top Chesapeake Beach Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

8/10 Good
"Disappointing. The hotel is lovely but the staff are in training mode and don’t get things quite right. They didn’t tell us there was an Easter brunch so we missed breakfast on Sunday as they had booked out the dining room and everything in town was already full. The food was nice but relatively expensive. When it rains there is nowhere to sit that is not the room or the pub. The pool despite being advertised was not yet open for the season which was of the main reasons we chose the hotel. "
Annabel Fitzgerald 2-night trip
Posted 4 days ago
Inn at Perry Cabin

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 629

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.