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Featured 5 Star Chester Hotels
5-Star Hotel in Chester
It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Chester.
So nice you’ll blink twice
What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.
Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.
Stars in your eyes
Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Chester for you. Sort by:
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Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $321.
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Amenities: Chester skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.
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Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.
When you’re looking for the top 5-star hotels in Chester—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Chester your way.
Popular Chester Hotels
- Crowne Plaza Annapolis, an IHG Hotel
- Historic Inns of Annapolis
- Graduate by Hilton Annapolis
- The Westin Annapolis
- Sonesta ES Suites Annapolis
- SpringHill Suites by Marriott Annapolis
- Hilton Garden Inn Annapolis Downtown
- Annapolis Waterfront Hotel, Autograph Collection
- DoubleTree by Hilton Hotel Annapolis
- Country Inn & Suites by Radisson, Annapolis, MD
- Best Western Annapolis
Top Attractions in Chester
- Hotels near Chesapeake Exploration Center (2.03 mi)
- Hotels near U.S. Naval Academy (10.6 mi)
- Hotels near Navy-Marine Corps Memorial Stadium (11.58 mi)
- Hotels near Chesapeake Bay Bridge (6.58 mi)
- Hotels near Annapolis City Dock (10.6 mi)
- Hotels near Sandy Point State Park (7.04 mi)
- Hotels near Anne Arundel Medical Center (13.29 mi)
- Hotels near Westfield Annapolis Mall (13.77 mi)
- Hotels near Maryland State House (10.83 mi)
- Hotels near Annapolis Harbour Center (13.67 mi)
- Hotels near Maryland Quiet Waters Park (11.38 mi)
- Hotels near Avalon Theatre (18.07 mi)
- Hotels near Queenstown Premium Outlets (6.99 mi)
- Hotels near St. Michaels Winery (13.89 mi)
- Hotels near Annapolis Harbor Center Shopping Center (13.68 mi)
- Hotels near Annapolis Mall Shopping Center (13.77 mi)
- Hotels near Annapolis Maritime Museum (10.06 mi)
- Hotels near William Paca House (10.67 mi)
- Hotels near Queenstown Harbor Golf Club (6.54 mi)
- Hotels near Chesapeake Bay Maritime Museum (13.5 mi)
Nearby Cities
- Annapolis Hotels (10.9 mi)
- St. Michaels Hotels (13.5 mi)
- Cambridge Hotels (30.33 mi)
- Glen Burnie Hotels (22.14 mi)
- Easton Hotels (18 mi)
- Grasonville Hotels (4.41 mi)
- Appalachian Mountains Hotels (169.52 mi)
- Chesapeake Beach Hotels (23.46 mi)
- Stevensville Hotels (1.39 mi)
- Chestertown Hotels (20.55 mi)
- Edgewater Hotels (14.88 mi)
- Chesapeake Bay Hotels (100.89 mi)
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