Explore top 2026 5 Star Hotels in Chester
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Top Chester 5 Star hotels
Inn at Perry Cabin
"Staff were awesome, location is awesome. Best place to stay in St. Michael's."
Reviewed on Jun 27, 2026
The Inn at Tacaro Estate
"We fell in love with the Inn. Everything was to our liking - the room, the property, breakfast dining area. We felt like we are in France, travel g back in time. The staff , especially Kate, were helpful, kind, respectful. The experience was top notch"
Reviewed on Jun 14, 2026
Inn at 202 Dover
Five Star Hotels in Chester
Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Chester to make sure your trip is as extravagantly comfortable as you expect.
Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!
Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.
For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Chester 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.
Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Chester before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.
Recent Chester hotel reviews by fellow wanderers
Historic Inns of Annapolis
"We really enjoyed our stay, especially because of the convenient location and great amenities. When we experienced issues with the cable and shower, the staff promptly moved us to another room without causing any major inconvenience. My partner and I would absolutely stay here again."
