Photo by Patricia Knorr

Find 5 Star Hotels in Chester, MD from AED 340

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Check availability on Chester 5 Star Hotels

Tonight
3 Apr - 4 Apr
Tomorrow
4 Apr - 5 Apr
This weekend
4 Apr - 6 Apr
Next weekend
11 Apr - 13 Apr

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

Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (337)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning. "
The price is AED 1,769
AED 2,140 total
includes taxes & fees
7 Apr - 8 Apr
Inn at Perry Cabin
The Inn at Tacaro Estate
Horseback riding

The Inn at Tacaro Estate

5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is AED 937
AED 1,068 total
includes taxes & fees
6 Apr - 7 Apr
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
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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 Chester.
The Westin Annapolis

The Westin Annapolis

100 Westgate Cir, Annapolis, MD
The price is AED 547 per night from Apr 6 to Apr 7
AED 547
AED 624 total
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (1,001 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 Chester

Chester awaits: its island views, sunny weather, golf, and more!

See all hotels in Chester
Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is at least 3 miles long.
Photo by Patricia Knorr
Open Photo by Patricia Knorr

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 340

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.