Photo by Patricia Knorr

Find 5 Star Hotels in Chester, MD from AED 351

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Chester 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, (326)
"Anniversary weekend. We relaxed and enjoyed to town of St Michaels and the beautiful property."
The price is AED 1,339
AED 1,621 total
includes taxes & fees
22 Jan - 23 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 AED 931
AED 1,062 total
includes taxes & fees
29 Dec - 30 Dec
The Inn at Tacaro Estate
Inn at 202 Dover
Exterior

Inn at 202 Dover

5.0 star property
10.0 out of 10, Exceptional, (14)
"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest book in the room but it just seemed too complicated for me. We also didn't use the steam shower, just had regular showers. We had dinner on the Friday night at the Inn and the food was delicious...
Inn at 202 Dover
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 Chester.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD
The price is AED 351 per night from Jan 4 to Jan 5
AED 351
AED 400 total
includes taxes & fees
4 Jan - 5 January 2025
8.4/10 Very Good! (1,006 reviews)
Still don't see what you're looking for?
See all properties in Chester.
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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chester?
How much you pay for a 5-star hotel in Chester can vary based on when you prefer to travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to land the best rate on a plush stay.

  • Search for the lowest price per night from AED 351

What makes a hotel 5 stars in Chester?
From fine dining venues and 24/7 fitness centers to pools and the finest bedding, the 5-star experience in Chester is all about comfort and luxury. But it requires more than just upscale amenities to receive a 5-star rating. Accommodations must also deliver extraordinary guest-centric services like in-room massages, on-site dry cleaning and laundry and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Chester?
Use Expedia’s filter tool to find a luxury escape in Chester where everything you need is included. After your initial search, refine your results for accommodations that have a 5-star rating and are described as “All inclusive.” The first thing on the itinerary at these stays? Pure enjoyment and indulgence.
Are there any 5-star vacation rentals in Chester?
Our site doesn’t offer any 5-star vacation rentals in Chester. However, you can still find a range of top-rated stays where the only thing on your itinerary will be to kick back and have fun. View what’s available by searching through our vacation rentals in Chester.